645 S Orleans, Orleans, MA 02653

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

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

List Price
$2,700,000
Status
ACTIVE
Days on Market
445
MLS#
73373131
Subtype
Residential
Style
Antique
Year Built
1930
Bedrooms
7
Bathrooms
7
Full Baths
6
Half Baths
1
Living Area
3,549
Lot Size
10,890
Acres
0.25

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
Property Description
Antique
Zoning
96-23-0
Heating
Baseboard
Air Conditioning
Window Unit(s)
Foundation
Block
View
Scenic View(s)
Waterfront
Yes
Waterfront Features
Waterfront, Ocean, Bay, Harbor, Dock/Mooring, Frontage, Deep Water Access, Direct Access, Private, Beach Access, Bay, Harbor, Direct Access, Frontage, 0 to 1/10 Mile To Beach

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