645 S Orleans
$3,950,000
7
Beds
6/1
Baths
3,549
Sqft
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$3,950,000
7
Beds
6/1
Baths
3,549
Living Area
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Property Description
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.
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Highlights
- Cooling: Window Unit(s)
- Heating: Baseboard
- Property Class: Residential
- Style: Antique
- Year Built: 1930
- Has View: Yes
- Parking Spots: 4
- Property Type: Single Family Residence
- Total Rooms: 12
- Status: Active
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Additional Details
- Fireplaces: 2
- SqFt Source: Public Record
- Year Built Details: Approximate
- Zoning: 96-23-0
- Foundation: Block
- View: Scenic View(s)
- Year Built Source: Public Records
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Amenities
- Waerfront: Yes
- Waterfront Features: Waterfront, Beach Front, 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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Utilities
- Sewer: Private Sewer
- Water Source: Public
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Fees / Taxes
- Assessed Value: $1,552,300
- Taxes: $9,500
- Tax Year: 2024
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Content © 2025 MLS Property Information Network, Inc. The information in this listing was gathered from third party resources including the seller and public records.
Listing information provided courtesy of Berkshire Hathaway HomeServices Robert Paul Properties.
MLS Property Information Network, Inc. and its subscribers disclaim any and all representations or warranties as to the accuracy of this information.