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645 S Orleans Road

Orleans, MA 02653
  • $3,950,000
  • STATUS: Active
  • ON SITE: 36 Days
  • MLS #: 22502226
UPDATED: 73 min ago
$3,950,000
  • 7
    BEDS
  • 0.25
    ACRES
  • 6
    BATHS
  • 1
    1/2 BATHS
  • 3,548
    SQFT
  • $1,113
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1945
County:
Area:

School Ratings & Info

School District:

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 waterfront estate. 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 potential. Both homes enjoy sweeping 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 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 immense 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 waterfront settings.

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Cape Cod & Islands MLS logo © 2025 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or Cape Cod Real Estate Group. Data last updated: 2025-06-18T16:25:26.217.
www.capecodrealestategroup.com/homes/163714171
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645 S Orleans Road Orleans, MA 02653

  • Price: $3,950,000
  • Status: Active
  • On Site: 36 Days
  • Updated: 73 min ago
  • MLS #: 22502226
7
Beds
6
Baths
1
½ Baths
0.25
Acres
3,548
SQFT
$1,113
$/SQFT
1945
Built
Neighborhood:
Orleans
County:
Barnstable
Area:
Orleans
School District:
Nauset
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 waterfront estate. 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 potential. Both homes enjoy sweeping 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 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 immense 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 waterfront settings.
Exterior Features

Dock Yes Exterior Features Garden Foundation Details Block Pool Private No Road Frontage Type Public Roof Asphalt Water Access Type Private Water Body Type Salt Water Front Yes Water View Yes

Interior Features

Appliances Electric Water Heater Basement Yes Basement1 Bulkhead AccessPartialCrawl Space Cooling False Cooling Features None Fireplace Features Wood Burning Fireplace YN No Flooring WoodTile Garage No Heating Yes Heating Features Hot Water Rooms Total 12

Property Features

Association No Flood Insurance Required Yes: verify w/insurance agent Flood Zone VE Improvement Assessments 885600 Land Assessments 631000 Land Lease No Lead Paint Unknown New Construction No Nitrogen Sensitive Area Yes Other Assessments 120500 Property Attached No Property Sub Type Single Family Residence Road Surface Type Paved Sewer Private Sewer Special List Conditions None Tax Annual Amount 10215 Tax Assessed Value 1637100 Tax Book Number 33292 Tax Year 2025 Warranty Available False Water Body Name Little Pleasant Bay Waterview Type Bay/Harbor Year Built Description Approximate Year Round Yes Zoning R

Cape Cod & Islands MLS logo Listing information © 2025 Cape Cod & Islands Multiple Listing Service, Inc.
Listing provided courtesy of Guthrie Schofield Group of Berkshire Hathaway HomeServices Robert Paul Properties:


Cape Cod & Islands MLS logo © 2025 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or Cape Cod Real Estate Group. Data last updated: 2025-06-18T16:25:26.217.
 
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Centerville MA, 02632