645 S Orleans Road new Save Request In-Person Tour Request Virtual Tour
Orleans,MA 02653
Key Details
Property Type Single Family Home
Sub Type Single Family Residence
Listing Status Active
Purchase Type For Sale
Square Footage 3,548 sqft
Price per Sqft $1,113
MLS Listing ID 22502226
Bedrooms 7
Full Baths 6
Half Baths 1
HOA Y/N No
Abv Grd Liv Area 3,548
Originating Board Cape Cod & Islands API
Year Built 1945
Annual Tax Amount $10,215
Tax Year 2025
Lot Size 10,890 Sqft
Acres 0.25
Property Sub-Type Single Family Residence
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.
Location
State MA
County Barnstable
Zoning R
Direction Use GPS - On South Orleans Road, property is on the right. Main house is on the right of property, boathouse to left.
Body of Water Little Pleasant Bay
Rooms
Basement Bulkhead Access,Partial,Crawl Space
Interior
Heating Hot Water
Cooling None
Flooring Wood,Tile
Fireplaces Type Wood Burning
Fireplace No
Appliance Electric Water Heater
Exterior
Exterior Feature Garden
View Y/N Yes
Water Access Desc Bay/Harbor
View Bay/Harbor
Roof Type Asphalt
Street Surface Paved
Garage No
Private Pool No
Building
Faces Use GPS - On South Orleans Road, property is on the right. Main house is on the right of property, boathouse to left.
Story 2
Foundation Block
Sewer Private Sewer
Level or Stories 2
New Construction No
Schools
Elementary Schools Nauset
Middle Schools Nauset
High Schools Nauset
School District Nauset
Others
Tax ID 96230
Special Listing Condition None