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645 S Orleans, 
Orleans, MA 02653

$3,950,000


7

Beds


7

Baths


3,549

Sq Ft


Single Family

Active

Listed by

Guthrie Schofield Group

Alfred Schofield

Berkshire Hathaway HomeServices Robert Paul Properties

508-945-5553

Last updated:

May 16, 2025, 10:28 AM

MLS#

73373131

Source:

MLSPIN

About This Home

645 S Orleans

For the first time in generations, this extraordinary Pleasant Bay compound—featuring the iconic "Topside" main residence and the charming two-bedroom "Boathouse"—is offered as a rare legacy estate. With a deep-water dock, moorings, and direct bay access, it delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation. Both homes enjoy 270-degree views across the water to Eastward Ho, the Chatham Yacht Club, and the Atlantic beyond. "Topside" offers 5 bedrooms and 4.5 baths with timeless coastal charm and inviting gathering spaces. The "Boathouse," perched just above the shoreline, features 2 bedrooms, 1 bath, and a private deck for quiet moments by the sea. A secluded garden patio and broad waterfront lawn complete the experience. With strong rental history and exceptional potential for personalization or expansion, this lifestyle property invites multigenerational enjoyment, investment, or retreat—an iconic opportunity in one of Cape Cod’s most storied settings.

Home Facts

Single Family

7 Baths

7 Bedrooms

Built in 1930

Price Summary

3,950,000

$1,112 per Sq. Ft.

MLS #:

73373131

Last Updated:

May 16, 2025, 10:28 AM


Rooms & Interior

Bedrooms

Total Bedrooms:

7

Bathrooms

Total Bathrooms:

7

Full Bathrooms:

6

Interior

Living Area:

3,549 Sq. Ft.


Structure

Structure

Architectural Style:

Antique

Building Area:

3,549 Sq. Ft.

Year Built:

1930


Lot

Lot Size (Sq. Ft):

10,890


Finances & Disclosures

Finances

Price:

$3,950,000

Price per Sq. Ft:

$1,112 per Sq. Ft.

Source:MLSPIN
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein.

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