Document:

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                                                                     Exhibit 4.2

                          FIRST SUPPLEMENTAL INDENTURE

                                 BY AND BETWEEN

                          MONTPELIER RE HOLDINGS LTD.,

                                    AS ISSUER

                                       AND

                              THE BANK OF NEW YORK,

                                   AS TRUSTEE

                             ----------------------

                            DATED AS OF JULY 30, 2003

                             ----------------------

                                  $250,000,000

                           MONTPELIER RE HOLDINGS LTD.

                           [ ]% SENIOR NOTES DUE 2013
<PAGE>
                          FIRST SUPPLEMENTAL INDENTURE

            This First Supplemental Indenture, dated as of July 30, 2003 (the
"Supplemental Indenture"), to the Indenture, dated as of July 15, 2003 (the
"Indenture") by and between Montpelier Re Holdings Ltd., a company duly
organized and existing under the laws of Bermuda, having its principal executive
office located at Mintflower Place, 8 Par-La-Ville Road, Hamilton HM 08, Bermuda
(the "Company"), as issuer, and The Bank of New York, a New York banking
corporation, having its corporate trust office located at 101 Barclay Street,
Floor 8 West, New York, New York 10286 (the "Trustee"), as trustee, is effective
upon the execution hereof by the parties hereto.

                                    RECITALS

            WHEREAS, the Company has heretofore executed and delivered to the
Trustee the Indenture providing for the issuance from time to time of its notes,
debentures or other evidences of its unsecured indebtedness (the "Securities"),
unlimited as to principal amount;

            WHEREAS, the Indenture is incorporated herein by this reference;

            WHEREAS, Section 3.1 of the Indenture provides that, with respect to
any series of Securities to be authenticated and delivered under the Indenture,
the terms of such series of Securities shall be established by (i) a Board
Resolution and set forth in an Officers' Certificate or (ii) one or more
indentures supplemental to the Indenture;

            WHEREAS, the Company desires to create, under the Indenture, a
series of Securities to be known as its [ ]% Senior Notes due 2013 (the "Senior
Notes"), the form and substance of such notes and the terms, provisions and
conditions thereof to be set forth as provided in the Indenture and this
Supplemental Indenture; and

            WHEREAS, all conditions necessary to authorize the execution and
delivery of this Supplemental Indenture and to make it a valid and binding
obligation of the Company have been done or performed;

            NOW, THEREFORE, in consideration of the foregoing and for other good
and valuable consideration, the receipt of which is hereby acknowledged, the
Company and the Trustee mutually covenant and agree as follows:
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                                   ARTICLE I.

                                   DEFINITIONS

            Section 1.1. Definitions. The following defined terms used herein
shall have the meanings specified below. Capitalized terms used herein without
definition shall have the respective meanings assigned such terms in the
Indenture.

            "Interest Payment Date" means, with respect to the Senior Notes
      only, February 15 and August 15 of each year.

            "Regular Record Date" means, with respect to the Senior Notes only,
      the close of business on January 31 or July 31, as the case may be,
      immediately preceding each Interest Payment Date.

                                  ARTICLE II.

                GENERAL TERMS AND CONDITIONS OF THE SENIOR NOTES

            There is hereby established a new series of Securities under the
Indenture with the following terms:

            Section 2.1. Title. The title of the series is "[ ]% Senior Notes
due 2013".

            Section 2.2. Principal Amount. There are to be issued by the
Company, and authenticated and delivered by the Trustee on the date hereof
$250,000,000 principal amount of Senior Notes, and such principal amount of
Senior Notes may be increased from time to time pursuant to Section 3.1 of the
Indenture. All Senior Notes need not be issued on the same date and such series
may be reopened at any time, without the consent of any Holder, for issuances of
additional Senior Notes, unlimited in principal amount, upon delivery by the
Company to the Trustee of either a Board Resolution and set forth in an
Officers' Certificate or an indenture supplemental to the Indenture, setting
forth the original issuance date of such additional Senior Notes. The terms of
any such additional Senior Notes will be identical (except as to denomination,
and the date from which interest shall accrue, the issue price and the first
Interest Payment Date) to the terms of the Senior Notes initially issued,
authenticated and delivered on the date hereof. Any such additional Senior Notes
will, together with the previously issued Senior Notes, constitute a single
series of Securities under the Indenture.

            Section 2.3. Payment of Principal and Interest.

            (a) The principal of the Senior Notes shall be due on [ ], 2013,
subject to the provisions of the Indenture relating to acceleration of maturity.
The Senior Notes will bear interest from [ ], 2003, or from the most recent
Interest Payment Date to which interest has been paid or duly provided for, at a
rate of [ ]% per annum, payable semi-annually in arrears on February 15 and
August 15 of each year, commencing on February 15, 2004, and at Maturity. The
Company will pay interest to the Persons in whose names the Senior Notes are
registered on the Regular Record Date for such Interest Payment Date. Interest
will be computed on the basis of a 360-day year of twelve 30-day months.

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            (b) If any Interest Payment Date falls on a day that is not a
Business Day, the interest payment will be postponed to the next day that is a
Business Day, and no interest on such payment will accrue for the period from
and after such Interest Payment Date. If the maturity date of the Senior Notes
falls on a day that is not a Business Day, the payment of interest and principal
may be made on the next succeeding Business Day, and no interest on such payment
will accrue for the period from and after the maturity date. Interest payments
for the Senior Notes will include accrued interest from and including the date
of issue or from and including the last date in respect of which interest has
been paid, as the case may be, to, but excluding, the Interest Payment Date or
the date of maturity, as the case may be. Interest on the Senior Notes which
have a Redemption Date after a Regular Record Date, and on or before the
following Interest Payment Date, will also be payable to the Persons in whose
names the Senior Notes are registered on such Regular Record Date.

            (c) Payment of the principal and interest due at maturity of the
Senior Notes shall be made upon surrender of the Senior Notes at the Corporate
Trust Office of the Trustee. The principal of and interest on the Senior Notes
shall be paid in Dollars. Payments of principal of or interest on the Senior
Notes will be made, subject to such surrender where applicable, at the option of
the Company, (i) by check mailed to the address of the Person entitled thereto
as such address shall appear in the Security Register or (ii) by wire transfer
to an account maintained by the payee with a bank located in the United States.

            Section 2.4. Optional Redemption.

            (a) The Senior Notes will be redeemable as a whole at any time or in
part from time to time, at the option of the Company, at a "make-whole"
redemption price equal to the greater of (i) 100% of the principal amount of the
Senior Notes being redeemed or (ii) the sum of the present values of the
remaining scheduled payments of principal and interest (other than accrued
interest) on the Senior Notes being redeemed, discounted to the redemption date
on a semi-annual basis (assuming a 360-day year consisting of twelve 30-day
months) at the Treasury Rate plus [ ] basis points plus, in either case, any
interest accrued but not paid to the date of redemption. Notice of any
redemption will be mailed at least 30 days but no more than 60 days before the
redemption date to each Holder of the Senior Notes to be redeemed. Unless the
Company defaults in payment of the redemption price, on and after the redemption
date, interest will cease to accrue on the Senior Notes or portions thereof
called for redemption.

            (b) For the purposes of this Section 2.4,

            "Treasury Rate" means, with respect to any redemption date for the
      Senior Notes, the rate per year equal to the semi-annual equivalent yield
      to maturity of the Comparable Treasury Issue, assuming a price for the
      Comparable Treasury Issue (expressed as a percentage of its principal
      amount) equal to the Comparable Treasury Price for the redemption date.

            "Comparable Treasury Issue" means the United States Treasury
      security selected by an Independent Investment Banker as having a maturity
      comparable to the remaining term of the Senior Notes to be redeemed that
      would be utilized, at the time of selection and in accordance with
      customary financial practice, in pricing new issues of

                                       3
<PAGE>
      corporate debt securities of comparable maturity to the remaining term of
      such Senior Notes.

            "Independent Investment Banker" means one of the Reference Treasury
      Dealers appointed by the Company after consultation with the Trustee.

            "Comparable Treasury Price" means, with respect to any redemption
      date for the Senior Notes, (1) the average of the bid and asked prices for
      the Comparable Treasury Issue (expressed in each case as a percentage of
      its principal amount) on the third Business Day preceding the redemption
      date, as set forth in the daily statistical release (or any successor
      release) published by the Federal Reserve Bank of New York and designated
      "Composite 3:30 p.m. Quotations for U.S. Government Securities" or (2) if
      that release (or any successor release) is not published or does not
      contain those prices on that Business Day, (A) the average of the
      Reference Treasury Dealer Quotations for the redemption date, after
      excluding the highest and lowest Reference Treasury Dealer Quotations for
      that redemption date, or (B) if the Company obtains fewer than four
      Reference Treasury Dealer Quotations, the average of all the Reference
      Treasury Dealer Quotations obtained.

            "Reference Treasury Dealer Quotations" means, with respect to each
      Reference Treasury Dealer and any redemption date, the average, as
      determined by the Trustee, of the bid and asked prices for the Comparable
      Treasury Issue (expressed in each case as a percentage of its principal
      amount) quoted in writing to the Trustee by such Reference Treasury Dealer
      at 5:00 p.m. New York City time on the third Business Day preceding such
      redemption date.

            "Reference Treasury Dealer" means (1) each of Banc of America
      Securities LLC and Credit Suisse First Boston LLC and, in each case, their
      respective successors; provided, however, that if any of them ceases to be
      a primary U.S. Government securities dealer in New York City, the Company
      shall appoint another primary U.S. Government securities dealer as a
      substitute and (2) any other U.S. Government securities dealers selected
      by the Company.

            Section 2.5. Amendments to Event of Default. The provisos in Section
6.1(a) and Section 6.1(b) of the Indenture shall not be applicable with respect
to the Senior Notes.

            Section 2.6. Form, Currency and Denominations. The Senior Notes
shall be issued in fully registered form, without coupons, in denominations of
$1,000 and integral multiples thereof. The Senior Notes will be issued in
substantially the form set forth in Exhibit A hereto. The Depository with
respect to the Senior Notes shall be The Depository Trust Company, New York, New
York.

            Section 2.7. Global Securities.

            (a) Notes will be issued in the form of one or more Global
Securities registered in the name of the Depository (which shall be The
Depository Trust Company) or its nominee. Except under the circumstances set
forth in Section 3.6 of the Indenture, the Global Securities will not be
exchangeable for, and will not otherwise be issuable as, Senior Notes in

                                       4
<PAGE>
definitive form. Owners of beneficial interests in such a Global Security will
not be considered the registered owners or Holders of Senior Notes for any
purpose.

            (b) No Security representing a Senior Note shall be exchangeable,
except for another Global Security of like denomination and tenor to be
registered in the name of the Depository or its nominee or to a successor
Depository or its nominee. Payment of principal of, any premium or interest on,
and any Additional Amounts in respect of, any Senior Note in global form shall
be made to the registered Holder thereof.

            Section 2.8. Ranking. The Senior Notes will represent the Company's
direct, unsecured obligations and will rank equally with all the Company's
current and future unsecured and unsubordinated indebtedness.

            Section 2.9. Miscellaneous. The Company is not obligated to redeem
or purchase any Senior Notes pursuant to any sinking fund or analogous
provision. The Senior Notes will not be convertible into shares of Common Stock
of the Company and/or exchangeable for other securities. The amount of payments
of principal with respect to the Senior Notes shall not be determined with
reference to an index, formula or other method or methods. No Senior Notes are
issuable upon the exercise of warrants. Each of Section 12.2(b) of the Indenture
relating to defeasance and Section 12.2(c) of the Indenture relating to covenant
defeasance shall be applicable to the Senior Notes. Except as set forth in
Section 4.4 of the Indenture, there will be no Additional Amount payable on the
Senior Notes. The Company may exercise its option to redeem the Senior Notes for
tax purposes pursuant to Section 4.5 of the Indenture.

                                  ARTICLE III.

                            MISCELLANEOUS PROVISIONS

            Section 3.1. Ratification and Incorporation of Indenture. As
supplemented hereby, the Indenture is in all respects ratified and confirmed,
and the Indenture as supplemented by this Supplemental Indenture shall be read,
taken and construed as one and the same instrument.

            Section 3.2. Counterparts. This Supplemental Indenture may be
executed in several counterparts, each of which shall be an original and all of
which shall constitute but one and the same instrument.

            Section 3.3. Governing Law. This Supplemental Indenture shall be
governed by and construed in accordance with the laws of the State of New York
applicable to agreements made and performed in said state.

            Section 3.4. Headings. The Article and Section headings herein are
for convenience only and shall not affect the construction hereof.

            Section 3.5. Trustee. The Trustee makes no representations as to the
validity or sufficiency of this Supplemental Indenture. The recitals and
statements herein are deemed to be those of the Company and not of the Trustee.

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<PAGE>
            IN WITNESS WHEREOF, Montpelier Re Holdings Ltd. has caused this
Supplemental Indenture to be duly executed as a deed as of the date above
written.

                                            By:
                                                  -----------------------------
                                                  Name:
                                                  Title:

                                            By:
                                                  -----------------------------
                                                  Name:
                                                  Title:

            IN WITNESS WHEREOF, the undersigned, being duly authorized, has
executed this Supplemental Indenture as of the date first above written.

                                            THE BANK OF NEW YORK, AS TRUSTEE

                                            By:
                                                  ------------------------------
                                                  Name:
                                                  Title:

                                       7
<PAGE>
                                    EXHIBIT A

UNLESS THIS CERTIFICATE IS PRESENTED BY AN AUTHORIZED REPRESENTATIVE OF THE
DEPOSITORY TRUST COMPANY, A NEW YORK CORPORATION ("DTC"), TO MONTPELIER RE
HOLDINGS LTD. OR ITS AGENT FOR REGISTRATION OF TRANSFER, EXCHANGE OR PAYMENT,
AND ANY CERTIFICATE ISSUED IS REGISTERED IN THE NAME OF CEDE & CO. OR IN SUCH
OTHER NAME AS IS REQUESTED BY AN AUTHORIZED REPRESENTATIVE OF DTC (AND SUCH
PAYMENT IS MADE TO CEDE & CO. OR TO SUCH OTHER ENTITY AS IS REQUESTED BY AN
AUTHORIZED REPRESENTATIVE OF DTC), ANY TRANSFER, PLEDGE OR OTHER USE HEREOF FOR
VALUE OR OTHERWISE BY OR TO ANY PERSON IS WRONGFUL INASMUCH AS THE REGISTERED
OWNER, CEDE & CO., HAS AN INTEREST HEREIN.

UNLESS AND UNTIL THIS CERTIFICATE IS EXCHANGED IN WHOLE OR IN PART FOR SENIOR
NOTES IN CERTIFICATED FORM, THIS CERTIFICATE MAY NOT BE TRANSFERRED EXCEPT AS A
WHOLE BY DTC TO A NOMINEE THEREOF OR BY A NOMINEE THEREOF TO DTC OR ANOTHER
NOMINEE OF DTC OR BY DTC OR ANY SUCH NOMINEE TO A SUCCESSOR OF DTC OR A NOMINEE
OF SUCH SUCCESSOR.

                           MONTPELIER RE HOLDINGS LTD.
                         [      ]% SENIOR NOTE DUE 2013
No. R1                                  CUSIP No.: 614810AA7
Principal Amount:                       $250,000,000
Regular Record Date:                    January 31 or July 31, as the case may
                                        be, immediately preceding each
                                        Interest Payment Date

Original Issue Date:                    [          ], 2003
Maturity Date:                          [                 , 2013]
Interest Payment Dates:                 February 15 and August 15
Interest Rate:                          [      ]% per annum
Authorized Denomination:                $1,000, or any integral multiple thereof

            Montpelier Re Holdings Ltd., a company duly existing and organized
under the laws of Bermuda (the "Company", which term includes any successor
corporation under the Indenture referred to on the reverse hereof), for value
received, hereby promises to pay to CEDE & CO., or registered assigns, the
principal sum of TWO HUNDRED FIFTY MILLION DOLLARS ($250,000,000) on the
Maturity Date shown above, and to pay interest thereon from the Original
Issuance Date shown above, or from the most recent Interest Payment Date to
which interest has been paid or duly provided for, semi-annually in arrears on
each Interest Payment Date as specified above (including the Maturity Date),
commencing on February 15, 2004, at the rate of [ ]% per annum until the
principal hereof is paid or duly provided for. Interest not timely

<PAGE>
paid or provided for shall, to the extent permitted by applicable laws, bear
simple interest at the rate of [ ]% per annum. As provided in the Indenture, the
Company under certain circumstances would be required to pay Additional Amounts
to the Holders of the Senior Notes.

            The interest so payable, and punctually paid or duly provided for,
on any Interest Payment Date (including the Maturity Date) will, as provided in
the Indenture, be paid to the Person in whose name this Senior Note is
registered at the close of business on the Regular Record Date as specified
above next preceding each Interest Payment Date. Any such interest not so
punctually paid or duly provided for will forthwith cease to be payable to the
Holder on such Regular Record Date and may either be paid to the Person in whose
name this Senior Note is registered at the close of business on a Special Record
Date for the payment of such defaulted interest established by notice given by
or on behalf of the Company to the Holders of Senior Notes not less than 10 days
prior to such Special Record Date, or be paid at any time in any other lawful
manner not inconsistent with the requirements of any securities exchange, if
any, on which the Senior Notes shall be listed, and upon such notice as may be
required by any such exchange, all as more fully provided in the Indenture.

            Payments of interest on this Senior Note will include interest
accrued to but excluding the respective Interest Payment Dates. Interest
payments for this Senior Note shall be computed and paid on the basis of a
360-day year of twelve 30-day months. In the event that any date on which
interest is payable on this Senior Note is not a Business Day, then payment of
the interest payable on such date will be made on the next succeeding day that
is a Business Day, with the same force and effect as if made on the date the
payment was originally payable. A "Business Day" shall mean each Monday,
Tuesday, Wednesday, Thursday and Friday which is not a day on which banking
institutions in New York City are generally authorized or obligated, by law,
regulation or executive order to close.

            Payment of the principal of and interest due on the Maturity Date of
this Senior Note shall be made upon surrender of this Senior Note at the
Corporate Trust Office of the Trustee. The principal of and interest on this
Senior Note shall be paid in Dollars. Payments of interest will be made, subject
to such surrender where applicable, at the option of the Company, (i) by check
mailed to the address of the Person entitled thereto as such address shall
appear in the Security Register or (ii) by wire transfer to an account
maintained by the payee with a bank located in the United States.

            REFERENCE IS HEREBY MADE TO THE FURTHER PROVISIONS OF THIS SENIOR
NOTE SET FORTH ON THE REVERSE HEREOF, WHICH FURTHER PROVISIONS SHALL FOR ALL
PURPOSES HAVE THE SAME EFFECT AS IF SET FORTH AT THIS PLACE.

            Unless the certificate of authentication hereon has been executed by
the Trustee by manual signature, this Senior Note shall not be entitled to any
benefit under the Indenture or be valid or obligatory for any purpose.
<PAGE>
            IN WITNESS WHEREOF, the Company has caused this instrument to be
duly executed.

Dated:

                                          MONTPELIER RE HOLDINGS LTD.

                                          By:
                                                --------------------------------
                                                Name:
                                                Title:

                                          By:
                                                --------------------------------
                                                Name:
                                                Title:
<PAGE>
                          CERTIFICATE OF AUTHENTICATION

      This is one of the [ ]% Senior Notes due 2013 referred to in the
within-mentioned Indenture.

                                           THE BANK OF NEW YORK,
                                           as Trustee

                                           By:
                                                 -------------------------------
                                                 Authorized Signatory

                                           Dated:
<PAGE>
                             (Reverse Side of Note)

            This security is one of a duly authorized issue of debt securities
of the Company (hereinafter called the "Securities"), all issued or to be issued
under and pursuant to an Indenture, dated as of July 15, 2003 (the "Indenture"),
between the Company and The Bank of New York, as trustee (the "Trustee," which
term includes any successor trustee under the Indenture), to which Indenture and
all indentures supplemental thereto relating to this security (including,
without limitation, the First Supplemental Indenture, dated as of July 30, 2003,
between the Company and the Trustee) reference is hereby made for a statement of
the respective rights, limitation of rights, duties and immunities thereunder of
the Company, the Trustee and the Holders of the Securities issued thereunder and
of the terms upon which said Securities are, and are to be, authenticated and
delivered. The Securities may be issued in one or more series, which different
series may be issued in various aggregate principal amounts, may mature at
different times, may bear interest at different rates and may otherwise vary as
provided in the Indenture or any indenture supplemental thereto. This security
is one of a series designated on the face as [ ]% Senior Notes due 2013 (the
"Senior Notes"), initially limited in aggregate principal amount to
$250,000,000, subject to increase as provided in Section 3.1 of the Indenture.
Capitalized terms used herein for which no definition is provided herein shall
have the meanings set forth in the Indenture.

            While this Senior Note is represented by one or more global notes
registered in the name of DTC or its nominee, the Company will cause payments of
principal of, premium, if any, and interest on this Senior Note to be made to
DTC or its nominee, as the case may be, by wire transfer to the extent, in the
funds and in the manner required by agreements with, or regulations or
procedures prescribed from time to time by, DTC or its nominee, and otherwise in
accordance with such agreements, regulations and procedures.

            The Senior Notes will not have a sinking fund.

            The Senior Notes will be redeemable as a whole at any time or in
part from time to time, at the option of the Company, at a redemption price
equal to the greater of (i) 100% of the principal amount of the Senior Notes
being redeemed or (ii) the sum of the present values of the remaining scheduled
payments of principal and interest (other than accrued interest) on the Senior
Notes being redeemed, discounted to the redemption date on a semi-annual basis
(assuming a 360-day year consisting of twelve 30-day months) at the Treasury
Rate plus [ ] basis points plus, in either case, any interest accrued but not
paid to the date of redemption. Notice of any redemption will be mailed at least
30 days but no more than 60 days before the redemption date to each Holder of
the Senior Notes to be redeemed. Unless the Company defaults in payment of the
redemption price, on and after the redemption date, interest will cease to
accrue on the Senior Notes or portions thereof called for redemption.

            "Treasury Rate" means, with respect to any redemption date for the
      Senior Notes, the rate per year equal to the semi-annual equivalent yield
      to maturity of the Comparable Treasury Issue, assuming a price for the
      Comparable Treasury Issue (expressed as a percentage of its principal
      amount) equal to the Comparable Treasury Price for the redemption date.
<PAGE>
            "Comparable Treasury Issue" means the United States Treasury
      security selected by an Independent Investment Banker as having a maturity
      comparable to the remaining term of the Senior Notes to be redeemed that
      would be utilized, at the time of selection and in accordance with
      customary financial practice, in pricing new issues of corporate debt
      securities of comparable maturity to the remaining term of such Senior
      Notes.

            "Independent Investment Banker" means one of the Reference Treasury
      Dealers appointed by the Company after consultation with the Trustee.

            "Comparable Treasury Price" means, with respect to any redemption
      date for the Senior Notes, (1) the average of the bid and asked prices for
      the Comparable Treasury Issue (expressed in each case as a percentage of
      its principal amount) on the third Business Day preceding the redemption
      date, as set forth in the daily statistical release (or any successor
      release) published by the Federal Reserve Bank of New York and designated
      "Composite 3:30 p.m. Quotations for U.S. Government Securities" or (2) if
      that release (or any successor release) is not published or does not
      contain those prices on that Business Day, (A) the average of the
      Reference Treasury Dealer Quotations for the redemption date, after
      excluding the highest and lowest Reference Treasury Dealer Quotations for
      that redemption date, or (B) if the Company obtains fewer than four
      Reference Treasury Dealer Quotations, the average of all the Reference
      Treasury Dealer Quotations obtained.

            "Reference Treasury Dealer Quotations" means, with respect to each
      Reference Treasury Dealer and any redemption date, the average, as
      determined by the Trustee, of the bid and asked prices for the Comparable
      Treasury Issue (expressed in each case as a percentage of its principal
      amount) quoted in writing to the Trustee by such Reference Treasury Dealer
      at 5:00 p.m. New York City time on the third Business Day preceding such
      redemption date.

            "Reference Treasury Dealer" means (1) each of Banc of America
      Securities LLC and Credit Suisse First Boston LLC and, in each case, their
      respective successors; provided, however, that if any of them ceases to be
      a primary U.S. Government securities dealer in New York City, the Company
      shall appoint another primary U.S. Government securities dealer as a
      substitute and (2) any other U.S. Government securities dealers selected
      by the Company.

            The Company will mail a notice of redemption at least 30 days but no
more than 60 days before the redemption date to each Holder of the Securities to
be redeemed. If less than all of the Securities are to be redeemed, the Trustee
will select, by such method as it will deem fair and appropriate, including pro
rata or by lot, the Securities to be redeemed in whole or in part.

            The Indenture contains provisions for redemption of the Senior Notes
for tax purposes in whole but not in part at the option of the Company.
<PAGE>
            The Indenture also contains provisions for defeasance at any time of
the entire indebtedness of the Senior Notes or of certain restrictive covenants
with respect to the Senior Notes, in each case upon compliance with certain
conditions set forth in the Indenture.

            If an Event of Default with respect to the Senior Notes shall occur
and be continuing, the principal of the Senior Notes may be declared due and
payable in the manner, with the effect and subject to the conditions provided in
the Indenture.

            The Indenture permits, with certain exceptions as therein provided,
the amendment thereof and the modification of the rights and obligations of the
Company and the rights of the Holders of the Senior Notes to be affected under
the Indenture at any time by the Company and the Trustee with the consent of the
Holders of not less than a majority in principal amount of the Senior Notes at
the time Outstanding affected thereby. The Indenture also contains provisions
permitting the Holders of not less than a majority in principal amount of the
Senior Notes at the time Outstanding, on behalf of the Holders of all Senior
Notes, to waive compliance by the Company with certain provisions of the
Indenture and certain past defaults under the Indenture and their consequences.
Any such consent or waiver by the Holder of this Senior Note shall be conclusive
and binding upon such Holder and upon all future Holders of this Senior Note and
of any Senior Note issued upon the registration of transfer hereof or in
exchange hereof or in lieu hereof, whether or not notation of such consent or
waiver is made upon this Senior Note.

            No reference herein to the Indenture and no provision of this Senior
Note or of the Indenture shall alter or impair the obligation of the Company,
which is absolute and unconditional, to pay the principal of and interest on
this Senior Note at the times, place and rate, and in the coin or currency,
herein prescribed.

            As provided in the Indenture and subject to certain limitations
therein set forth, the transfer of this Senior Note is registrable in the
Security Register, upon surrender of this Senior Note for registration of
transfer at the office or agency of the Company for such purpose, duly endorsed
by, or accompanied by a written instrument of transfer in form satisfactory to
the Company and the Security Registrar and duly executed by, the Holder hereof
or his attorney duly authorized in writing, and thereupon one or more new Senior
Notes, of authorized denominations and of like tenor and for the same aggregate
principal amount, will be issued to the designated transferee or transferees. No
service charge shall be made for any such registration of transfer or exchange,
but the Company may require payment of a sum sufficient to cover any tax or
other governmental charge or certain other expenses payable in connection
therewith.

            Prior to due presentment of this Senior Note for registration of
transfer, the Company, the Trustee and any agent of the Company or the Trustee
may treat the Person in whose name this Senior Note is registered as the owner
hereof for all purposes, whether or not this Senior Note be overdue, and neither
the Company, the Trustee nor any such agent shall be affected by notice to the
contrary.

            The Senior Notes are issuable only in registered form without
coupons in denominations of $1,000 and any integral multiple thereof. As
provided in the Indenture and subject to certain limitations therein set forth,
Senior Notes are exchangeable for a like aggregate
<PAGE>
principal amount of Senior Notes of a different authorized denomination, as
requested by the Holder surrendering the same upon surrender of the Senior Note
or Notes to be exchanged at the office or agency of the Company.

            This Senior Note shall be governed by, and construed in accordance
with, the laws of the State of New York applicable to agreements made and
performed in said state.
<PAGE>
                                  ABBREVIATIONS

      The following abbreviations, when used in the inscription on the face of
this instrument, shall be construed as though they were written out in full
according to applicable laws or regulations:

TEN COM--as tenants in common   UNIF GIFT MIN ACT -           Custodian
                                                   -----------          --------
                                                     (Cust)             (Minor)
                                                   under Uniform Gifts to Minors
                                                   Act
                                                       -------------------------
                                                                         (State)
TEN ENT--as tenants by the entireties

JT TEN--as joint tenants with rights of
           survivorship and not as tenants
           in common

Additional abbreviations may also be used though not on the above list.

                                                                       FOR VALUE
-----------------------------------------------------------------------
RECEIVED, the undersigned hereby sell(s) and transfer(s) unto

(please insert Social Security or other identifying number of         assignee)
                                                              --------

--------------------------------------------------------------------------------
PLEASE PRINT OR TYPEWRITE NAME AND ADDRESS, INCLUDING POSTAL ZIP CODE OF
ASSIGNEE

--------------------------------------------------------------------------------

--------------------------------------------------------------------------------
the within Senior Note and all rights thereunder, hereby irrevocably
constituting and appointing

--------------------------------------------------------------------------------
agent to transfer said Senior Note on the books of the Company with full power
of substitution in the premises.

Dated:
       -----------------------------     -----------------------------

                                         NOTICE: The signature to
                                         this assignment must
                                         correspond with the name as
                                         written upon the face of
                                         the within instrument in
                                         every particular without
                                         alteration or enlargement,
                                         or any change whatever.

                                       9<PAGE>
                                  EXHIBIT 10.1

                        Form of Escrow Agreement between
                         CNL Retirement Properties, Inc.
                               and SouthTrust Bank
<PAGE>
                                ESCROW AGREEMENT

      THIS ESCROW AGREEMENT (the "Agreement") is dated this ____ day of
_________, 2003, by and among CNL RETIREMENT PROPERTIES, INC., a Maryland
corporation (the "Company"), CNL SECURITIES CORP., a Florida corporation (the
"Managing Dealer"), and SOUTHTRUST BANK (the "Escrow Agent"). This Agreement
shall be effective as of the effective date of the Company's Registration
Statement filed with the Securities and Exchange Commission (the "Effective
Date").

      WHEREAS, the Company proposes to offer and sell, on a best-efforts basis
through the Managing Dealer and selected broker-dealers registered with the
National Association of Securities Dealers, Inc. (the Managing Dealer and such
selected broker-dealers are hereinafter referred to collectively as the
"Soliciting Dealers") up to 400,000,000 shares of common stock of the Company
(the "Shares") to investors at $10.00 per Share pursuant to a registration
statement (the "Registration Statement") filed with the Securities and Exchange
Commission; and

      WHEREAS, the Company and the Managing Dealer desire to establish an escrow
in which funds received from subscribers will be deposited, and the Escrow Agent
is willing to serve as Escrow Agent upon the terms and conditions herein set
forth;

      NOW, THEREFORE, in consideration of the premises and other good and
valuable consideration, the receipt and sufficiency of which are hereby
acknowledged by the parties, the parties covenant and agree as follows.

      1. Establishment of Escrow Accounts. On or prior to the Effective Date,
the Company and the Managing Dealer shall establish an interest-bearing escrow
account with the Escrow Agent, which escrow account shall be entitled "ESCROW
ACCOUNT FOR THE BENEFIT OF SUBSCRIBERS FOR COMMON STOCK OF CNL RETIREMENT
PROPERTIES, INC." (the "Escrow Account"). All monies deposited in the Escrow
Account are hereinafter referred to as the "Escrowed Funds." The Managing Dealer
will, and will cause selected broker-dealers acting as Soliciting Dealers to,
instruct subscribers to make checks for subscriptions payable to either the
Escrow Agent or the Company. The Managing Dealer may authorize certain
Soliciting Dealers which are "$250,000 broker-dealers" to instruct their
customers to make their checks for Shares subscribed for payable directly to the
Soliciting Dealer. In such case, the Soliciting Dealer will collect the proceeds
of the subscribers' checks and issue a check made payable to the order of the
Escrow Agent for the aggregate amount of the subscription proceeds.

      2. Deposits into the Escrow Account. The Managing Dealer will promptly
deliver all monies received from subscribers for the payment of Shares to the
Escrow Agent for deposit in the Escrow Account.

      3. Collection Procedure.

            (a) The Escrow Agent is hereby authorized to forward each check for
      collection and, upon collection of the proceeds of each check, to deposit
      the collected proceeds in the Escrow Account or, alternatively, the Escrow
      Agent may telephone the bank on which the check is drawn to confirm that
      the check has been paid.

            (b) Any check returned unpaid to the Escrow Agent shall be returned
      to the Soliciting Dealer that submitted the check. In such cases the
      Escrow Agent will promptly notify the Company of such return.

            (c) In the event that (i) the Company rejects any subscription for
      Shares or (ii) an investor who has telephonically or orally subscribed for
      Shares properly withdraws such subscription within ten (10) days from the
      date written confirmation has been received by the subscriber, and, in
      either such event, the Escrow Agent has already collected funds for such
      subscription, the Escrow Agent shall promptly issue a refund check to the
      drawer of the check submitted by or on behalf of the rejected or
      withdrawing subscriber. If either of the events specified in the clauses
      (i) or (ii) of the preceding sentence occur and, in either such event, the
      Escrow Agent has not yet collected funds for such subscription but has
      submitted the check relating to such
<PAGE>
      subscription for collection, the Escrow Agent shall promptly issue a check
      in the amount of such check to the rejected or withdrawing subscriber
      after the Escrow Agent has cleared such funds. If the Escrow Agent has not
      yet submitted the check relating to the subscription of the rejected or
      withdrawing subscriber, the Escrow Agent shall promptly remit such check
      directly to the drawer of the check submitted by or on behalf of the
      subscriber.

      4. Investment of Escrowed Funds. The Escrow Agent, immediately upon
receipt of each check remitted to it, shall deposit such check in a bank account
(including, but not limited to, interest-bearing savings accounts and bank money
market accounts), in short-term certificates of deposit issued by a bank, in
short-term securities directly or indirectly issued or guaranteed by the United
States Government, or in other short-term, highly liquid investments with
appropriate safety of principal, all as directed by the Company. Interest and
dividends earned on such investments shall be similarly reinvested.

      5. Distribution of Escrowed Funds. The Escrow Agent shall release from the
Escrow Account to the Company any and all Escrowed Funds therein, together with
all interest earned thereon, upon the written request of an officer of the
Company.

      6. Liability of Escrow Agent.

            (a) In performing any of its duties under this Agreement, or upon
      the claimed failure to perform its duties hereunder, the Escrow Agent
      shall not be liable to anyone for any damages, losses, or expenses which
      it may incur as a result of the Escrow Agent so acting, or failing to act;
      provided, however, the Escrow Agent shall be liable for damages arising
      out of its willful default or misconduct or its gross negligence under
      this Agreement. Accordingly, the Escrow Agent shall not incur any such
      liability with respect to (i) any action taken or omitted to be taken in
      good faith upon advice of its counsel or counsel for the Company which is
      given with respect to any questions relating to the duties and
      responsibilities of the Escrow Agent hereunder, or (ii) any action taken
      or omitted to be taken in reliance upon any document, including any
      written notice or instructions provided for in this Escrow Agreement, not
      only as to its due execution and to the validity and effectiveness of its
      provisions but also as to the truth and accuracy of any information
      contained therein, if the Escrow Agent shall in good faith believe such
      document to be genuine, to have been signed or presented by a proper
      person or persons, and to conform with the provisions of this Agreement.

            (b) The Company hereby agrees to indemnify and hold harmless the
      Escrow Agent against any and all losses, claims, damages, liabilities and
      expenses, including, without limitation, reasonable costs of investigation
      and counsel fees and disbursements which may be incurred by it resulting
      from any act or omission of the Company; provided, however, that the
      Company shall not indemnify the Escrow Agent for any losses, claims,
      damages, or expenses arising out of the Escrow Agent's willful default,
      misconduct, or gross negligence under this Agreement.

            (c) If a dispute ensues between any of the parties hereto which, in
      the opinion of the Escrow Agent, is sufficient to justify its doing so,
      the Escrow Agent shall be entitled to tender into the registry or custody
      of any court of competent jurisdiction, including the Circuit Court of
      Orange County, Florida, all money or property in its hands under the terms
      of this Agreement, and to file such legal proceedings as it deems
      appropriate, and shall thereupon be discharged from all further duties
      under this Agreement. Any such legal action may be brought in any such
      court as the Escrow Agent shall determine to have jurisdiction thereof.
      The Company shall indemnify the Escrow Agent against its court costs and
      attorneys' fees incurred in filing such legal proceedings.

      7. Inability to Deliver. In the event that checks for subscriptions
delivered to the Escrow Agent by the Company pursuant to this Agreement are not
cleared through normal banking channels within 120 days after such delivery, the
Escrow Agent shall deliver such uncleared checks to the Company.

      8. Notice. All notices, requests, demands and other communications or
deliveries required or permitted to be given hereunder shall be in writing and
shall be deemed to have been duly given if delivered personally, given by
prepaid telegram or deposited for mailing, first class, postage prepaid,
registered or certified mail, as follows:

                                      -2-
<PAGE>
<TABLE>
<S>                                                  <C>
         If to the subscribers for Shares:           To their respective addresses as
                                                     specified in their Subscription Agreements.

         If to the Company:                          CNL Retirement Properties, Inc.
                                                     CNL Center at City Commons
                                                     450 South Orange Avenue
                                                     Orlando, Florida  32801
                                                     Attention:  Mr. James M. Seneff, Jr.,
                                                     Chairman of the Board

         If to the Managing Dealer:                  CNL Securities Corp.
                                                     CNL Center at City Commons
                                                     450 South Orange Avenue
                                                     Orlando, Florida  32801
                                                     Attention:  Mr. Robert A. Bourne, President

         If to the Escrow Agent:                     SOUTHTRUST BANK
                                                     135 West Central Boulevard, Suite 1200
                                                     Orlando, Florida  32801
                                                     Attention:  Ms. Rebecca Brayman
</TABLE>

      9. Fees to Escrow Agent. In consideration of the services to be provided
by the Escrow Agent hereunder, the Company will pay the Escrow Agent a fee for
its services hereunder (the "Escrow Fee"). The Escrow Fee shall be $350 for each
month or any portion thereof that the Escrow Account continues for the Company.
Payments by the Company, if any, shall be due and payable no less frequently
than six-month intervals while the escrow continues for the Company. In no event
shall the total Escrow Fees payable by the Company pursuant to this Agreement be
less than $2,100, nor more than $4,200, for any 12-month period. Notwithstanding
anything contained in this Agreement to the contrary, in no event shall any fee,
reimbursement for costs and expenses, indemnification for any damages incurred
by the Escrow Agent, or monies whatsoever be paid out of or chargeable to the
Escrowed Funds in the Escrow Account.

      10. General.

            (a) This Agreement shall be interpreted, construed and enforced in
      all respects in accordance with the laws of the State of Florida
      applicable to contracts to be made and performed entirely in said state.

            (b) The section headings contained herein are for reference purposes
      only and shall not in any way affect the meaning or interpretation of this
      Agreement.

            (c) This Agreement sets forth the entire agreement and understanding
      of the parties with regard to this escrow transaction and supersedes all
      prior agreements, arrangements and understandings relating to the subject
      matter hereof.

            (d) This Agreement may be amended, modified, superseded or
      cancelled, and any of the terms or conditions hereof may be waived, only
      by a written instrument executed by each party hereto or, in the case of a
      waiver, by the party waiving compliance. The failure of any party at any
      time or times to require performance of any provision hereof shall in no
      manner affect the right at a later time to enforce the same. No waiver in
      any one or more instances by any party of any condition, or of the breach
      of any term contained in this Agreement, whether by conduct or otherwise,
      shall be deemed to be, or construed as, a further or continuing waiver of
      any such condition or breach, or a waiver of any other condition or of the
      breach of any other terms of this Agreement.

            (e) This Agreement may be executed simultaneously in two or more
      counterparts, each of which shall be deemed an original, but all of which
      together shall constitute one and the same instrument.

                                      -3-
<PAGE>
            (f) This Agreement shall inure to the benefit of the parties hereto
      and their respective administrators, successors, and assigns.

      11. Representation of the Company. The Company hereby acknowledges that
the status of the Escrow Agent with respect to the offering of the Shares is
that of agent only for the limited purposes herein set forth, and hereby agrees
it will not represent or imply that the Escrow Agent, by serving as the Escrow
Agent hereunder or otherwise, has investigated the desirability or advisability
of an investment in the Shares, or has approved, endorsed or passed upon the
merits of the Shares, nor shall the Company use the name of the Escrow Agent in
any manner whatsoever in connection with the offer or sale of the Shares, other
than by acknowledgement that it has agreed to serve as Escrow Agent for the
limited purposes herein set forth.

      IN WITNESS WHEREOF, the parties have duly executed this Agreement as of
the date first above written.

                        "COMPANY"

                        CNL RETIREMENT PROPERTIES, INC.

                        By:      __________________________________
                                 JAMES M. SENEFF, JR.,
                                 Chairman of the Board and Chief Executive
                                 Officer

                        "MANAGING DEALER"

                        CNL SECURITIES CORP.

Attest:____________     By:      ___________________________________
                                 ROBERT A. BOURNE, President

                        "ESCROW AGENT"

                        SOUTHTRUST BANK

Attest:____________     By:      ___________________________________
                        Name:    ___________________________________
                        Title:   ___________________________________

                                      -4-

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