As filed with the Securities and Exchange Commission on May 29, 2003

                                                           REGISTRATION NO. 333-

================================================================================

                       SECURITIES AND EXCHANGE COMMISSION
                             WASHINGTON, D.C. 20549

                                   ----------

                                    FORM S-3
                             REGISTRATION STATEMENT
                                      UNDER
                           THE SECURITIES ACT OF 1933

                              iSTAR FINANCIAL INC.
             (Exact name of Registrants as specified in its charter)

                 MARYLAND                               95-6881527
      (State or other jurisdiction of                (I.R.S. Employer
      Incorporation or organization)                Identification No.)

                                   ----------

                     1114 AVENUE OF THE AMERICAS, 27th FLOOR
                            NEW YORK, NEW YORK 10036
                                 (212) 930-9400
               (Address, including zip code, and telephone number,
        including area code, of registrant's principal executive offices)

                                   ----------

                                  JAY SUGARMAN
                             CHIEF EXECUTIVE OFFICER
                              iSTAR FINANCIAL INC.
                       1114 AVENUE OF AMERICAS, 27th FLOOR
                            NEW YORK, NEW YORK 10036
                                 (212) 930-9400
            (Name, address, including zip code, and telephone number,
                   including area code, of agent for service)

                                   ----------

                                   COPIES TO:
                            KATHLEEN L. WERNER, ESQ.
                             CLIFFORD CHANCE US LLP
                                 200 PARK AVENUE
                            NEW YORK, NEW YORK 10166
                                 (212) 878-8000

       APPROXIMATE DATE OF COMMENCEMENT OF PROPOSED SALE TO THE PUBLIC: From
time to time after the effective date of this Registration Statement.

       If the only securities being registered on this Form are being offered
pursuant to dividend or interest reinvestment plans, please check the following
box: / /

       If any of the securities being registered on this Form are to be offered
on a delayed or continuous basis pursuant to Rule 415 under the Securities Act
of 1933, other than securities offered only in connection with dividend or
interest reinvestment plans, check the following box. /X/

       If this Form is filed to register additional securities for an offering
pursuant to Rule 462(b) under the Securities Act, please check the following box
and list the Securities Act registration statement number of the earlier
effective registration statement for the same offering. / /

       If this Form is a post-effective amendment filed pursuant to Rule 462(c)
under the Securities Act, check the following box and list the Securities Act
registration statement number of the earlier effective registration statement
for the same offering. / /

       If delivery of the prospectus is expected to be made pursuant to Rule
434, please check the following box. / /

                                   ----------

                         CALCULATION OF REGISTRATION FEE



                                                                     PROPOSED MAXIMUM    PROPOSED MAXIMUM    AMOUNT OF
            TITLE OF EACH CLASS OF SECURITIES       AMOUNT TO BE    AGGREGATE OFFERING      AGGREGATE      REGISTRATION
                    TO BE REGISTERED                REGISTERED(1)   PRICE PER SHARE(2)  OFFERING PRICE(2)      FEE
       -----------------------------------------------------------------------------------------------------------------
                                                                                                 
       9.5% Series A Cumulative Redeemable
       Preferred Stock, par value $.001 per share     3,300,000           $50.00           $165,000,000      $13,349
       =================================================================================================================


(1)  Covers the resale by the participating securityholders of Series A
     Cumulative Redeemable Preferred Stock of iStar Financial Inc.
(2)  Estimated solely for the purpose of calculating the registration fee. Based
     upon the liquidation preference of $50.00 per share.

                                   ----------

THE REGISTRANT HEREBY AMENDS THIS REGISTRATION STATEMENT ON SUCH DATE OR DATES
AS MAY BE NECESSARY TO DELAY ITS EFFECTIVE DATE UNTIL THE REGISTRANT SHALL FILE
A FURTHER AMENDMENT WHICH SPECIFICALLY STATES THAT THIS REGISTRATION STATEMENT
SHALL THEREAFTER BECOME EFFECTIVE IN ACCORDANCE WITH SECTION 8(a) OF THE
SECURITIES ACT OF 1933 OR UNTIL THIS REGISTRATION STATEMENT SHALL BECOME
EFFECTIVE ON SUCH DATE AS THE COMMISSION, ACTING PURSUANT TO SAID SECTION 8(a),
MAY DETERMINE.



                    SUBJECT TO COMPLETION, DATED MAY 29, 2003

PROSPECTUS

                              iSTAR FINANCIAL INC.

                                3,300,000 SHARES
                                       OF
               9.5% SERIES A CUMULATIVE REDEEMABLE PREFERRED STOCK

                                   ----------

     This prospectus relates to the offer and sale of up to 3,300,000 shares of
our Series A Cumulative Redeemable Preferred Stock, referred to herein as the
Series A Preferred Stock. These securities may be offered and sold from time to
time by the securityholders named in this prospectus or their successors in
interest. See "Participating Securityholders." iStar Financial Inc. will not
receive any of the proceeds from the sale of the securities.

     The participating securityholders may sell the shares in public or private
transactions directly or through agents or broker-dealers acting as principal or
agent, or, in certain cases, in a distribution by underwriters.

     NEITHER THE SECURITIES AND EXCHANGE COMMISSION NOR ANY STATE SECURITIES
COMMISSION HAS APPROVED OR DISAPPROVED OF THESE SECURITIES OR PASSED UPON THE
ADEQUACY OR ACCURACY OF THIS PROSPECTUS. ANY REPRESENTATION TO THE CONTRARY IS A
CRIMINAL OFFENSE.

     An investment in these securities entails certain material risks and
uncertainties that should be considered. See "RISK FACTORS" on page 2 of this
prospectus.

                                  May __, 2003

The information in this Prospectus is not complete and may be changed. Except
pursuant to an exemption from the registration requirements of the Securities
Act of 1933, as amended, the Participating Securityholders may not sell these
securities until the Registration Statement filed with the Securities and
Exchange Commission is effective. This Prospectus is not an offer to sell these
securities and it is not soliciting an offer to buy these securities in any
state in where the offer or sale is not permitted prior to registration or
qualification under the securities laws of any such state.



                                TABLE OF CONTENTS



                                                                                                  PAGE
                                                                                                
FORWARD-LOOKING STATEMENTS..........................................................................1

iSTAR FINANCIAL INC.................................................................................2

RISK FACTORS........................................................................................2

RATIO OF EARNINGS TO FIXED CHARGES..................................................................9

SELECTED FINANCIAL DATA.............................................................................9

USE OF PROCEEDS.....................................................................................9

PARTICIPATING SECURITYHOLDERS.......................................................................9

CERTAIN RELATIONSHIPS BETWEEN THE COMPANY AND THE PARTICIPATING SECURITYHOLDERS....................10

DESCRIPTION OF THE SERIES A PREFERRED STOCK........................................................11

MATERIAL FEDERAL INCOME TAX CONSEQUENCES...........................................................15

PLAN OF DISTRIBUTION...............................................................................27

LEGAL MATTERS......................................................................................29

EXPERTS............................................................................................29

INCORPORATION OF CERTAIN DOCUMENTS BY REFERENCE....................................................29

INFORMATION WE FILE................................................................................30




                           FORWARD-LOOKING STATEMENTS

     We make statements in this prospectus and the documents we incorporate by
reference that are considered "forward-looking statements" within the meaning of
Section 27A of the Securities Act of 1933 and Section 21E of the Securities
Exchange Act of 1934, which are usually identified by the use of words such as
"will," "anticipates," "believes," "estimates," "expects," "projects," "plans,"
"intends," "should" or similar expressions. We intend those forward-looking
statements to be covered by the safe harbor provisions for forward-looking
statements contained in the Private Securities Reform Act of 1995 and are
including this statement for purposes of complying with these safe harbor
provisions. These forward-looking statements reflect our current views about our
plans, strategies and prospects, which are based on the information currently
available to us and on assumptions we have made. Although we believe that our
plans, intentions and expectations as reflected in or suggested by those
forward-looking statements are reasonable, we can give no assurance that the
plans, intentions or expectations will be achieved. We have listed below and
have discussed elsewhere in this prospectus some important risks, uncertainties
and contingencies which could cause our actual results, performances or
achievements to be materially different from the forward-looking statements we
make in this prospectus. These risks, uncertainties and contingencies include,
but are not limited to, the following:

     1.   The success or failure of our efforts to implement our current
          business strategy.

     2.   Economic conditions generally and in the commercial finance and real
          estate markets specifically.

     3.   The performance and financial condition of borrowers and corporate
          customers.

     4.   The actions of our competitors and our ability to respond to those
          actions.

     5.   The cost of our capital, which depends in part on our asset quality,
          the nature of our relationships with our lenders and other capital
          providers, our business prospects and outlook, and general market
          conditions.

     6.   Changes in governmental regulations, tax rates and similar matters.

     7.   Legislative and regulatory changes (including changes to laws
          governing the taxation of REITs).

     8.   Other factors discussed under the heading "Risk Factors" or which may
          be discussed in a prospectus supplement.

     We assume no obligation to update publicly any forward-looking statements,
whether as a result of new information, future events or otherwise. In
evaluating forward-looking statements, you should consider these risks and
uncertainties, together with the other risks described from time to time in our
reports and documents filed with the SEC, and you should not place undue
reliance on those statements.

                                        1


                              iSTAR FINANCIAL INC.

     We are the largest publicly traded finance company focused exclusively on
the commercial real estate industry. We provide custom-tailored financing to
high-end private and corporate owners of real estate nationwide, including
senior and junior mortgage debt, senior, mezzanine and subordinated corporate
capital, and corporate net lease financing. Our objective is to generate
consistent and attractive returns on our invested capital by providing
innovative and value-added financing solutions to our customers. We are taxed as
a real estate investment trust.

     Our principal executive offices are located at 1114 Avenue of the Americas,
New York, New York 10036, and our telephone number is (212) 930-9400. Our
website is istarfinancial.com. Information on our website is not considered part
of this prospectus. Our six primary regional offices are located in Atlanta,
Boston, Dallas, Denver, Hartford and San Francisco. iStar Asset Services, our
loan servicing subsidiary, is located in Hartford, and iStar Real Estate
Services, our corporate facilities management division, is headquartered in
Atlanta.

                                  RISK FACTORS

     THIS SECTION DESCRIBES MATERIAL RISKS OF PURCHASING OUR EQUITY SECURITIES,
INCLUDING OUR SERIES A PREFERRED STOCK. YOU SHOULD CAREFULLY CONSIDER THESE
RISKS, IN ADDITION TO THE OTHER INFORMATION CONTAINED IN THIS PROSPECTUS OR
INCORPORATED BY REFERENCE, BEFORE PURCHASING ANY OF THE SECURITIES OFFERED
HEREBY. IN CONNECTION WITH THE FORWARD- LOOKING STATEMENTS THAT APPEAR IN THIS
PROSPECTUS, YOU SHOULD CAREFULLY REVIEW THE FACTORS DISCUSSED BELOW AND THE
CAUTIONARY STATEMENTS REFERRED TO IN "FORWARD-LOOKING STATEMENTS."

WE ARE SUBJECT TO RISKS RELATING TO OUR LENDING BUSINESS.

WE MAY SUFFER A LOSS IF A BORROWER DEFAULTS ON A NON-RECOURSE LOAN OR ON A LOAN
THAT IS NOT SECURED BY UNDERLYING REAL ESTATE.

     In the event of a default by a borrower on a non-recourse loan, we will
only have recourse to the real estate asset securing the loan. For this purpose,
we consider loans made to special purpose entities formed solely for the purpose
of holding and financing particular assets to be non-recourse loans. If the
underlying asset value is below the loan amount, we will suffer a loss.
Conversely, we sometimes make loan investments that are unsecured or are secured
by equity interests in the borrowing entities. These loans are subject to the
risk that other lenders may be directly secured by the real estate assets of the
borrower. In the event of a default, those secured lenders would have priority
over us with respect to the proceeds of a sale of the underlying real estate.

     In the cases described above, we may lack control over the underlying asset
securing our loan or the underlying assets of the borrower prior to a default,
and, as a result, their value may be reduced by acts or omissions by owners or
managers of the assets. As of March 31, 2003, 79.7% of our loans are
non-recourse, based upon the gross carrying value of our loan assets, and 9.3%
of our total investments, based on gross carrying value, consist of loans that
are unsecured or secured by equity interests in the borrowing entity.

                                        2


WE MAY SUFFER A LOSS IN THE EVENT OF A DEFAULT OR BANKRUPTCY OF A BORROWER,
PARTICULARLY IN CASES WHERE THE BORROWER HAS INCURRED DEBT THAT IS SENIOR TO OUR
LOAN.

     If a borrower defaults on our loan but does not have sufficient assets to
satisfy our loan, we may suffer a loss of principal or interest. In the event of
a borrower bankruptcy, we may not have full recourse to the assets of the
borrower, or the assets of the borrower may not be sufficient to satisfy our
loan. In addition, certain of our loans are subordinate to other debt of the
borrower. If a borrower defaults on our loan or on debt senior to our loan, or
in the event of a borrower bankruptcy, our loan will be satisfied only after the
senior debt. Where debt senior to our loans exists, the presence of
intercreditor arrangements may limit our ability to amend our loan documents,
assign our loans, accept prepayments, exercise our remedies (through
"standstill" periods) and control decisions made in bankruptcy proceedings
relating to borrowers. Bankruptcy and borrower litigation can significantly
increase the time needed for us to acquire underlying collateral in the event of
a default, during which time the collateral may decline in value. In addition,
there are significant costs and delays associated with the foreclosure process.

WE ARE SUBJECT TO THE RISK THAT PROVISIONS OF OUR LOAN AGREEMENTS MAY BE
UNENFORCEABLE.

     Our rights and obligations with respect to our loans are governed by
written loan agreements and related documentation. It is possible that a court
could determine that one or more provisions of a loan agreement are
unenforceable, such as a loan prepayment provision or the provisions governing
our security interest in the underlying collateral. If this were to happen with
respect to a material asset or group of assets, we could be adversely affected.

WE ARE SUBJECT TO THE RISKS ASSOCIATED WITH LOAN PARTICIPATIONS, SUCH AS LESS
THAN FULL CONTROL RIGHTS.

     Some of our assets are participating interests in loans in which we share
the rights, obligations and benefits of the loan with other participating
lenders. We may need the consent of these parties to exercise our rights under
such loans, including rights with respect to amendment of loan documentation,
enforcement proceedings in the event of a default and the institution of, and
control over, foreclosure proceedings. Similarly, a majority of the participants
may be able to take actions to which we object but to which we will be bound if
our participation interest represents a minority interest. We may be adversely
affected by this lack of full control.

WE ARE SUBJECT TO RISKS RELATING TO OUR CORPORATE TENANT LEASE BUSINESS.

LEASE EXPIRATIONS, LEASE DEFAULTS AND LEASE TERMINATIONS MAY ADVERSELY AFFECT
OUR REVENUE.

     Lease expirations, lease defaults and lease terminations may result in
reduced revenues if the lease payments received from replacement corporate
tenants are less than the lease payments received from the expiring, defaulting
or terminating corporate tenants. In addition, lease defaults by one or more
significant corporate tenants, lease terminations by corporate tenants following
events of casualty or takings by eminent domain, or the failure of corporate
tenants under expiring leases to elect to renew their leases, could cause us to
experience long periods with no revenue from a facility and to incur substantial
capital expenditures in order to obtain replacement corporate tenants.

     As of March 31, 2003, 12.7% of our annualized total revenues for the
quarter ended March 31, 2003 were derived from our five largest corporate tenant
customers. As of March 31, 2003, the percentage of our revenues (based on total
revenues for the quarter ended March 31, 2003, annualized) that are subject to
expiring leases during each year from 2003 through 2006 is as follows:

                                        3



                                                          
                 2003...................................     2.2%
                 2004...................................     3.5%
                 2005...................................     2.1%
                 2006...................................     5.1%


WE MAY NEED TO MAKE SIGNIFICANT CAPITAL IMPROVEMENTS TO OUR CORPORATE FACILITIES
IN ORDER TO REMAIN COMPETITIVE.

     Our corporate facilities may face competition from newer, more updated
facilities. In order to remain competitive, we may need to make significant
capital improvements to our existing corporate facilities. In addition, in the
event we need to re-lease a corporate facility, we may need to make significant
tenant improvements, including conversions of single tenant buildings to
multi-tenant buildings. The costs of these improvements could adversely affect
our financial performance.

OUR OWNERSHIP INTERESTS IN CORPORATE FACILITIES ARE ILLIQUID, HINDERING OUR
ABILITY TO MITIGATE A LOSS.

     Since our ownership interests in corporate facilities are illiquid, we may
lack the necessary flexibility to vary our investment strategy promptly to
respond to changes in market conditions. In addition, if we have to foreclose on
an asset or if we desire to sell it in an effort to recover or mitigate a loss,
we may be unable to do so at all, or only at a discount.

WE ARE SUBJECT TO RISKS RELATING TO OUR ASSET CONCENTRATION.

     As of March 31, 2003, the average size of our lending and leasing
investments was $27.8 million. No single investment represented more than 3.6%
of our total revenues for the fiscal quarter ended March 31, 2003. While our
asset base is diversified by product line, asset type, obligor, property type
and geographic location, it is possible that if we suffer losses on a portion of
our larger assets, our financial performance could be adversely impacted.

BECAUSE WE MUST DISTRIBUTE A PORTION OF OUR INCOME, WE WILL CONTINUE TO NEED
ADDITIONAL DEBT AND/OR EQUITY CAPITAL TO GROW.

     We must distribute at least 90% of our taxable net income to our
stockholders to maintain our REIT status. As a result, those earnings will not
be available to fund investment activities. We have historically funded our
investments by borrowing from financial institutions and raising capital in the
public and private capital markets. We expect to continue to fund our
investments this way. If we fail to obtain funds from these sources, it could
limit our ability to grow, which could have a material adverse effect on the
value of our common stock. Our taxable net income has historically been lower
than the cash flow generated by our business activities, primarily because our
taxable net income is reduced by non-cash expenses, such as depreciation and
amortization. As a result, our dividend payout ratio as a percentage of free
cash flow has generally been lower than our payout ratio as a percentage of
taxable net income. Our common stock dividends for the year ended December 31,
2002 represented approximately 74.1% of our cash flows provided by operating
activities less preferred dividends for 2002.

OUR GROWTH IS DEPENDENT ON LEVERAGE, WHICH MAY CREATE OTHER RISKS.

     Our success is dependent, in part, upon our ability to grow our assets
through the use of leverage. We currently intend to leverage iStar Financial
primarily through secured and unsecured borrowings. Our ability to obtain the
leverage necessary for execution of our business plan will ultimately depend
upon our ability to maintain interest coverage ratios meeting market
underwriting standards that will vary according to lenders' assessments of our
creditworthiness and the terms of the borrowings. As of March 31, 2003,

                                        4


our debt-to-book equity ratio was 1.7x and our total debt obligations
outstanding were approximately $3.66 billion. Our charter does not limit the
amount of indebtedness which we may incur. While our publicly-announced policy
is not to exceed a debt-to-book equity ratio of 2.0x, our Board of Directors has
overall responsibility for our financing strategy, and they may change our
strategy without stockholder approval. If our Board of Directors decided to
increase our leverage, it could lead to reduced or negative cash flow and
reduced liquidity.

     The percentage of leverage used will vary depending on our estimate of the
stability of iStar Financial's cash flow. To the extent that changes in market
conditions cause the cost of such financing to increase relative to the income
that can be derived from the assets originated, we may reduce the amount of our
leverage.

     Leverage creates an opportunity for increased net income, but at the same
time creates risks. For example, leveraging magnifies changes in our net worth.
We will incur leverage only when there is an expectation that it will enhance
returns, although there can be no assurance that our use of leverage will prove
to be beneficial. Moreover, there can be no assurance that we will be able to
meet our debt service obligations and, to the extent that we cannot, we risk the
loss of some or all of our assets or a financial loss if we are required to
liquidate assets at a commercially inopportune time.

     We and our subsidiaries are parties to agreements and debt instruments that
restrict future indebtedness and the payment of dividends, including indirect
restrictions (through, for example, covenants requiring the maintenance of
specified levels of net worth and earnings to debt service ratios) and direct
restrictions. As a result, in the event of a deterioration in our financial
condition, these agreements or debt instruments could restrict our ability to
pay dividends. Moreover, if we fail to pay dividends as required by the Internal
Revenue Code, whether as a result of restrictive covenants in our debt
instruments or otherwise, we may lose our status as a REIT. For more information
regarding the consequences of loss of REIT status, please read the risk factor
entitled "We May Be Subject to Adverse Consequences if We Fail to Qualify as a
Real Estate Investment Trust."

WE UTILIZE INTEREST RATE HEDGING ARRANGEMENTS WHICH MAY ADVERSELY AFFECT OUR
BORROWING COST AND EXPOSE US TO OTHER RISKS.

     We have variable rate lending assets and variable rate debt obligations.
These assets and liabilities create a natural hedge against changes in variable
interest rates. This means that as interest rates increase, we earn more on our
variable rate lending assets and pay more on our variable rate debt obligations
and, conversely, as interest rates decrease, we earn less on our variable rate
lending assets and pay less on our variable rate debt obligations. When our
variable rate debt obligations exceed our variable rate lending assets, we
utilize derivative instruments to limit the impact of changing interest rates on
our net income. We do not use derivative instruments to hedge assets or for
speculative purposes. The derivatives instruments we use are typically in the
form of interest rate swaps and interest rate caps. Interest rate swaps
effectively change variable rate debt obligations to fixed rate debt
obligations. Interest rate caps effectively limit the maximum interest rate on
variable rate debt obligations.

     The primary risks from our use of derivative instruments is the risk that a
counterparty to a hedging arrangement could default on its obligation and the
risk that we may have to pay certain costs, such as transaction fees or breakage
costs, if a hedging arrangement is terminated by us. As a matter of policy, we
enter into hedging arrangements with counterparties that are large, creditworthy
financial institutions typically rated at least "A/A2" by Standard & Poor's and
Moody's Investors Service, respectively. Our hedging strategy is monitored by
our Audit Committee on behalf of our Board of Directors and may be changed by
the Board of Directors without stockholder approval.

                                        5


     Developing an effective strategy for dealing with movements in interest
rates is complex and no strategy can completely insulate us from risks
associated with such fluctuations. There can be no assurance that our hedging
activities will have the desired beneficial impact on our results of operations
or financial condition.

WE FACE A RISK OF LIABILITY UNDER ENVIRONMENTAL LAWS.

     Under various federal, state and local environmental laws, ordinances and
regulations, a current or previous owner of real estate (including, in certain
circumstances, a secured lender that succeeds to ownership or control of a
property) may become liable for the costs of removal or remediation of certain
hazardous or toxic substances at, on, under or in its property. Those laws
typically impose cleanup responsibility and liability without regard to whether
the owner or control party knew of or was responsible for the release or
presence of such hazardous or toxic substances. The costs of investigation,
remediation or removal of those substances may be substantial. The owner or
control party of a site may be subject to common law claims by third parties
based on damages and costs resulting from environmental contamination emanating
from a site. Certain environmental laws also impose liability in connection with
the handling of or exposure to asbestos-containing materials, pursuant to which
third parties may seek recovery from owners of real properties for personal
injuries associated with asbestos-containing materials. Absent succeeding to
ownership or control of real property, a secured lender is not likely to be
subject to any of these forms of environmental liability.

CERTAIN PROVISIONS IN OUR CHARTER MAY INHIBIT A CHANGE IN CONTROL.

     Generally, to maintain our qualification as a REIT under the Internal
Revenue Code, not more than 50% in value of our outstanding shares of stock may
be owned, directly or indirectly, by five or fewer individuals at any time
during the last half of our taxable year. The Internal Revenue Code defines
"individuals" for purposes of the requirement described in the preceding
sentence to include some types of entities. Under our charter, no person may own
more than 9.8% of the outstanding shares of stock, with some exceptions. The
restrictions on transferability and ownership may delay, deter or prevent a
change in control or other transaction that might involve a premium price or
otherwise be in the best interest of the securityholders.

     Our Board of Directors is divided into two classes. Directors of each class
are chosen for two-year staggered terms. Staggered terms of directors may reduce
the possibility of a tender offer or an attempt to change control, even though a
tender offer or change in control might be in the best interest of our
securityholders. Our charter authorizes our Board of Directors:

     1.   To cause us to issue additional authorized but unissued shares of
          common or preferred stock.

     2.   To classify or reclassify, in one or more series, any of our unissued
          preferred shares.

     3.   To set the preferences, rights and other terms of any classified or
          reclassified securities that we issue.

ADVERSE CHANGES IN GENERAL ECONOMIC CONDITIONS CAN ADVERSELY AFFECT OUR
BUSINESS.

     Our success is dependent upon the general economic conditions in the
geographic areas in which a substantial number of our investments are located.
Adverse changes in national economic conditions or in the economic conditions of
the regions in which we conduct substantial business likely would have an
adverse effect on real estate values and, accordingly, our business.

                                        6


WE MAY BE SUBJECT TO ADVERSE CONSEQUENCES IF WE FAIL TO QUALIFY AS A REAL ESTATE
INVESTMENT TRUST.

     We intend to operate so as to qualify as a real estate investment trust for
federal income tax purposes. We have received an unqualified opinion of our
legal counsel, Clifford Chance US LLP, that, based on the assumptions and
representations described in "Material Federal Income Tax Consequences," our
existing legal organization and our actual and proposed method of operation,
enable us to satisfy the requirements for qualification as a real estate
investment trust under the Internal Revenue Code in the ordinary course of our
actual and proposed operations. Investors should be aware, however, that
opinions of counsel are not binding on the Internal Revenue Service or any
court. The real estate investment trust qualification opinion only represents
the view of our counsel based on their review and analysis of existing law,
which includes no controlling precedents. Furthermore, both the validity of the
opinion and our qualification as a real estate investment trust will depend on
our continuing ability to meet various requirements concerning, among other
things, the ownership of our outstanding stock, the nature of our assets, the
sources of our income and the amount of our distributions to our stockholders.
See "Material Federal Income Tax Consequences--Taxation of iStar
Financial--General."

     If we were to fail to qualify as a real estate investment trust for any
taxable year, we would not be allowed a deduction for distributions to our
stockholders in computing our taxable income and would be subject to federal
income tax, including any applicable minimum tax, on our taxable income at
regular corporate rates. Unless entitled to relief under certain Internal
Revenue Code provisions, we also would be disqualified from treatment as a real
estate investment trust for the four subsequent taxable years following the year
during which qualification was lost. As a result, cash available for
distribution would be reduced for each of the years involved. Furthermore, it is
possible that future economic, market, legal, tax or other considerations may
cause the Board of Directors to revoke the real estate investment trust
election. See "Material Federal Income Tax Consequences."

     Even if we qualify as a real estate investment trust for federal income tax
purposes, we may be subject to certain state and local taxes on our income and
property, and may be subject to certain federal taxes. See "Material Federal
Income Tax Consequences--Taxation of iStar Financial--General."

TAX-EXEMPT STOCKHOLDERS MAY BE SUBJECT TO TAXATION.

     The Internal Revenue Service has issued a revenue ruling in which it held
that amounts distributed by a REIT to a tax-exempt employees' pension trust do
not constitute unrelated business taxable income ("UBTI"). In general, subject
to the discussion below regarding a "pension-held REIT" and subject to the
following sentence, based upon such ruling and the statutory framework of the
Internal Revenue Code, distributions to a stockholder of a real estate
investment trust that is a tax-exempt entity should not constitute UBTI,
provided that:

     1.   The tax-exempt entity has not financed the acquisition of its shares
          of common stock with "acquisition indebtedness" within the meaning of
          the Internal Revenue Code.

     2.   The shares of common stock are not otherwise used in an unrelated
          trade or business of the tax-exempt entity.

     3.   The real estate investment trust does not hold a residual interest in
          a real estate mortgage investment conduit ("REMIC") within the meaning
          of Section 860D of the Internal Revenue Code.

                                        7


     Although we do not intend to invest a material amount of assets in REMICS,
certain taxable income produced by REMIC residual interests may cause our
stockholders to suffer certain adverse tax consequences. See "Material Federal
Income Tax Consequences."

     If any pension or other retirement trust that qualifies under Section
401(a) of the Internal Revenue Code holds more than 10% by value of the
interests in a pension-held REIT at any time during a taxable year, a portion of
the dividends paid to the qualified pension trust by such REIT may constitute
UBTI. For these purposes, a "pension-held REIT" is defined as a REIT: (1) that
would not have qualified as a REIT but for the provisions of the Internal
Revenue Code which look through such a qualified pension trust in determining
ownership of securities of the REIT; and (2) as to which at least one qualified
pension trust holds more than 25% by value of the interests of such REIT or one
or more qualified pension trusts (each owning more than a 10% interest by value
in the REIT) hold in the aggregate more than 50% by value of the interests in
such REIT.

     We do not expect that we will be a pension-held REIT. However,
notwithstanding our current belief that we will not be a "pension-held REIT," no
assurance can be given that we will not become a pension-held REIT in the
future.

     If we were to become a pension-held REIT in the future and were to
originate investments using debt, or otherwise were to engage in a transaction
resulting in UBTI, determined as though we were a qualified pension plan, any
qualified pension plan owning 10% or more of our shares, by value, would have a
portion of its dividend income from us taxed as UBTI. Even if we were not a
pension-held REIT, certain amounts received by a stockholder that is a
tax-exempt entity may be treated as UBTI. See "Material Federal Income Tax
Consequences."

OUR BOARD OF DIRECTORS MAY CHANGE CERTAIN OF OUR POLICIES WITHOUT STOCKHOLDER
APPROVAL.

     Our charter provides that our primary purpose is to invest in a diversified
portfolio of debt and debt-like interests in real estate and real estate related
assets, although it does not set forth specific percentages of the types of
investments we may make. Our Board of Directors determines our investment
policies, as well as our financing and conflicts of interest policies. Although
the Board of Directors has no present intention to do so, it can amend, revise
or eliminate these policies at any time and from time to time at its discretion
without a vote of the stockholders. A change in these policies could adversely
affect our financial condition or results of operations or the market price of
our common stock.

QUARTERLY RESULTS MAY FLUCTUATE AND MAY NOT BE INDICATIVE OF FUTURE QUARTERLY
PERFORMANCE.

     Our quarterly operating results could fluctuate; therefore, you should not
rely on past quarterly results to be indicative of our performance in future
quarters. Factors that could cause quarterly operating results to fluctuate
include, among others, variations in our investment origination volume,
variations in the timing of prepayments, the degree to which we encounter
competition in our markets and general economic conditions.

THERE IS NO PUBLIC MARKET FOR THE SERIES A PREFERRED STOCK.

     The Series A Preferred Stock is not listed on any securities exchange or
included on any automated quotation system. The Series A Preferred Stock was
initially issued in a private placement to LF Mortgage REIT, one of the
participating securityholders named in this prospectus. No trading market in the
Series A Preferred Stock has developed or is expected to develop absent a broad
distribution of the Series A Preferred Stock. Any purchaser of Series A
Preferred stock must be prepared to assume the risks of holding an illiquid
security.

                                        8


                       RATIO OF EARNINGS TO FIXED CHARGES



                                                           THREE MONTHS                YEARS ENDED DECEMBER 31,
                                                           ENDED MARCH    ---------------------------------------------------
                                                             31, 2003       2002       2001        2000       1999     1998
                                                          -------------- ----------- --------- ---------- ---------- --------
                                                                                                     
     Ratio of earnings to combined fixed charges
          and preferred stock dividends(1)............         2.1x         1.8x       1.9x        1.9x     1.1x(2)    2.3x
     Ratio of earnings to fixed charges(1)............         2.5x         2.1x       2.3x        2.2x     1.4x(2)    2.3x


----------
(1)  For the purpose of calculating the ratio of earnings to fixed charges,
     "earnings" consist of income from continuing operations before income taxes
     and cumulative effect of changes in accounting principles plus "fixed
     charges" and certain other adjustments. "Fixed charges" consist of interest
     incurred on all indebtedness related to continuing operations (including
     amortization of original issue discount) and the implied interest component
     of our rent obligations in the years presented.

(2)  Includes the effect of a non-recurring, non-cash charge in the amount of
     approximately $94.5 million relating to our November 1999 acquisition of
     the former external advisor to our company. Excluding the effect of this
     non-recurring, non-cash charge, our ratio of earnings to fixed charges and
     preferred stock dividends for the year ended December 31, 1999 would have
     been 2.0x and our ratio of earnings to fixed charges for that period would
     have been 2.5x.

                             SELECTED FINANCIAL DATA

     The following table sets forth our selected financial data on a
consolidated historical basis. However, prior to March 1998, our structured
finance operations were conducted by two private investment partnerships
which contributed substantially all their structured finance assets to us in
exchange for cash and shares of iStar Financial.

     Further, on November 4, 1999, we acquired TriNet, which increased the
size of our operations, and also acquired its former external advisor.
Operating results for the year ended December 31, 1999 reflect only the
effects of these transactions subsequent to their consummation.

     Accordingly, the historical balance sheet information as of December 31,
1998, as well as the results of operations for us for all periods prior to
and including the year ended December 31, 1999, do not reflect our current
operations as a well capitalized, internally-managed finance company
operating in the commercial real estate industry. Certain prior year amounts
have been reclassified to conform to the 2002 presentation.





                                                                THREE MONTHS
                                                                   ENDED                FOR THE YEAR ENDED DECEMBER 31,
                                                                  MARCH 31,  ---------------------------------------------------
                                                                    2003       2002       2001       2000       1999      1998
                                                                 ---------   --------   --------   --------   --------  --------
                                                                                                      
OPERATING DATA:
Interest income                                                    $73,427   $255,631   $254,119   $268,011   $209,848  $112,914
Operating lease income                                              65,524    242,100    185,943    177,581     41,665    12,378
Other income                                                         4,329     27,993     31,057     17,927     12,900     2,708
                                                                 ---------   --------   --------   --------   --------  --------
           Total revenue                                           143,280    525,724    471,119    463,519    264,413   128,000
                                                                 ---------   --------   --------   --------   --------  --------

Interest expense(1)                                                 47,980    197,541    171,594    174,446     91,159    44,697
Operating costs-corporate tenant lease assets                        3,863     13,755     12,782     12,737      2,245         0
Depreciation and amortization                                       13,272     47,821     35,411     34,384     10,324     4,287
General and administrative                                           7,681     30,449     24,151     25,706      6,269     2,583
General and administrative-stock-based compensation                    823     17,998      3,574      2,864        412     5,985
Provision for loan losses                                            1,750      8,250      7,000      6,500      4,750     2,750
Advisory fees                                                            0          0          0          0     16,193     7,837
Costs incurred in acquiring former external advisor(1)                   0          0          0          0     94,476         0
                                                                 ---------   --------   --------   --------   --------  --------
Total costs and expenses                                            75,369    315,814    254,512    256,637    225,828    68,139
                                                                 ---------   --------   --------   --------   --------  --------
Income before equity in earnings from joint ventures and
    unconsolidated subsidiaries, minority interest and other items  67,911    209,910    216,607    206,882     38,585    59,861
Equity in (loss) earnings from joint ventures and unconsolidated
    subsidiaries                                                       (58)     1,222      7,361      4,796        235        96
Minority interest in consolidated entities                             (39)      (162)      (218)      (195)       (41)      (54)
Cumulative effect of change in accounting principle(3)                   0          0       (282)         0          0         0
                                                                 ---------   --------   --------   --------   --------  --------
Net income from continuing operations                               67,814    210,970    223,468    211,483     38,779    59,903
(Loss) income from discontinued operations                            (125)     3,583      5,299      3,155        107         0
Gain from discontinued operations                                      264        717      1,145      2,948          0         0
                                                                 ---------   --------   --------   --------   --------  --------
Net Income                                                          67,953    215,270    229,912    217,586     38,886    59,903
Preferred dividend requirements                                     (9,227)   (36,908)   (36,908)   (36,908)   (23,843)     (944)
                                                                 ---------   --------   --------   --------   --------  --------
Net income allocable to common shareholders and HPU holders(4)     $58,726   $178,362   $193,004   $180,678    $15,043   $58,959
                                                                 =========   ========   ========   ========   ========  ========
Basic earnings per common share(5)(6)                                $0.59      $1.98      $2.24      $2.11      $0.25     $1.40
                                                                 =========   ========   ========   ========   ========  ========
Diluted earnings per common share(5)(7)                              $0.58      $1.93      $2.19      $2.10      $0.25     $1.36
                                                                 =========   ========   ========   ========   ========  ========
Dividends declared per common share(8)                               $0.00      $2.52      $2.45      $2.40      $1.86     $1.14
                                                                 =========   ========   ========   ========   ========  ========



SUPPLEMENTAL DATA
Adjusted earnings allocable to common shareholders(9)(11)          $78,810   $277,736   $254,095   $230,371   $127,798    $ 65,949
EBITDA(10)(11)                                                     129,105   $471,443   $430,973   $420,508   $234,779    $116,778
Ratio of EBITDA to interest expense(12)                               2.69x      2.39x      2.51x      2.41x      2.58x       2.61x
Ratio of EBITDA to combined fixed charges(13)                         2.26x      2.01x      2.07x      1.99x      2.04x       2.56x
Ratio of earnings to fixed charges(14)                                2.46x      2.11x      2.32x      2.24x      1.43x       2.33x
Ratio of earnings to fixed charges and preferred stock
    dividends(14)                                                     2.06x      1.78x      1.91x      1.85x      1.13x       2.28x
Weighted average common shares outstanding-basic(15)                98,472     89,886     86,349     85,441     57,749      41,607
Weighted average common shares outstanding-diluted(15)             101,582     92,649     88,234     86,151     60,393      43,460
Cash flows from:
    Operating activities                                            51,999   $348,793   $293,260   $219,868   $119,625     $54,915
    Investing activities                                          (239,116)(1,149,070)  (349,525)  (193,805)  (143,911) (1,271,309)
    Financing activities                                           184,458    800,541     49,183    (37,719)    48,584   1,226,208
BALANCE SHEET DATA
Loans and other lending investments, net                         3,247,631 $3,050,342 $2,377,763 $2,227,083 $2,003,506  $1,823,761
Real estate subject to operating leases, net                     2,338,456  2,291,805  1,781,565  1,592,087  1,654,300     189,942
Total assets                                                     5,874,359  5,611,697  4,380,640  4,034,775  3,813,552   2,059,616
Debt obligations                                                 3,655,003  3,461,590  2,495,369  2,131,967  1,901,204   1,055,719
Minority interest in consolidated entities                           2,580      2,581      2,650      6,224      2,565          --
Shareholders' equity                                             2,112,687  2,025,300  1,787,778  1,787,885  1,801,343     970,728
SUPPLEMENTAL DATA
Total debt to shareholders' equity                                     1.7x       1.7x       1.4x       1.2x       1.1x        1.1x




EXPLANATORY NOTES:
-------------------------
(1)   In connection with the adoption of FAS 145, effective January 1, 2003,
      extraordinary losses on the early extinguishment of debt of $12.2
      million, $1.6 million and $0.7 million for the years ended December 31,
      2002, 2001 and 2000, respectively, has been reclassified into interest
      expense.

(2)   This amount represents a non-recurring, non-cash charge of approximately
      $94.5 million relating to the acquisition of the Company's formal external
      advisor in November 1999.

(3)   Represents one-time effect of adoption of Statement of Financial
      Accounting Standards No. 133, "Accounting for Derivative Instruments and
      Hedging Activities" as of January 1, 2001.

(4)   HPU holders are Company employees who purchased high performance common
      stock units under the Company's High Performance Unit Program.

(5)   For the three months ended March 31, 2003, net income used to calculate
      earnings per basic and diluted common share excludes $485 and $472 of net
      income allocable to HPU holders, respectively.

(6)   Prior to November 1999, earnings per common share excludes 1.00% of net
      income allocable to the Company's former class B shares. The former class
      B shares were exchanged for Common Stock in connection with the
      acquisition of TriNet and other related transactions on November 4, 1999.
      As a result, the Company now has a single class of Common Stock
      outstanding.

(7)   For the three months ended March 31, 2003, net income used to calculate
      earnings per diluted common share includes joint venture income of $39.

(8)   The Company generally declares common and preferred dividends in the month
      subsequent to the end of the quarter.

(9)   Adjusted earnings represents net income to common shareholders computed in
      accordance with GAAP, before depreciation, amortization, gain (loss) from
      discontinued operations, extraordinary items and cumulative effect of
      change in accounting principle. For the year ended December 31, 2002,
      adjusted earnings excludes the $15.0 million non-cash charge related to
      the performance based vesting of restricted shares granted under the
      Company's long-term incentive plan. For the year ended December 31, 1999,
      adjusted earnings excludes the non-recurring, non-cash cost incurred in
      acquiring the Company's former external advisor. (See reconciliation in
      Item 7-- "Management's Discussion and Analysis of Financial Condition and
      Results of Operations").





                                                                        FOR THE YEAR ENDED DECEMBER 31,
                                                           ---------------------------------------------------------
                                                              2002        2001        2000        1999        1998
                                                            --------    --------    --------    --------    --------
                                                                                 (IN THOUSANDS)
                                                                                             
Total Revenue.........................................      $525,724    $471,119    $463,519    $264,413    $128,000
Plus:  Equity in earnings from joint ventures and
unconsolidated subsidiaries...........................         1,222       7,361       4,796         235          96
Less:  General and administrative.....................       (30,449)    (24,151)    (25,706)     (6,269)     (2,583)
Less:  General and administrative-stock based
compensation..........................................        (3,048)     (3,574)     (2,864)       (412)     (5,985)
Less:  Provision for loan losses......................        (8,250)     (7,000)     (6,500)     (4,750)     (2,750)
Less:  Operating costs-corporate tenant lease assets..       (13,755)    (12,782)    (12,737)     (2,245)       ---
Less:  Advisory fees..................................         ---         ---         ---       (16,193)       ---
                                                            --------    --------    --------    --------    --------
EBITDA................................................      $471,444    $430,973    $420,508    $234,779    $116,778
                                                            ========    ========    ========    ========    ========



(10)  EBITDA is calculated as total revenue plus equity in earnings from joint
      ventures and unconsolidated subsidiaries minus the sum of general and
      administrative expenses, general and administrative- stock-based
      compensation (excluding the non-cash charge related to the performance
      based vesting of restricted shares granted under the Company's long-term
      incentive plan for the year ended December 31, 2002), provision for loan
      losses, operating costs on corporate tenant lease assets and advisory
      fees.

(11)  Each of adjusted earnings and EBITDA should be examined in conjunction
      with net income as shown in the Consolidated Statements of Operations.
      Neither adjusted earnings nor EBITDA should be considered as an
      alternative to net income (determined in accordance with GAAP) as an
      indicator of the Company's performance, or to cash flows from operating
      activities (determined in accordance with GAAP) as a measure of the
      Company's liquidity, nor is either measure indicative of funds available
      to fund the Company's cash needs or available for distribution to
      shareholders. The Company's management believes that adjusted earnings and
      EBITDA more closely approximate operating cash flow and are useful
      measures for investors to consider, in conjunction with net income and
      other GAAP measures, in evaluating the commercial finance company that
      focuses on real estate lending and corporate tenant leasing; therefore,
      the Company's net income (determined in accordance with GAAP) reflects
      significant non-cash depreciation expense on corporate tenant lease
      assets. It should be noted that the Company's manner of calculating
      adjusted earnings and EBITDA may differ from the calculations of
      similarly-titled measures by other companies.

(12)  The 1999 and 1998 EBITDA to interest expense ratios on a pro forma basis
      would have been 2.83x and 2.84x, respectively.

(13)  Combined fixed charges are comprised of interest expense, capitalized
      interest, amortization of loan costs and preferred stock dividend
      requirements. The 1999 and 1998 EBITDA to combined fixed charges ratios on
      a pro forma basis would have been 2.23x and 2.44x, respectively.

(14)  For the purposes of calculating the ratio of earnings to fixed charges,
      "earnings" consist of income from continuing operations before income
      taxes and cumulative effect of changes in accounting principles plus
      "fixed charges" and certain other adjustments. "Fixed charges" consist of
      interest incurred on all indebtedness related to continuing operations
      (including amortization of original issue discount) and the implied
      interest component of the Company's rent obligations in the years
      presented. For 1999, these ratios include the effect of a non-recurring,
      non-cash charge in the amount of approximately $94.5 million relating to
      the November 1999 acquisition of the former external advisor to the
      Company. Excluding the effect of this non-recurring, non-cash charge, the
      ratio of earnings to fixed charges for that period would have been 2.5x
      and the Company's ratio of earnings to fixed charges and preferred stock
      dividends would have been 2.0x.

(15)  As adjusted for one-for-six reverse stock split effected by the Company on
      June 19, 1998.





                                 USE OF PROCEEDS

     The participating securityholders will receive all of the proceeds from
selling the Series A Preferred Stock. See "Participating Securityholders." We
will not receive any of the proceeds.

                          PARTICIPATING SECURITYHOLDERS

     This prospectus relates to the offer and sale for the accounts of the
participating securityholders named below from time to time of an aggregate of
up to 3,300,000 shares of Series A Preferred Stock, par value $0.001 per share.
As described in "Plan of Distribution," shares also may be offered and sold
under this prospectus by certain transferees of the persons named in the table
below, who will be named in an applicable prospectus supplement.



                                                            NUMBER
                                                    OF SHARES OF SERIES A
                                                    PREFERRED STOCK OWNED         PERCENTAGE          SHARES BEING
PARTICIPATING SECURITYHOLDER                        PRIOR TO ANY OFFERING          OF CLASS             OFFERED
----------------------------                      -------------------------  ------------------- ---------------------
                                                                                                
LF Mortgage REIT(1)                                         2,800,000               84.85%               2,800,000
Teachers Insurance and Annuity Association of
     America(2)                                               500,000               15.15%                 500,000


----------
(1)  All of the voting stock of LF Mortgage REIT is held by LF Holding REIT. All
     of the voting stock of LF Holding REIT is held by Lazard Freres Real Estate
     Fund II L.P. (the "Fund"). The general partner of the Fund is Lazard Freres
     Real Estate Investors L.L.C., the managing member of which is Lazard Freres
     & Co. LLC. Each of these entities may be deemed to have "beneficial
     ownership" of the shares held by LF Mortgage REIT, within the meaning of
     Rule 13d-3 under the Securities Exchange Act of 1934. The address of each
     of these entities is 30 Rockefeller Plaza, New York, NY 10020.

                                        9


(2)  The address of Teachers Insurance and Annuity Association of America is 730
     Third Avenue, New York, NY 10017-3206.

     LF Mortgage REIT acquired its shares of Series A Preferred Stock in a
private placement in December 1998. A portion of the purchase price for the
shares was provided by cash from the sale to us by an affiliate of LF Mortgage
REIT of a portfolio of real estate related assets. Teachers Insurance and
Annuity Association of America acquired its shares from LF Mortgage REIT in a
privately negotiated transaction in March 2003. We agreed to register the shares
covered by this prospectus in connection with those transactions. We cannot
assure you that the participating securityholders will sell any of their shares
of Series A Preferred Stock. LF Mortgage REIT has agreed with us not to sell its
shares pursuant to this prospectus without our consent prior to November 30,
2003.

                  CERTAIN RELATIONSHIPS BETWEEN THE COMPANY AND
                        THE PARTICIPATING SECURITYHOLDERS

     Matthew J. Lustig, who is president and a director of LF Mortgage REIT,
currently serves as the designated representative of our Series A Preferred
Stockholders on our Board of Directors. For so long as LF Mortgage REIT and
certain of its affiliates (collectively, the "LF Parties") own at least 50.00%
of the outstanding Series A Preferred Stock, the LF Parties have the right to
designate one person as a nominee to our Board. We have agreed to use our best
efforts to include the LF Parties' designee on the Audit and Compensation
Committees of our Board. Mr. Lustig has agreed to resign from our Board if
requested by LF Mortgage REIT.

                                       10


                   DESCRIPTION OF THE SERIES A PREFERRED STOCK

     Our authorized capital stock consists of 30,000,000 shares of preferred
stock, $0.001 par value, of which 3,300,000 shares are designated 9.50% Series A
Cumulative Redeemable Preferred Stock, $0.001 par value, all of which were
outstanding as of April 30, 2003.

SERIES A PREFERRED STOCK

     DIVIDENDS. Each share of Series A Preferred Stock entitles its holder to
receive dividends out of any assets legally available for dividends, prior to
and in preference to any declaration or payment of any dividend on any
securities junior in dividend rights to the Series A Preferred Stock (other than
dividends payable in the form of those junior securities) and on a parity with
any securities that are designated to be on a parity with the Series A Preferred
Stock. Dividends are payable when and as authorized by the Board of Directors
and declared by us. Dividends on each share of Series A Preferred Stock accrue
at the rate determined as described below on the liquidation value of $50.00 per
share. The dividend on the Series A Preferred Stock is cumulative and is payable
in cash in arrears on April 15, July 15, October 15 and January 15 of each year,
to holders of record on March 31, June 30, September 30 and December 31
respectively, of each year. Dividends accrue whether or not they have been
declared and whether or not there are profits, surplus or other funds legally
available for the payment of dividends. To the extent that any dividend on the
Series A Preferred Stock is not paid on a scheduled payment date, the dividend
accumulates and compounds quarterly from that date at the then applicable
dividend rate until the dividend is paid in full.

     We may not pay any dividends on any junior securities, other than dividends
payable in the form of those junior securities, unless all accrued and unpaid
dividends required to be paid on the Series A Preferred Stock as of the
immediately prior scheduled dividend payment date have been paid in full.
Likewise, we may not redeem, acquire or repurchase any junior securities, except
as required to comply with the ownership transfer restriction provisions in our
charter, unless we are current in our dividend payments on the Series A
Preferred Stock.

     The dividend rate on the Series A Preferred Stock is currently 9.5% per
year. On December 15, 2005, 2006 and 2007, the dividend rate will increase by
0.25% per year. If we fail to pay the full amount of accrued and unpaid
dividends on four consecutive scheduled dividend payment dates, on the day after
the fourth scheduled dividend payment date, the dividend rate will increase by
0.50% per annum. The maximum amount of the increase is 0.50% per annum. The
increase in dividend rate will be effective as of the day after the last
scheduled dividend payment date on which we paid the full required dividend. The
increase in the dividend rate will remain in effect until the close of the
business day on which the delinquent dividends are paid in full.

     The amount of dividends payable for any period shorter or longer than a
full quarterly period shall be computed on the basis of twelve 30-day months and
a 360-day year.

     LIQUIDATION, DISSOLUTION OR WINDING UP; MERGERS, CONSOLIDATIONS AND ASSET
SALES. If we voluntarily or involuntarily liquidate, dissolve or wind up, the
holders of Series A Preferred Stock then outstanding will be entitled to be paid
out of our assets available for distribution to our stockholders after payment
of any liquidation values of any securities senior in liquidation rights to the
Series A Preferred Stock and before any securities junior in liquidation rights
to the Series A Preferred Stock.

     If, upon any such liquidation, dissolution or winding up our remaining
assets available for distribution to our stockholders are insufficient to pay
the holders of Series A Preferred Stock and all other classes or series of stock
ranking equal to it with respect to liquidation the full amount to which they

                                       11


are entitled, the holders of Series A Preferred Stock, together with holders of
the equally preferenced stock, will share ratably (based on their relative
liquidation values) in any distribution of our remaining assets and funds.

     Our voluntary consolidation or merger into another entity, if it results in
the exchange of the Series A Preferred Stock for securities of the other entity,
or the sale of all or substantially all of our assets, is not a liquidation or
dissolution with respect to the Series A Preferred Stock unless:

     1.   The asset sale is in connection with the dissolution or winding up of
          our business;

     2.   We are not the surviving entity and any holders of junior securities
          receive cash (other than in payment for fractional shares), notes,
          debentures, other indebtedness or preferred stock that ranks equal to
          the Series A Preferred Stock in liquidation or dividend preference; or

     3.   We are not the surviving entity and the holders of the Series A
          Preferred Stock do not receive preferred stock of the surviving entity
          that has terms (including liquidation and dividend preference) that
          are no worse than the terms of the Series A Preferred Stock.

     VOTING RIGHTS. Except as otherwise provided below, holders of Series A
Preferred Stock are not entitled to vote.

     We will not alter, amend or repeal the preferences, special rights or other
powers of the Series A Preferred Stock, without the written consent or
affirmative vote of holders of a majority of the then outstanding shares of
Series A Preferred Stock.

     If we fail to pay a full dividend within 30 days after a scheduled dividend
payment date, the holders of Series A Preferred Stock will be entitled to elect
one director to the Board of Directors, increasing the size of the Board of
Directors. If we fail to pay full dividends on any six consecutive dividend
payment dates, the holders of Series A Preferred Stock will be entitled to elect
a second director, increasing the size of the Board of Directors again. Any
directors elected in this manner or their successors will serve until the date
on which all delinquent dividends, including compounded dividends, are paid in
full.

     The majority of the holders of Series A Preferred Stock may elect a
director at a special or annual shareholder meeting or by written consent. After
receiving a written request from the majority of the holders of Series A
Preferred Stock, one of our appropriate officers will call a special meeting of
shareholders at which the election of a director will be conducted. The special
meeting will be held at the earliest permissible date at our main offices or at
another place chosen by the holders of Series A Preferred Stock. If the special
meeting has not been timely held after notice has been given to our officer by
the holders of Series A Preferred Stock, those holders may hold the special
meeting of shareholders at our expense. If the notice is given by hand or by
overnight courier, we will have 15 days after that notice was given to hold the
meeting. If the notice was given by mail, we will have 20 days after the notice
was given to hold the meeting. If we are subject to the proxy solicitation rules
of the Securities Exchange Act of 1934, the 15 and 20 day periods will be
increased to 120 and 125 days respectively. The holders of Series A Preferred
Stock will be given access to our stock record books for the purpose of calling
the meeting.

     At any meeting or at any adjournment of a meeting at which the holders of
the Series A Preferred Stock have the right to elect directors, the presence, in
person or by proxy, of the holders of a majority of the Series A Preferred Stock
is required to constitute a quorum for the election or removal of any director

                                       12


by those holders. The affirmative vote of the holders of a majority of the
Series A Preferred Stock represented in person or proxy at that meeting is
required to elect or remove any of those directors.

     OPTIONAL REPURCHASE. From and after December 31, 2003, we will have the
right to repurchase and redeem all or any part of the Series A Preferred Stock
outstanding for a price per share equal to the liquidation value of the shares
to be repurchased plus all unpaid dividends that have been declared, accumulated
or accrued, including any compounded dividends to the date of the repurchase.
After we have repurchased 74% of the total number of shares of Series A
Preferred Stock issued originally, we must repurchase all remaining outstanding
shares of Series A Preferred Stock if any are repurchased. Any repurchase of
Series A Preferred Stock must be made pro rata among all holders of Series A
Preferred Stock and must be for at least $10 million in liquidation value or the
liquidation value of the remaining Series A Preferred Stock then outstanding
(whichever is less).

     All holders of record of Series A Preferred Stock will be given written
notice of the repurchase and the date and place for the repurchase not less than
30 days nor more than 60 days prior to the date scheduled for the repurchase. We
have the right to revoke the notice of the repurchase at any time prior to the
designated date for the repurchase. On or before that date, each holder of
Series A Preferred Stock will surrender that holder's certificates representing
the Series A Preferred Stock to us at the place designated in the notice, and on
the later of the date for the repurchase and the date the certificates are
surrendered, will receive the payment to which it is entitled.

     On the date scheduled for the repurchase, provided that we have deposited
the funds necessary to effect the repurchase, all rights with respect to the
Series A Preferred Stock, including the right to receive notices and vote (if
those rights exist at the time), will terminate, except for the right of the
holders to receive the repurchase price.

     OPTIONAL REDEMPTION BY THE HOLDERS OF SERIES A PREFERRED STOCK. In the
event of a "change of control," (as described below), and upon the election by
holders of a majority of the then outstanding Series A Preferred Stock, each
holder of Series A Preferred Stock has the right to have us redeem all, but not
less than all, of the Series A Preferred Stock held by the holder on the date of
the change of control for a price per share equal to the liquidation value of
the stock plus all unpaid dividends that have been declared, accumulated or
accrued, including any compounded dividends, to the date scheduled for the
redemption.

     If a change of control has occurred, we must give prompt written notice of
the change of control, describing in reasonable detail its definitive terms and
date of consummation, to each holder of Series A Preferred Stock no later than
five business days after the date of the change of control. The notice must also
specify a date on which the redemption is to occur, which must be no earlier
than 30 days after the notice is mailed or the date the change of control is to
be completed (whichever is later). After receiving the notice, the holders of
the Series A Preferred Stock have 20 days to elect by written notice to us to
have us redeem the stock. If we do not receive from the holders of at least a
majority the Series A Preferred Stock outstanding notice of their election to
require redemption within the 20 day period, no Series A Preferred Stock will be
repurchased by us, and the holders of the Series A Preferred Stock will no
longer have the right to require redemption of their stock because of the change
of control of which they were notified.

     If a majority of holders of the Series A Preferred Stock elect to require
us to redeem their stock, all shares of Series A Preferred Stock will be
redeemed for cash upon the surrender of certificates representing that stock. On
the date scheduled for the redemption, provided that we have deposited funds
sufficient to make the redemption, all rights with respect to the Series A
Preferred Stock except for the right to receive the redemption payment will
cease, including the rights to receive notices and vote (if

                                       13


those rights exist at the time). If a proposed change of control is not
completed, all elections to require redemption of the Series A Preferred Stock
in connection with the change of control will automatically be rescinded.

     A "change of control" means the occurrence of one or more of the following
events that is not approved by our Board of Directors prior to the occurrence of
the event:

     1.   Any "person" or "group" (as defined in the Securities Exchange Act of
          1934), other than SOFI-IV SMT Holdings, L.L.C. and its affiliates
          (and their direct or indirect general partners and affiliates) obtains
          beneficial ownership of a majority of the shares eligible to vote on
          matters generally to be voted upon by our shareholders; provided that
          if, after the event has occurred, the current controlling shareholders
          or their affiliates will retain the power to elect or designate for
          election a majority of our Board of Directors, a change of control
          will not be deemed to have occurred.

     2.   Any sale, lease, exchange or other transfer, in one transaction or a
          series of related transactions, of all or substantially all of our
          assets to any person or group other than the entities named above.

     OTHER PROVISION. The Series A Preferred Stock is subject to the provisions
of our charter, including the restrictions on ownership and transfer of shares
of our stock. Generally, to maintain our qualification as a REIT under the
Internal Revenue Code, not more than 50% in value of our outstanding shares of
stock may be owned, directly or indirectly, by five or fewer individuals at any
time during the last half of our taxable year. The Internal Revenue Code defines
"individuals" for purposes of the requirement described in the preceding
sentence to include some types of entities. Under our charter, no person may own
more than 9.8% of the outstanding shares of stock, with some exceptions.

TRANSFER AGENT AND REGISTRAR

     The transfer agent and registrar for our preferred stock is Equiserve Trust
Company, N.A.

                                       14


                    MATERIAL FEDERAL INCOME TAX CONSEQUENCES

     THE FOLLOWING IS A SUMMARY OF THE FEDERAL INCOME TAX CONSEQUENCES
ANTICIPATED TO BE MATERIAL TO AN INVESTOR IN iSTAR FINANCIAL. THIS SUMMARY IS
BASED ON CURRENT LAW. YOUR TAX CONSEQUENCES RELATED TO AN INVESTMENT IN iSTAR
FINANCIAL MAY VARY DEPENDING ON YOUR PARTICULAR SITUATION AND THIS DISCUSSION
DOES NOT PURPORT TO DISCUSS ALL ASPECTS OF TAXATION THAT MAY BE RELEVANT TO A
HOLDER OF OUR SECURITIES IN LIGHT OF HIS OR HER PERSONAL INVESTMENT OR TAX
CIRCUMSTANCES, OR TO HOLDERS OF OUR SECURITIES SUBJECT TO SPECIAL TREATMENT
UNDER THE FEDERAL INCOME TAX LAWS, EXCEPT TO THE EXTENT DISCUSSED UNDER THE
HEADINGS "--TAXATION OF TAX-EXEMPT STOCKHOLDERS" AND "--TAXATION OF NON-U.S.
STOCKHOLDERS." INVESTORS SUBJECT TO SPECIAL TREATMENT INCLUDE, WITHOUT
LIMITATION, INSURANCE COMPANIES, FINANCIAL INSTITUTIONS, BROKER-DEALERS,
TAX-EXEMPT ORGANIZATIONS, INVESTORS HOLDING SECURITIES AS PART OF A CONVERSION
TRANSACTION, OR A HEDGE OR HEDGING TRANSACTION OR AS A POSITION IN A STRADDLE
FOR TAX PURPOSES, FOREIGN CORPORATIONS OR PARTNERSHIPS, AND PERSONS WHO ARE NOT
CITIZENS OR RESIDENTS OF THE UNITED STATES. IN ADDITION, THE SUMMARY BELOW DOES
NOT CONSIDER THE EFFECT OF ANY FOREIGN, STATE, LOCAL OR OTHER TAX LAWS THAT MAY
BE APPLICABLE TO YOU AS A HOLDER OF OUR SECURITIES.

     The information in this summary is based on the Internal Revenue Code of
1986, as amended, current, temporary and proposed Treasury regulations
promulgated under the Internal Revenue Code, the legislative history of the
Internal Revenue Code, current administrative interpretations and practices of
the Internal Revenue Service, and court decisions, all as of the date of this
prospectus. The administrative interpretations and practices of the Internal
Revenue Service upon which this summary is based include its practices and
policies as expressed in private letter rulings which are not binding on the
Internal Revenue Service, except with respect to the taxpayers who requested and
received such rulings. Future legislation, Treasury regulations, administrative
interpretations and practices, and court decisions may affect the tax
consequences contained in this summary, possibly on a retroactive basis. We have
not requested, and do not plan to request, any rulings from the Internal Revenue
Service concerning our tax treatment or the tax consequences contained in this
summary, and the statements in this prospectus are not binding on the Internal
Revenue Service or a court. Thus, we can provide no assurance that the tax
consequences contained in this summary will not be challenged by the Internal
Revenue Service or sustained by a court if challenged by the Internal Revenue
Service.

     YOU ARE URGED TO CONSULT YOUR TAX ADVISOR REGARDING THE SPECIFIC TAX
CONSEQUENCES TO YOU OF: (1) THE ACQUISITION, OWNERSHIP AND SALE OR OTHER
DISPOSITION OF OUR SECURITIES, INCLUDING THE FEDERAL, STATE, LOCAL, FOREIGN AND
OTHER TAX CONSEQUENCES; (2) OUR ELECTION TO BE TAXED AS A REAL ESTATE INVESTMENT
TRUST FOR FEDERAL INCOME TAX PURPOSES; AND (3) POTENTIAL CHANGES IN APPLICABLE
TAX LAWS.

TAXATION OF iSTAR FINANCIAL--GENERAL

     We have elected to be taxed as a REIT under Sections 856 through 860 of
the Internal Revenue Code, commencing with our taxable year ended December
31, 1998. We believe that we have been organized and have operated in a
manner which allows us to qualify for taxation as a REIT under the Internal
Revenue Code and we intend to continue to be organized and operate in this
manner. Our qualification and taxation as a REIT, however, depend upon our
ability to meet, through actual annual operating results,

                                       15


asset requirements, distribution levels, diversity of stock ownership, and the
various other qualification tests imposed under the Internal Revenue Code.
Accordingly, there can be no assurance that we have operated or will continue to
operate in a manner so as to qualify or remain qualified as a REIT. See
"--Failure to Qualify."

     In the opinion of Clifford Chance US LLP, commencing with our taxable
year ended December 31, 1998, iStar Financial was organized and has operated
in conformity with the requirements for qualification as a REIT, and its
present and proposed method of operation, as represented by iStar Financial,
will enable it to meet the requirements for qualification as a REIT under the
Code. It must be emphasized that this opinion is based and conditioned upon
certain assumptions and representations made by us as to factual matters
(including our representations concerning our business and properties as set
forth in this prospectus and one or more factual certificates provided by our
officers). The opinion is expressed as of its date and Clifford Chance US LLP
has no obligation to advise of any subsequent change in the matters stated,
represented or assumed or any subsequent change in the applicable law.
Moreover, such qualification and taxation as a REIT depends upon our ability
to meet, through actual annual operating results, distribution levels and
diversity of stock ownership, the various qualification tests imposed under
the Code as discussed below, the results of which will not be reviewed by
Clifford Chance US LLP. Accordingly, no assurance can be given that the
actual results of our operation for any one taxable year will satisfy such
requirements. See "--Failure to Qualify." An opinion of counsel is not
binding on the Internal Revenue Service, and no assurance can be given that
the Internal Revenue Service will not challenge our eligibility for taxation
as a REIT.

     The sections of the Internal Revenue Code that relate to the qualification
and taxation of REITs are highly technical and complex. The following describes
the material aspects of the sections of the Internal Revenue Code that govern
the federal income tax treatment of a REIT and its stockholders. This summary is
qualified in its entirety by the applicable Internal Revenue Code provisions,
rules and regulations promulgated under the Internal Revenue Code, and
administrative and judicial interpretations of the Internal Revenue Code.

     Provided we qualify for taxation as a REIT, we generally will not be
subject to federal corporate income tax on our net income that is currently
distributed to our stockholders. This treatment substantially eliminates the
"double taxation" that generally results from an investment in a corporation.
Double taxation means taxation once at the corporate level when income is earned
and once again at the stockholder level when such income is distributed. Even if
we qualify for taxation as a REIT, however, we will be subject to federal income
taxation as follows:

     -    We will be required to pay tax at regular corporate rates on any
          undistributed REIT taxable income, including undistributed net capital
          gains.

     -    We may be subject to the "alternative minimum tax" on items of tax
          preference, if any.

     -    If we have: (1) net income from the sale or other disposition of
          "foreclosure property" which is held primarily for sale to customers
          in the ordinary course of business; or (2) other nonqualifying income
          from foreclosure property, we will be required to pay tax at the
          highest corporate rate on this income. In general, foreclosure
          property is property acquired through foreclosure after a default on a
          loan secured by the property or on a lease of the property.

     -    We will be required to pay a 100% tax on any net income from
          prohibited transactions. In general, prohibited transactions are sales
          or other taxable dispositions of property, other than foreclosure
          property, held for sale to customers in the ordinary course of
          business.

                                       16


     -    If we fail to satisfy the 75% or 95% gross income tests, as described
          below, but have maintained our qualification as a REIT, we will be
          required to pay a 100% tax on an amount equal to: (1) the gross income
          attributable to the greater of the amount by which we fail the 75% or
          95% gross income test; multiplied by (2) a fraction intended to
          reflect our profitability.

     -    We will be required to pay a 4% excise tax on the amount by which our
          annual distributions to our stockholders is less than the sum of: (1)
          85% of our ordinary income for the year; (2) 95% of our real estate
          investment trust capital gain net income for the year; and (3) any
          undistributed taxable income from prior periods.

     -    If we acquire an asset from a corporation which is or has been a
          C corporation in a transaction in which the basis of the asset in our
          hands is determined by reference to the basis of the asset in the
          hands of the C corporation, and we subsequently recognize gain on the
          disposition of the asset within the ten-year period beginning on the
          date on which we acquired the asset, then we would be required to pay
          tax at the highest regular corporate tax rate on this gain to the
          extent: (1) the fair market value of the asset; over (2) our
          adjusted tax basis in the asset, in each case, determined as of the
          date on which we acquired the asset. The results described in this
          paragraph assume that we will refrain from making an election under
          Treasury regulation Section 1.337(d).7T, so we will be treated in
          this manner on our tax return for the year in which we acquire an
          asset from a C Corporation.

     -    We will generally be subject to tax on the portion of any "excess
          inclusion" income derived from an investment in residual interests in
          real estate mortgage investment conduits to the extent our stock is
          held by specified tax exempt organizations not subject to tax on
          unrelated business taxable income.

     -    We will be subject to a 100% tax on any "redetermined rents,"
          "redetermined deductions" or "excess interest". In general,
          redetermined rents are rents from real property that are overstated
          as a result of services furnished by a "taxable REIT subsidiary" of
          our company to any of our tenants. See "REIT Subsidiaries."
          Redetermined deductions and excess interest represent amounts that
          are deducted by our taxable REIT subsidiary for amounts paid to us
          that are in excess of the amounts that would have been deducted
          based on arm's length negotiations.


REQUIREMENTS FOR QUALIFICATION AS A REAL ESTATE INVESTMENT TRUST

GENERAL

     The Internal Revenue Code defines a REIT as a corporation, trust or
association:

     (1)  that is managed by one or more trustees or directors;

     (2)  that issues transferable shares or transferable certificates to its
          owners;

     (3)  that would be taxable as a regular corporation, but for its election
          to be taxed as a REIT;

     (4)  that is not a financial institution or an insurance company under the
          Internal Revenue Code;

     (5)  that is owned by 100 or more persons;

     (6)  not more than 50% in value of the outstanding stock of which is owned,
          actually or constructively, by five or fewer individuals, as defined
          in the Internal Revenue Code to include some entities, during the last
          half of each year; and

     (7)  that meets other tests, described below, regarding the nature of its
          income and assets, and the amount of its distributions.

     The Internal Revenue Code provides that conditions (1) to (4) must be met
during the entire year and that condition (5) must be met during at least 335
days of a year of twelve months, or during a proportionate part of a shorter
taxable year. Conditions (5) and (6) do not apply to the first taxable year

                                       17


for which an election is made to be taxed as a REIT. For purposes of condition
(6), tax-exempt entities are generally treated as individuals, subject to a
"look-through" exception for pension funds.

     Our Charter provides for restrictions regarding ownership and transfer of
our stock. These restrictions are intended to assist us in satisfying the share
ownership requirements described in (5) and (6) above. These restrictions,
however, may not ensure that we will, in all cases, be able to satisfy the share
ownership requirements described in (5) and (6) above. If we fail to satisfy
these share ownership requirements, our status as a REIT would terminate. If,
however, we comply with the rules contained in applicable Treasury regulations
that require us to determine the actual ownership of our shares and we do not
know, or would not have known through the exercise of reasonable diligence, that
we failed to meet the requirement described in condition (6) above, we would not
be disqualified as a REIT.

     In addition, a corporation may not qualify as a REIT unless its taxable
year is the calendar year. We have and will continue to have a calendar taxable
year.

OWNERSHIP OF A PARTNERSHIP INTEREST

     The Treasury regulations provide that if we are a partner in a partnership,
we will be deemed to own our proportionate share of the assets of the
partnership, and we will be deemed to be entitled to our proportionate share of
the gross income of the partnership. The character of the assets and gross
income of the partnership generally retains the same character in our hands for
purposes of satisfying the gross income and asset tests described below.

QUALIFIED REIT SUBSIDIARIES

     A "qualified REIT subsidiary" is a corporation, all of the stock of which
is owned by a REIT. Under the Internal Revenue Code, a qualified REIT subsidiary
is not treated as a separate corporation from the REIT. Rather, all of the
assets, liabilities, and items of income, deduction, and credit of the qualified
REIT subsidiary are treated as the assets, liabilities, and items of income,
deduction, and credit of the REIT for purposes of the REIT income and asset
tests described below.

INCOME TESTS

     We must meet two annual gross income requirements to qualify as a REIT.
First, each year we must derive, directly or indirectly, at least 75% of our
gross income, excluding gross income from prohibited transactions, from
investments relating to real property or mortgages on real property, including
"rents from real property" and mortgage interest, or from specified temporary
investments. Second, each year we must derive at least 95% of our gross income,
excluding gross income from prohibited transactions, from investments meeting
the 75% test described above, or from dividends, interest and gain from the sale
or disposition of stock or securities. For these purposes, the term "interest"
generally does not include any interest of which the amount received depends on
the income or profits of any person. An amount will generally not be excluded
from the term "interest," however, if such amount is based on a fixed percentage
of gross receipts or sales.

     Any amount includable in gross income by us with respect to a regular or
residual interest in a real estate mortgage investment conduit is generally
treated as interest on an obligation secured by a mortgage on real property for
purposes of the 75% gross income test. If, however, less than 95% of the assets
of a real estate mortgage investment conduit consist of real estate assets, we
will be treated as receiving directly our proportionate share of the income of
the real estate mortgage investment conduit, which would generally include
non-qualifying income for purposes of the 75% gross income test. In addition, if
we receive interest income with respect to a mortgage loan that is secured by
both real

                                       18


property and other property and the principal amount of the loan exceeds the
fair market value of the real property on the date we made the mortgage loan,
interest income on the loan will be apportioned between the real property and
the other property, which apportionment would cause us to recognize income that
is not qualifying income for purposes of the 75% gross income test.

     We may make loans that have shared appreciation provisions. To the extent
interest on a loan is based on the cash proceeds from the sale or value of
property, income attributable to such provision would be treated as gain from
the sale of the secured property, which generally should qualify for purposes of
the 75% and 95% gross income tests.

     We may employ, to the extent consistent with the REIT provisions of the
Code, forms of securitization of our assets under which a "sale" of an interest
in a mortgage loan occurs, and a resulting gain or loss is recorded on our
balance sheet for accounting purposes at the time of sale. In a "sale"
securitization, only the net retained interest in the securitized mortgage loans
would remain on our balance sheet. We may elect to conduct certain of our
securitization activities, including such sales, through one or more taxable
subsidiaries, or through qualified REIT subsidiaries, formed for such purpose.
To the extent consistent with the REIT provisions of the Code, such entities
could elect to be taxed as real estate mortgage investment conduits or financial
asset securitization investment trusts.

     Lease income we receive will qualify as "rents from real property" only if
the following conditions are met:

     -    The amount of lease income may not be based in whole or in part on the
          income or profits of any person. "Rents from real property" may,
          however, include lease income based on a fixed percentage of receipts
          or sales.

     -    Lease income received from a tenant will not qualify as
          "rents from real property" if iStar Financial, or an actual or
          constructive owner of 10% or more of iStar Financial, actually or
          constructively owns 10% or more of such tenant.

     -    Lease income attributable to personal property leased in connection
          with a lease of real property is less than 15% of the total lease
          income received under the lease.

     -    We generally may not render services to tenants of the
          property, other than through an independent contractor from whom we
          derive no revenue. We may, however, provide services that are
          "usually or customarily rendered" in connection with the rental of
          space for occupancy only and are not otherwise considered "rendered
          to the occupant" of the property. In addition, we may provide a de
          minimis amount of non-customary services. Finally, we may provide
          certain non-customary services to corporate tenants through a
          "taxable REIT subsidiary."

     If we fail to satisfy one or both of the 75% or 95% gross income tests for
any year, we may still qualify as a REIT if we are entitled to relief under the
Internal Revenue Code. Generally, we may be entitled to relief if:

     -    our failure to meet the gross income tests was due to reasonable cause
          and not due to willful neglect;

                                       19


     -    we attach a schedule of the sources of our income to our federal
          income tax return; and

     -    any incorrect information on the schedule was not due to fraud with
          the intent to evade tax.

     It is not possible to state whether in all circumstances we would be
entitled to rely on these relief provisions. If these relief provisions do not
apply to a particular set of circumstances, we would not qualify as a REIT. As
discussed above in "--Taxation of iStar Financial--General," even if these
relief provisions apply, and we retain our status as a REIT, a tax would be
imposed with respect to our income that does not meet the gross income tests. We
may not always be able to maintain compliance with the gross income tests for
REIT qualification despite periodically monitoring our income.

FORECLOSURE PROPERTY

     Net income realized by us from foreclosure property would generally be
subject to tax at the maximum federal corporate tax rate (currently 35%).
Foreclosure property means real property and related personal property that: (1)
is acquired by us through foreclosure following a default on a lease of such
property or a default on indebtedness owed to us that is secured by the
property; and (2) for which we make an election to treat the property as
foreclosure property.

PROHIBITED TRANSACTION INCOME

     Any gain realized by us on the sale of any property, other than
foreclosure property, held as inventory or otherwise held primarily for sale
to customers in the ordinary course of business will be prohibited
transaction income, and subject to a 100% penalty tax. Prohibited transaction
income may also adversely affect our ability to satisfy the gross income
tests for qualification as a REIT. Whether property is held as inventory or
primarily for sale to customers in the ordinary course of a trade or business
depends on all the facts and circumstances surrounding the particular
transaction. While the Internal Revenue Code provides standards which, if
met, would not result in prohibited transaction income, we may not be able to
meet these standards in all circumstances.

HEDGING TRANSACTIONS

     We may enter into hedging transactions with respect to one or more of our
assets or liabilities. Our hedging transactions could take a variety of forms,
including interest rate swaps or cap agreements, options, futures contracts,
forward rate agreements, or similar financial instruments. To the extent that we
enter into hedging transactions to reduce our interest rate risk on indebtedness
incurred to acquire or carry real estate assets, any income, or gain from the
disposition of hedging transactions should be qualifying income for purposes of
the 95% gross income test, but not the 75% gross income test.

ASSET TESTS

     At the close of each quarter of each year, we also must satisfy four
tests relating to the nature and diversification of our assets. First, at least
75% of the value of our total assets must be real estate assets, cash, cash
items and government securities. For purposes of this test, real estate
assets include real estate mortgages, real property, interests in other REITs
and stock or debt instruments held for one year or less that are purchased
with the proceeds of a stock offering or a long-term public debt offering.
Second, not more than 25% of our total assets may be represented by
securities, other than those securities includable in the 75% asset class.
Third, of the investments included in the 25% asset class and, except for
investments in REITs, qualified REIT subsidiaries and taxable REIT
subsidiaries, the value of any one issuer's securities that we hold may not
exceed 5% of the value of our total

                                       20


assets, and we may not own more than 10% of the total vote or value of the
outstanding securities of any one issuer except in the case of the 10% value
test, certain "straight debt" securities). Fourth, not more than 20% of the
value of our total assets may be represented by securities in one or more
taxable REIT subsidiaries.

     We expect that any real property and temporary investments that we acquire
will generally be qualifying assets for purposes of the 75% asset test, except
to the extent that less than 95% of the assets of a real estate mortgage
investment conduit in which we own an interest consists of "real estate assets."
Mortgage loans will generally be qualifying assets for purposes of the 75% asset
test to the extent that the principal balance of each mortgage loan does not
exceed the value of the associated real property.

     The asset tests must be satisfied not only on the last day of the
calendar quarter in which we acquire securities in the applicable issuer, but
also on the last day of the calendar quarter in which we increase our
ownership of securities of such issuer. After initially meeting the asset
tests at the close of any quarter, we will not lose our status as a REIT for
failure to satisfy the asset tests at the end of a later quarter solely by
reason of changes in asset values. If we fail to satisfy an asset test
because we acquire securities or other property during a quarter, we can cure
this failure by disposing of sufficient non-qualifying assets within 30 days
after the close of the quarter. Although we plan to take steps to ensure that
we satisfy such tests for any quarter with respect to which testing is to
occur, there can be no assurance that such steps will always be successful.
If we fail to timely cure any noncompliance with the asset tests, we would
cease to qualify as a REIT.

ANNUAL DISTRIBUTION REQUIREMENTS

     To qualify as a REIT, we are required to distribute dividends, other
than capital gain dividends, to our stockholders in an amount at least equal
to the sum of: (1) 90% of our "REIT taxable income"; and (2) 90% of our after
tax net income, if any, from foreclosure property; minus (3) the excess of
the sum of certain items of non-cash income over 5% of our "REIT taxable
income". In general,"REIT taxable income" means taxable ordinary income
without regard to the dividends paid deduction.

     We are required to distribute income in the taxable year in which it is
earned, or in the following taxable year before we timely file our tax return
if such dividend distributions are declared and paid on or before our first
regular dividend payment following such declaration. Except as provided in
"--Taxation of Taxable U.S. Stockholders" below, these distributions are
taxable to holders of common stock in the year in which paid, even though
these distributions relate to our prior year for purposes of our 90%
distribution requirement. To the extent that we do not distribute all of our
net capital gain or distribute at least 90%, but less than 100% of our "REIT
taxable income," we will be subject to tax at regular corporate tax rates.

     From time to time we may not have sufficient cash or other liquid assets to
meet the above distribution requirements due to timing differences between the
actual receipt of cash and payment of expenses, and the inclusion of income and
deduction of expenses in arriving at our taxable income. If these timing
differences occur, in order to meet the REIT distribution requirements, we may
need to arrange for short-term, or possibly long-term, borrowings, or to pay
dividends in the form of taxable stock dividends.

     Under certain circumstances, we may be able to rectify a failure to meet a
distribution requirement for a year by paying "deficiency dividends" to our
stockholders in a later year, which may be included in our deduction for
dividends paid for the earlier year. Thus, we may be able to avoid being subject
to tax on amounts distributed as deficiency dividends. We will be required,
however, to pay interest based upon the amount of any deduction claimed for
deficiency dividends. In addition, we will be subject to a 4% excise tax on the
excess of the required distribution over the amounts actually distributed if we
should fail to distribute each year at least the sum of 85% of our ordinary
income for the year, 90% of our capital gain income for the year, and any
undistributed taxable income from prior periods.

                                       21


RECORDKEEPING REQUIREMENTS

     We are required to maintain records and request on an annual basis
information from specified stockholders. This requirement is designed to
disclose the actual ownership of our outstanding stock.

FAILURE TO QUALIFY

     If we fail to qualify for taxation as a REIT in any taxable year, and the
relief provisions of the Internal Revenue Code described above do not apply, we
will be subject to tax, including any applicable alternative minimum tax, and
possibly increased state and local taxes, on our taxable income at regular
corporate rates. Such taxation would reduce the cash available for distribution
by us to our stockholders. Distributions to our stockholders in any year in
which we fail to qualify as a REIT will not be deductible by us and we will not
be required to distribute any amounts to our stockholders. If we fail to qualify
as a REIT, distributions to our stockholders will be subject to tax as ordinary
income to the extent of our current and accumulated earnings and profits and,
subject to certain limitations of the Internal Revenue Code, corporate
stockholders may be eligible for the dividends received deduction. Unless
entitled to relief under specific statutory provisions, we would also be
disqualified from taxation as a REIT for the four taxable years following the
year during which we lost our qualification. It is not possible to state whether
in all circumstances we would be entitled to statutory relief.

TAXATION OF TAXABLE U.S. STOCKHOLDERS

     When we use the term "U.S. stockholder," we mean a holder of shares of our
stock who is, for United States federal income tax purposes:

     -    a citizen or resident of the United States;

     -    a corporation, partnership, or other entity created or organized in or
          under the laws of the United States or of any state thereof or in the
          District of Columbia, unless Treasury regulations provide otherwise;

     -    an estate the income of which is subject to United States federal
          income taxation regardless of its source; or

     -    a trust whose administration is subject to the primary supervision of
          a United States court and which has one or more United States persons
          who have the authority to control all substantial decisions of the
          trust.

DISTRIBUTIONS GENERALLY

     Distributions out of our current or accumulated earnings and profits,
other than capital gain dividends will generally be taxable to our U.S.
stockholders as ordinary income. For this purpose, our earnings and profits
will be allocated first to our outstanding preferred shares, and then to our
outstanding common shares. Provided we qualify as a REIT, our dividends will
not be eligible for the dividends received deduction generally available to
U.S. stockholders that are corporations.

     Under recently enacted legislation, certain dividends paid by us out of
our current or accumulated earnings and profits may be taxable at the lower
capital gains tax rates. See discussion below in "--Recent Legislation."

     To the extent that we make distributions in excess of our current and
accumulated earnings and profits, these distributions will be treated as a
tax-free return of capital to each U.S. stockholder, and will reduce the
adjusted tax basis which each U.S. stockholder has in its shares of stock by the
amount of the distribution, but not below zero. Return of capital distributions
in excess of a U.S. stockholder's adjusted tax basis in its shares will be
taxable as capital gain, provided that the shares have been held as capital
assets, and will be taxable as long-term capital gain if the shares have been
held for more than one year.

                                       22


Dividends we declare in October, November, or December of any year and pay to a
stockholder of record on a specified date in any of those months will be treated
as both paid by us and received by the stockholder on December 31 of that year,
provided we pay the dividend in January of the following year. Stockholders may
not include in their own income tax returns any of our net operating losses or
capital losses.

CAPITAL GAIN DISTRIBUTIONS

     Distributions designated as net capital gain dividends will be taxable to
our U.S. stockholders as capital gain income. Such capital gain income will be
taxable to non-corporate U.S. stockholders at a maximum rate of 15% or 25% based
on the characteristics of the asset we sold that produced the gain. U.S.
stockholders that are corporations may be required to treat up to 20% of certain
capital gain dividends as ordinary income.

RETENTION OF NET CAPITAL GAINS

     We may elect to retain, rather than distribute as a capital gain dividend,
our net capital gains. If we make this election, we would pay tax on such
retained capital gains. In such a case, our stockholders would generally:

     -    include their proportionate share of our undistributed net capital
          gains in their taxable income;

     -    receive a credit for their proportionate share of the tax paid by us;
          and

     -    increase the adjusted basis of their stock by the difference between
          the amount of their capital gain and their share of the tax paid by
          us.

PASSIVE ACTIVITY LOSSES AND INVESTMENT INTEREST LIMITATIONS

     Distributions we make and gain arising from the sale or exchange by a U.S.
stockholder of our shares will not be treated as passive activity income. As a
result, U.S. stockholders will not be able to apply any "passive losses" against
income or gain relating to our stock. Distributions we make, to the extent they
do not constitute a return of capital, generally will be treated as investment
income for purposes of computing the investment interest limitation.

DISPOSITIONS OF STOCK

     If you are a U.S. stockholder and you sell or dispose of your shares of
stock, you will recognize gain or loss for federal income tax purposes in an
amount equal to the difference between the amount of cash and the fair market
value of any property you receive on the sale or other disposition and your
adjusted tax basis in the shares of stock. This gain or loss will be capital
gain or loss if you have held the stock as a capital asset, and will be
long-term capital gain or loss if you have held the stock for more than one
year. In general, if you are a U.S. stockholder and you recognize loss upon the
sale or other disposition of stock that you have held for six months or less,
the loss you recognize will be treated as a long-term capital loss to the extent
you received distributions from us which were required to be treated as
long-term capital gains.

                                       23


BACKUP WITHHOLDING

     We report to our U.S. stockholders and the Internal Revenue Service the
amount of dividends paid during each calendar year, and the amount of any tax
withheld. Under the backup withholding rules, a stockholder may be subject to
backup withholding with respect to dividends paid unless the holder is a
corporation or comes within other exempt categories and, when required,
demonstrates this fact, or provides a taxpayer identification number or social
security number, certifies as to no loss of exemption from backup withholding,
and otherwise complies with applicable requirements of the backup withholding
rules. A U.S. stockholder that does not provide us with his correct taxpayer
identification number or social security number may also be subject to penalties
imposed by the Internal Revenue Service. Backup withholding is not an additional
tax. Any amount paid as backup withholding will be creditable against the
stockholder's income tax liability. In addition, we may be required to withhold
a portion of capital gain distributions to any stockholders who fail to certify
their non-foreign status.

TAXATION OF TAX-EXEMPT STOCKHOLDERS

     The Internal Revenue Service has ruled that amounts distributed as
dividends by a REIT do not constitute unrelated business taxable income when
received by a tax-exempt entity, provided that the shares of the REIT are not
otherwise used in an unrelated trade or business. Based on that ruling,
provided that a tax-exempt stockholder has not held its shares as "debt
financed property" within the meaning of the Internal Revenue Code and the
shares are not otherwise used in a unrelated trade or business, dividend
income on our stock and income from the sale of our stock should not be
unrelated business taxable income to a tax-exempt stockholder. Generally,
debt financed property is property, the acquisition or holding of which was
financed through a borrowing by the tax-exempt stockholder.

     For tax-exempt stockholders which are social clubs, voluntary employee
benefit associations, supplemental unemployment benefit trusts, and qualified
group legal services plans exempt from federal income taxation under Sections
501(c)(7), (c)(9), (c)(17) and (c)(20) of the Internal Revenue Code,
respectively, income from an investment in our shares will constitute unrelated
business taxable income unless the organization is able to claim properly a
deduction for amounts set aside or placed in reserve for certain purposes so as
to offset the income generated by its investment in our shares. These
prospective investors should consult their tax advisors concerning these "set
aside" and reserve requirements.

     Notwithstanding the above, however, a portion of the dividends paid by a
"pension-held REIT" may be treated as unrelated business taxable income as to
any pension trust which:

     -    is described in Section 401(a) of the Internal Revenue Code;

     -    is tax-exempt under Section 501(a) of the Internal Revenue Code; and

     -    holds more than 10%, by value, of the interests in the REIT.

     Tax-exempt pension funds that are described in Section 401(a) of the
Internal Revenue Code are referred to below as "qualified trusts."

     A REIT is a "pension held REIT" if:

     -    it would not have qualified as a REIT but for the fact that Section
          856(h)(3) of the Internal Revenue Code provides that stock owned by a
          qualified trust is treated, for purposes of the 5/50 rule, as owned by
          the beneficiaries of the trust, rather than by the trust itself; and

                                       24


     -    either at least one qualified trust holds more than 25%, by value, of
          the interests in the REIT, or one or more qualified trusts, each of
          which owns more than 10%, by value, of the interests in the REIT,
          holds in the aggregate more than 50%, by value, of the interests in
          the REIT.

     The percentage of any REIT dividend treated as unrelated business taxable
income is equal to the ratio of:

     -    the unrelated business taxable income earned by the REIT, treating the
          REIT as if it were a qualified trust and therefore subject to tax on
          unrelated business taxable income, to

     -    the total gross income of the REIT.

     A DE MINIMIS exception applies where the percentage is less than 5% for any
year. As a result of the limitations on the transfer and ownership of stock
contained in our Charter, we do not expect to be classified as a "pension-held
REIT."

EXCESS INCLUSION INCOME:

     A portion of our net income attributable to assets financed through our
STARs(SM) program (and, therefore, a portion of the dividends payable by us) may
be treated as Excess Inclusion income from a REMIC residual interest, which may
constitute unrelated business taxable income to a tax-exempt stockholder. These
amounts have historically been immaterial and we expect that they will be
immaterial in the future. Prospective stockholders should consult their own tax
advisors regarding the federal income tax consequences to them of incurring
Excess Inclusion income.

TAXATION OF NON-U.S. STOCKHOLDERS

     The rules governing federal income taxation of nonresident alien
individuals, foreign corporations, foreign partnerships, and other foreign
stockholders (collectively, "Non-U.S. stockholders") are complex and no attempt
will be made herein to provide more than a summary of such rules.

     PROSPECTIVE NON-U.S. STOCKHOLDERS SHOULD CONSULT THEIR TAX ADVISORS TO
DETERMINE THE IMPACT OF FOREIGN, FEDERAL, STATE, AND LOCAL INCOME TAX LAWS WITH
REGARD TO AN INVESTMENT IN OUR SECURITIES AND OF OUR ELECTION TO BE TAXED AS A
REAL ESTATE INVESTMENT TRUST INCLUDING ANY REPORTING REQUIREMENTS.

     Distributions to Non-U.S. stockholders that are not attributable to gain
from sales or exchanges by us of U.S. real property interests and are not
designated by us as capital gain dividends or retained capital gains will be
treated as dividends of ordinary income to the extent that they are made out of
our current or accumulated earnings and profits. Such distributions will
generally be subject to a withholding tax equal to 30% of the distribution
unless an applicable tax treaty reduces or eliminates that tax. However, if
income from an investment in our stock is treated as effectively connected with
the Non-U.S. stockholder's conduct of a U.S. trade or business, the Non-U.S.
stockholder generally will be subject to federal income tax at graduated rates,
in the same manner as U.S. stockholders are taxed with respect to such
distributions (and also may be subject to the 30% branch profits tax in the case
of a Non-U.S. stockholder that is a corporation). We expect to withhold U.S.
income tax at the rate of 30% on the gross amount of any distributions made to a
Non-U.S. stockholder unless: (1) a lower treaty rate applies and any required
form, such as IRS Form W-8BEN, evidencing eligibility for that reduced rate is
filed by the Non-U.S. stockholder with us; or (2) the Non-U.S. stockholder files
an IRS Form W-8ECI with us claiming that the distribution is effectively
connected income.

                                       25


     Any portion of the dividends paid to Non-U.S. stockholders that is treated
as excess inclusion income from a real estate mortgage investment conduit will
not be eligible for exemption from the 30% withholding tax or a reduced treaty
rate. In addition, if Treasury regulations are issued allocating our excess
inclusion income from non-real estate mortgage investment conduits among our
stockholders, some percentage of the our dividends would not be eligible for
exemption from the 30% withholding tax or a reduced treaty withholding tax rate
in the hands of Non-U.S. stockholders.

     Distributions in excess of our current and accumulated earnings and profits
will not be taxable to a stockholder to the extent that such distributions do
not exceed the adjusted basis of the stockholder's stock, but rather will reduce
the adjusted basis of such shares. To the extent that distributions in excess of
current and accumulated earnings and profits exceed the adjusted basis of a
Non-U.S. stockholder's stock, such distributions will give rise to tax liability
if the Non-U.S. stockholder would otherwise be subject to tax on any gain from
the sale or disposition of its stock, as described below. Because it generally
cannot be determined at the time a distribution is made whether or not such
distribution will be in excess of current and accumulated earnings and profits,
the entire amount of any distribution normally will be subject to withholding at
the same rate as a dividend. However, amounts so withheld are refundable to the
extent it is subsequently determined that such distribution was, in fact, in
excess of our current and accumulated earnings and profits. We are also required
to withhold 10% of any distribution in excess of our current and accumulated
earnings and profits. Consequently, although we intend to withhold at a rate of
30% on the entire amount of any distribution, to the extent that we do not do
so, any portion of a distribution not subject to withholding at a rate of 30%
will be subject to withholding at a rate of 10%.

     For any year in which we qualify as a REIT, distributions that are
attributable to gain from sales or exchanges of a U.S. real property interest,
which includes certain interests in real property, but generally does not
include mortgage loans, will be taxed to a Non-U.S. stockholder under the
provisions of the Foreign Investment in Real Property Tax Act of 1980
("FIRPTA"). Under FIRPTA, distributions attributable to gain from sales of U.S.
real property interests are taxed to a Non-U.S. stockholder as if such gain were
effectively connected with a U.S. business. Non-U.S. stockholders thus would be
taxed at the normal capital gain rates applicable to U.S. stockholders (subject
to applicable alternative minimum tax and a special alternative minimum tax in
the case of nonresident alien individuals). Distributions subject to FIRPTA also
may be subject to the 30% branch profits tax in the hands of a Non-U.S.
stockholder that is a corporation. We are required to withhold 35% of any
distribution that is designated by us as a U.S. real property capital gains
dividend. The amount withheld is creditable against the Non-U.S. stockholder's
FIRPTA tax liability.

     Gain recognized by a Non-U.S. stockholder upon a sale of our stock
generally will not be taxed under FIRPTA if we are a "domestically controlled
REIT," which is a REIT in which at all times during a specified testing period
less than 50% in value of the stock was held directly or indirectly by Non-U.S.
persons. Although we currently believe that we are a "domestically controlled
REIT," because our stock is publicly traded, no assurance can be given that we
are or will remain a "domestically controlled REIT." Even if we do not qualify
as a "domestically controlled REIT," a Non-U.S. stockholder that owns, actually
or constructively, 5% or less of our stock throughout a specified testing period
will not recognize taxable gain on the sale of his stock under FIRPTA if the
shares are traded on an established securities market. If we did not qualify as
a domestically controlled REIT and a Non-U.S. stockholder does not qualify for
the above exception, amounts realized by such Non-U.S. stockholder upon a sale
of our stock generally would be subject to withholding under FIRPTA at a rate of
10%.

     Gain not subject to FIRPTA will be taxable to a Non-U.S. stockholder if:
(1) the Non-U.S. stockholder's investment in the stock is effectively connected
with a U.S. trade or business, in which case the Non-U.S. stockholder will be
subject to the same treatment as U.S. stockholders with respect to such gain; or
(2) the Non-U.S. stockholder is a nonresident alien individual who was present
in the U.S. for

                                       26


183 days or more during the taxable year and other conditions are met, in which
case the nonresident alien individual will be subject to a 30% tax on the
individual's capital gains. If the gain on the sale of the stock were to be
subject to taxation under FIRPTA, the Non-U.S. stockholder would be subject to
the same treatment as U.S. stockholders with respect to such gain (subject to
applicable alternative minimum tax, a special alternative minimum tax in the
case of nonresident alien individuals, and the possible application of the 30%
branch profits tax in the case of Non-U.S. corporations).

STATE, LOCAL AND FOREIGN TAXATION

     We may be required to pay state, local and foreign taxes in various state,
local and foreign jurisdictions, including those in which we transact business
or make investments, and our stockholders may be required to pay state, local
and foreign taxes in various state, local and foreign jurisdictions, including
those in which they reside. Our state, local and foreign tax treatment may not
conform to the federal income tax consequences summarized above. In addition,
your state, local and foreign tax treatment may not conform to the federal
income tax consequences summarized above. Consequently, you should consult your
tax advisor regarding the effect of state, local and foreign tax laws on an
investment in our securities.

RECENT LEGISLATION

     On May 28, 2003, the President signed into law a bill, referred to
herein as the Bill, that provides for the taxation of "qualified dividend
income" at capital gains rates, the maximum such rate which, in the case of
individuals, was reduced to 15% under the Bill. "Qualifying dividend income"
generally includes dividends received from domestic corporations and from
certain "qualified foreign corporations." Additionally, qualified dividend
income will qualify as "net investment income" under Section 163(d)(4) of
the Code only to the extent that an election to treat it as such is made.

     Under the Bill, dividends (other than capital gain dividends) received
from a REIT are only subject to the lower capital gains rates to the extent
the REIT has "qualifying dividend income" for the taxable year in which the
dividend was paid, and designates such dividends as qualifying for such
capital gains rate tax treatment. "Qualifying dividend income" of a REIT, for
this purpose, means the sum of (i) the excess of the REIT's "real estate
investment trust taxable income" for the preceding year, over the tax payable
by the REIT on such income, and (ii) the excess of the income of the REIT
subject to the built-in gain tax (under the regulation under Section 337(d)
of the Code), over the tax payable by the REIT on any such income.

     The provisions in the Bill relating to the taxation of dividends are
generally effective for taxable years beginning after December 31, 2002, and,
in the case of a REIT, which respect to taxable years ending after December
31, 2002; and the provisions relating to the lowering of the capital gains
tax rate are generally effective for taxable years ending after May 6, 2003.
The provisions of the Bill shall cease to apply to taxable years beginning
after December 31, 2008.

     REITs are tax-advantaged relative to regular C corporations because they
are not subject to corporate-level federal income tax on income that they
distribute to stockholders. The Bill could decrease this tax advantage of a
REIT relative to a regular C corporation, because, under the Bill, part or
all of the dividends received by a stockholder from the regular C corporation
may be subject to a reduced level of federal income tax. It is not possible
to predict what effect the Bill may have on the value of REIT shares.

POSSIBLE LEGISLATIVE OR OTHER ACTIONS AFFECTING REITS

     The rules dealing with federal income taxation are constantly under
review by persons involved in the legislative process and by the Internal
Revenue Service and the U.S. Treasury Department. Changes to the tax law,
which may have retroactive application, could adversely affect us and our
investors. It cannot be predicted whether, when, in what forms, or with what
effective dates, the tax law applicable to us or our investors will be
changed.

                              PLAN OF DISTRIBUTION

     We are registering the securities on behalf of the participating
securityholders and we will bear all costs, expenses and fees in connection with
the registration of the securities. As used herein, "participating
securityholder" includes donees and pledgees selling securities received from a
named participating securityholder after the date of this prospectus, as well as
certain other transferees contemplated by the investor rights agreement among
us, LF Mortgage REIT and certain other parties. Brokerage commissions and
similar selling expenses, if any, attributable to the sale of securities will be
borne by the participating securityholders. Except as may be set forth in any
prospectus supplement, each participating securityholder has advised us that it
has not entered into any agreements, understandings or arrangements with any
underwriters or broker-dealers regarding the sale of its securities, nor is
there an underwriter or coordinating broker acting in connection with the
proposed sale of securities by a participating securityholder.

     The participating securityholders may effect such transactions by selling
securities directly to purchasers or to or through broker-dealers, which may act
as agents or principals. Such broker-dealers may receive compensation in the
form of discounts, concessions, or commissions from the participating
securityholders and/or the purchasers of securities for whom such broker-dealers
may act as agents or to whom they sell as principals, or both (which
compensation as to a particular broker-dealer might be in excess of customary
commissions).

     The participating securityholders and any broker-dealers that act in
connection with the sale of securities might be deemed to be "underwriters"
within the meaning of Section 2(11) of the Securities Act, and any commissions
received by such broker-dealers and any profit on the resale of the securities
sold by them while acting as principals might be deemed to be underwriting
discounts or commissions

                                       27


under the Securities Act. We have agreed to indemnify the participating
securityholders against certain liabilities, including liabilities arising under
the Securities Act. The participating securityholders may agree to indemnify any
agent, dealer or broker-dealer that participates in transactions involving sales
of the securities against certain liabilities, including liabilities arising
under the Securities Act. Brokers' commissions and dealers' discounts, taxes and
other selling expenses to be borne by the participating securityholders are not
expected to exceed normal selling expenses.

     Because the participating securityholders may be deemed to be
"underwriters" within the meaning of Section 2(11) of the Securities Act, the
participating securityholders will be subject to the prospectus delivery
requirements of the Securities Act, which may include delivery through the
facilities of the NYSE pursuant to Rule 153 under the Securities Act. The
registration of the securities under the Securities Act shall not be deemed an
admission by the participating securityholders or by us that the participating
securityholders are underwriters for purposes of the Securities Act of any
securities offered pursuant to this prospectus.

     Upon our being notified by a participating securityholder that any material
arrangement has been entered into with a broker-dealer for the sale of
securities through a block trade, special offering, exchange distribution or
secondary distribution or a purchase by a broker or dealer, a supplement to this
prospectus will be filed, if required, pursuant to Rule 424(b) under the Act,
disclosing: (1) the name of the participating securityholder and of the
participating broker-dealer(s); (2) the number of securities involved; (3) the
price at which such securities were sold; (4) the commissions paid or discounts
or concessions allowed to such broker-dealer(s), where applicable; and (5) other
facts material to the transaction. In addition, upon our being notified by a
participating securityholder that a donee or pledgee intends to sell more than
500 shares of common stock or warrants, a supplement to this prospectus will be
filed.

     The securities may be sold or distributed in a variety of ways, including:

     1.   Block trades (which may involve crosses) in which the broker or dealer
          so engaged will attempt to sell the securities as agent but may
          position and resell a portion of the block as principal to facilitate
          the transaction.

     2.   Purchases by a broker or dealer as principal and resale by such broker
          or dealer for its account pursuant to this prospectus.

     3.   Ordinary brokerage transactions and transactions in which the broker
          solicits purchasers.

     4.   Sales in the over-the-counter market.

     5.   Through short sales of securities or the writing of options.

     6.   In hedge transactions or in settlement of other transactions.

     7.   Pro rata distributions in the ordinary course of business or as part
          of the liquidation and winding up of the affairs of the participating
          securityholders.

     8.   Privately negotiated transactions.

     9.   In the case of sales by LF Mortgage REIT, underwritten offerings.

     10.  Through any combination of the above methods of sale.

                                       28


     The participating securityholders may from time to time deliver all or a
portion of the securities to cover a short sale or sales or upon the exercise,
settlement or closing of a call equivalent position or a put equivalent
position.

     The shares may be sold at a fixed offering price, which may be changed, or
at the market prices prevailing at the time of sale, or at negotiated prices.

     Under the Exchange Act and the regulations thereunder, any person engaged
in a distribution of the securities offered by this prospectus may not
simultaneously engage in market making activities with respect to the securities
during any applicable "cooling off" periods prior to the commencement of such
distribution. In addition, and without limiting the foregoing, the participating
securityholders will be subject to applicable provisions of the Exchange Act and
the rules and regulations thereunder including, without limitation, Rules 101,
102, 103 and 104, which provisions may limit the timing of purchases and sales
of securities by the participating securityholder.

     Securities that qualify for sale pursuant to Rule 144 may be sold under
Rule 144 rather than pursuant to this prospectus. In addition, a participating
securityholder may devise, gift or otherwise transfer the securities by means
not described herein, in which event such transfer will not be pursuant to this
prospectus.

                                  LEGAL MATTERS

     Clifford Chance US LLP, 200 Park Avenue, New York, New York 10166, will
pass upon the validity of the securities we are offering by this prospectus. If
the validity of any securities is also passed upon by counsel for the
underwriters of an offering of those securities, that counsel will be named in
the prospectus supplement relating to that offering.

                                     EXPERTS

     The financial statements incorporated in this prospectus by reference to
our Annual Report on Form 10-K for the year ended December 31, 2002 have been so
incorporated in reliance on the report of PricewaterhouseCoopers LLP,
independent accountants, given on the authority of said firm as experts in
auditing and accounting.

                 INCORPORATION OF CERTAIN DOCUMENTS BY REFERENCE

     We are incorporating by reference in this prospectus the following
documents which we have previously filed with the Securities and Exchange
Commission under the File Number 1-10150:

     (1)  Annual Report on Form 10-K for fiscal year ended December 31, 2002.

     (2)  Quarterly Report on Form 10-Q for the quarter ended March 31, 2003.

     (3)  Current Reports on Form 8-K dated March 5, 2003, March 11, 2003, March
          14, 2003, March 27, 2003 (except Item 9), April 9, 2003, April 14,
          2003, April 24, 2003 (except Item 9), May 8, 2003, May 13, 2003, May
          14, 2003 (except Item 9) and May 16, 2003.

     (4)  Definitive Proxy Statement dated April 21, 2003.

                                       29


     Whenever after the date of this prospectus we file reports or documents
under Section 13(a), 13(c), 14 or 15(d) of the Securities Exchange Act of 1934,
as amended, those reports and documents will be deemed to be part of this
prospectus from the time they are filed. If anything in a report or document we
file after the date of this prospectus changes anything in it, this prospectus
will be deemed to be changed by that subsequently filed report or document
beginning on the date the report or document is filed.

     We will provide to each person to whom a copy of this prospectus is
delivered a copy of any or all of the information that has been incorporated by
reference in this prospectus, but not delivered with this prospectus. We will
provide this information at no cost to the requestor upon written or oral
request addressed to iStar Financial Inc., 1114 Avenue of the Americas, New
York, New York 10036, attention: Investor Relations Department (Telephone: (212)
930-9400).

                               INFORMATION WE FILE

     We file annual, quarterly and current reports, proxy statements and other
materials with the SEC. The public may read and copy any materials we file with
the SEC at the SEC's Public Reference Room at 450 Fifth Street, N.W.,
Washington, D.C. 20549. The public may obtain information on the operation of
the Public Reference Room by calling the SEC at 1-800-SEC-0330. The SEC
maintains an Internet site that contains reports, proxy and information
statements and other information regarding issuers (including us) that file
electronically with the SEC. The address of that site is http://www.sec.gov.

Reports, proxy statements and other information we file also can be inspected at
the offices of the New York Stock Exchange, 20 Broad Street, New York, New York
10005.

                                       30


                                     PART II

ITEM 14.  OTHER EXPENSES OF ISSUANCE AND DISTRIBUTION.

     The following table sets forth the estimated expenses in connection with
the distribution by the Participating Securityholders of the shares registered
hereby, all of which the Company will pay:


                                                       
SEC registration fee................................      $ 17,798
Legal fees and expenses(1)..........................        15,000
Accounting fees and expenses(1).....................        10,000
Miscellaneous.......................................         2,202
                                                          --------
Total ..............................................      $ 45,000


-----------
(1)  Does not include expenses of preparing prospectus supplements and other
     expenses relating to offerings of particular securities.

ITEM 15.  INDEMNIFICATION OF OFFICERS AND DIRECTORS.

     As permitted by the General Corporation Law of the State of Maryland
("MGCL"), our Amended and Restated Charter ("Charter") provides that an officer,
director, employee or agent of our company is entitled to be indemnified for the
expenses, judgments, fines and amounts paid in settlement actually and
reasonably incurred by him by reason of any action, suit or proceeding brought
against him by virtue of his acting as such officer, director, employee or
agent, provided he acted in good faith or in a manner he reasonably believed to
be in or not opposed to the best interests of our company and, with respect to
any criminal action or proceeding, had no reasonable cause to believe his
conduct was unlawful, except that in any action or suit by or in the right of
our company that person shall be indemnified only for the expenses actually and
reasonably incurred by him and, if that person shall have been adjudged to be
liable for negligence or misconduct, he shall not be indemnified unless and only
to the extent that a court of appropriate jurisdiction shall determine that such
indemnification is fair and reasonable.

ITEM 16.  EXHIBITS.

   4.1    Registration Rights Agreement, dated March 24, 2003, between iStar
          Financial Inc. and Teachers Insurance and Annuity Association of
          America.

   4.2    Investor Rights Agreement, dated as of December 15, 1998 among
          Starwood Financial Trust, a Maryland real estate investment trust,
          Starwood Mezzanine Investors, L.L., a Delaware limited partnership,
          SOFI-IV SMT Holdings, L.L.C., a Delaware limited liability company, B
          Holdings, L.L.C., a Delaware limited liability company, and Lazard
          Freres Real Estate Fund II, L.P., a Delaware limited partnership,
          Lazard Freres Real Estate Offshore Fund II L.P., a Delaware limited
          Partnership, and LF Mortgage REIT, a Maryland real estate investment
          trust.*

    5     Opinion of Clifford Chance US LLP as to legality.

    8     Opinion of Clifford Chance US LLP as to tax matters.

   12.1   Ratio of Earnings to Fixed Charges and Preferred Stock Dividends.

   12.2   Ratio of Earnings to Fixed Charges.

                                       31


   23.1   Consent of Clifford Chance US LLP (included in Exhibit 5).

   23.2   Consent of Clifford Chance US LLP (included in Exhibit 8).

   23.3   Consent of PricewaterhouseCoopers LLP.

    24    Powers of Attorney (included on the signature page of the Registration
          Statement).

*  Incorporated by reference to iStar Financial Inc.'s (formerly known as
   Starwood Financial Trust) Current Report on Form 8-K filed on December 23,
   1998.

ITEM 17.  UNDERTAKINGS.

(1)  The undersigned registrant hereby undertakes:

     (a)  To file, during any period in which offers or sales are being made, a
          post-effective amendment to this registration statement: (i) To
          include any prospectus required by Section 10(a)(3) of the Securities
          Act of 1933; (ii) To reflect in the prospectus any facts or events
          arising after the effective date of the registration statement (or the
          most recent post-effective amendment thereof) which, individually or
          in the aggregate, represent a fundamental change in the information
          set forth in the registration statement. Notwithstanding the
          foregoing, any increase or decrease in volume of shares offered (if
          the total dollar value of shares offered would not exceed that which
          was registered) and any deviation from the low or high end of the
          estimated maximum offering range may be reflected in the form of
          prospectus filed with the SEC pursuant to Rule 424(b) if, in the
          aggregate, the changes in volume and price represent no more than a
          20% change in the maximum aggregate offering price set forth in the
          "Calculation of Registration Fee" table in the effective registration
          statement; and (iii) To include any material information with respect
          to the plan of distribution not previously disclosed in the
          registration statement or any material change to such information in
          the registration statement; PROVIDED, HOWEVER, that the undertakings
          set forth in paragraphs (1)(i) and (1)(ii) do not apply if the
          registration statement is on Form S-3 or Form S-8, and the information
          required to be included in a post-effective amendment by those
          paragraphs is contained in periodic reports filed with or furnished to
          the SEC by the registrant pursuant to Section 13 or Section 15(d) of
          the Shares Exchange Act of 1934 that are incorporated by reference in
          the registration statement.

     (b)  That, for the purpose of determining any liability under the
          Securities Act of 1933, each such post-effective amendment shall be
          deemed to be a new registration statement relating to the shares
          offered therein, and the offering of such shares at that time shall be
          deemed to be the initial BONA FIDE offering thereof.

     (c)  To remove from registration by means of a post-effective amendment any
          of the shares being registered which remain unsold at the termination
          of the offering.

     (d)  The undersigned registrant hereby further undertakes that, for
          purposes of determining any liability under the Securities Act of
          1933, each filing of the registrant's annual reports pursuant to
          Section 13(a) or Section 15(d) of the Exchange Act of 1934 (and, where
          applicable, each filing of an employee benefit plan's annual report
          pursuant to Section 15(d) of the Securities Exchange Act of 1934) that
          is incorporated by reference in

                                       32


          the registration statement will be deemed to be a new registration
          statement relating to the shares offered therein, and the offering of
          such shares at that time shall be deemed to be the initial bona fide
          offering thereof.

(2)  The undersigned registrant further undertakes that:

     (a)  For purposes of determining any liability under the Securities Act of
          1933, the information omitted from the form of prospectus filed as
          part of this registration statement in reliance upon Rule 430A and
          contained in a form of prospectus filed by the registrants pursuant to
          Rule 424(b)(1) or (4) or 497(h) under the Shares Act shall be deemed
          to be part of this registration statement as of the time it was
          declared effective.

     (b)  For the purpose of determining any liability under the Securities Act
          of 1933, each post-effective amendment that contains a form of
          prospectus shall be deemed to be a new registration statement relating
          to the shares offered therein, and the offering of such shares at that
          time shall be deemed to be the initial bona fide offering thereof.

     Insofar as indemnification for liabilities arising under the Securities Act
may be permitted to directors, officers and controlling persons of iStar
Financial pursuant to the foregoing provisions, or otherwise, iStar Financial
has been advised that in the opinion of the Commission such indemnification is
against public policy as expressed in the Securities Act and is, therefore,
unenforceable. In the event that a claim for indemnification against such
liabilities (other than the payment by iStar Financial of expenses incurred or
paid by a director, officer or controlling person of iStar Financial in the
successful defense of any action, suit or proceeding) is asserted by such
director, officer or controlling person in connection with the securities being
registered, iStar Financial will, unless in the opinion of counsel for iStar
Financial the matter has been settled by controlling precedent, submit to a
court of appropriate jurisdiction the question whether such indemnification by
it is against public policy as expressed in the Securities Act and will be
governed by the final adjudication of such issue.

                                       33


                                   SIGNATURES

     Pursuant to the requirements of the Securities Act of 1933, the registrant
certifies that it has reasonable grounds to believe that it meets all of the
requirements for filing on Form S-3 and has duly caused this registration
statement to be signed on its behalf by the undersigned, thereunto duly
authorized in the city of New York, State of New York, on May 28, 2003.

                                      iSTAR FINANCIAL INC.


                                      By: /s/ Jay Sugarman
                                          ---------------------------------
                                          Name:  Jay Sugarman
                                          Title: Chairman of the Board and
                                                 Chief Executive Officer

                                       34


                                POWER OF ATTORNEY

     KNOW THAT ALL PERSONS BY THESE PRESENTS, that each person whose signature
appears below hereby constitutes and appoints Jay Sugarman and Catherine D. Rice
(each with full power to act alone), his or her true and lawful attorney-in-fact
and agent with full power of substitution, in the name and on behalf of the
undersigned, to do any and all acts and things and to execute any and all
instruments which said attorney and agent, may deem necessary or advisable to
enable iStar Financial Inc. (the "Registrant") to comply with the Securities Act
of 1933, and with the Securities Exchange Act of 1934, and any rules,
regulations and requirements of the Securities and Exchange Commission in
respect thereof in connection with this Registration Statement and any and all
amendments thereto or reports that the Registrant is required to file pursuant
to the requirements of federal or state shares laws or any rules and regulations
thereunder. The authority granted under this Power of Attorney shall include,
but not be limited to, the power and authority to sign the name of the
undersigned in the capacity or capacities set forth below to a Registration
Statement on Form S-3 to be filed with the Securities and Exchange Commission,
to any and all amendments (including post-effective amendments) to that
Registration Statement in respect of the same, and to any and all instruments
filed as a part of or in connection with that Registration Statement; and each
of the undersigned hereby ratifies and confirms all that the attorney-in-fact
and agent, shall lawfully do or cause to be done by virtue hereof.

     Pursuant to the requirements of the Securities Act of 1933, this
registration statement has been signed by the following persons in the
capacities and on the dates indicated.



                  NAME                                         TITLE                             DATE
------------------------------------------ ----------------------------------------------  ----------------
                                                                                       
          /s/ Jay Sugarman
------------------------------------------ Chairman of the Board and Chief Executive
              Jay Sugarman                 Officer (principal executive officer)             May 28, 2003


------------------------------------------ Chief Financial Officer (principal financial
            Catherine D. Rice              and accounting officer)                           May __, 2003

      /s/ Willis Andersen, Jr.
------------------------------------------ Director                                          May 28, 2003
          Willis Andersen, Jr.


------------------------------------------ Director                                          May __, 2003
            Andrew L. Farkas

      /s/ Robert W. Holman, Jr.
------------------------------------------ Director                                          May 28, 2003
          Robert W. Holman, Jr.


------------------------------------------ Director                                          May __, 2003
              Robin Josephs

           /s/ H. Cabot Lodge
------------------------------------------ Executive Vice President--Investments
             H. Cabot Lodge                and Director                                      May 28, 2003

        /s/ Matthew J. Lustig
------------------------------------------ Director                                          May 28, 2003
            Matthew J. Lustig


                                       35



                                                                                       
       /s/ William M. Matthes
------------------------------------------ Director                                          May 28, 2003
           William M. Matthes

        /s/ John G. McDonald
------------------------------------------ Director                                          May 28, 2003
            John G. McDonald

       /s/ Stephen B. Oresman
------------------------------------------ Director                                          May 28, 2003
           Stephen B. Oresman

        /s/ George R. Puskar
------------------------------------------ Director                                          May 28, 2003
            George R. Puskar


                                       36


                                  EXHIBIT INDEX

     4.1  Registration Rights Agreement, dated March 24, 2003, between iStar
          Financial Inc. and Teachers Insurance and Annuity Association of
          America.

     4.2  Investor Rights Agreement, dated as of December 15, 1998 among
          Starwood Financial Trust, a Maryland real estate investment trust,
          Starwood Mezzanine Investors, L.L., a Delaware limited partnership,
          SOFI-IV SMT Holdings, L.L.C., a Delaware limited liability company, B
          Holdings, L.L.C., a Delaware limited liability company, and Lazard
          Freres Real Estate Fund II, L.P., a Delaware limited partnership,
          Lazard Freres Real Estate Offshore Fund II L.P., a Delaware limited
          Partnership, and LF Mortgage REIT, a Maryland real estate investment
          trust.*

     5    Opinion of Clifford Chance US LLP as to legality.

     8    Opinion of Clifford Chance US LLP as to tax matters.

    12.1  Ratio of Earnings to Fixed Charges and Preferred Stock Dividends.

    12.2  Ratio of Earnings to Fixed Charges.

    23.1  Consent of Clifford Chance US LLP (included in Exhibit 5).

    23.2  Consent of Clifford Chance US LLP (included in Exhibit 8).

    23.3  Consent of PricewaterhouseCoopers LLP.

     24   Powers of Attorney (included on the signature page of the Registration
          Statement).

*    Incorporated by reference to iStar Financial Inc.'s (formerly known as
     Starwood Financial Trust) Current Report on Form 8-K filed on December 23,
     1998.

                                       37