645 S Orleans, Orleans, MA 02653

$2,700,000
7
BD
7
BA
3,549
SqFt

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List Price
$2,700,000
Status
ACTIVE
MLS#
73373131
Price Change
▼ $795,000 1769904152
Year Built
1930
Style
Antique
Bedrooms
7
Bathrooms
7
Acres
0.25
Living Area
3,549

Property Description

For the first time in generations, this landmark Pleasant Bay compound—anchored by the iconic "Topside" main residence and the charming two-bedroom "Boathouse"—is offered as a rare, generational waterfront estate, a site long cherished by those who have called it home. With a deep-water dock, moorings, and direct access to the bay, the property delivers a front-row seat to the rhythms of Pleasant Bay and boundless recreation. Both homes enjoy sweeping 270-degree views across the water to Eastward Ho, the Chatham Yacht Club, and the Atlantic beyond. Thoughtfully sited by its original architect to capture the light and water at every turn, "Topside" offers 5 bedrooms and 4.5 baths with timeless coastal character and spaces designed for gathering, while the "Boathouse" sits just above the shoreline, featuring 2 bedrooms, 1 bathroom, and its own deck for quiet moments by the sea. A secluded garden patio and broad waterfront lawn offer a blend of intimacy and scale. With a strong rental history and potential for expansion or personalization, this is a lifestyle property that invites multigenerational living, savvy investment, or a private retreat. A once-in-a-lifetime opportunity to own one of Cape Cod's most storied, landmark waterfront settings.

Additional Information

Taxes
$10,740
Lot Size
10,890
Heating
Baseboard
Cooling System Type
Window Unit(s)
Sewer
Private Sewer
Water Source
Public
Fireplaces
2
Parking Spaces
4

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Listing courtesy of Listing Agent: Guthrie Schofield Group from Listing Office: .

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