645 S Orleans Road, Orleans, MA 02653
645 S Orleans Road, Orleans, MA 02653
645 S Orleans Road, Orleans, MA 02653
645 S Orleans Road, Orleans, MA 02653
645 S Orleans Road, Orleans, MA 02653
645 S Orleans Road, Orleans, MA 02653
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Ann Atamian

Ann Atamian

+1(774) 249-8718
$ 2,700,000
Est. payment | /mo

7 Beds

7 Baths

3,548 SqFt

Save
$ 2,700,000
Est. payment | /mo
Save

7 Beds

7 Baths

3,548 SqFt

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 $760

MLS Listing ID 22502226

Bedrooms 7

Full Baths 6

Half Baths 1

HOA Y/N No

Abv Grd Liv Area 3,548

Year Built 1945

Annual Tax Amount $10,740

Tax Year 2026

Lot Size 10,890 Sqft

Acres 0.25

Property Sub-Type Single Family Residence

Source Cape Cod & Islands API

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!

Location

State MA

County Barnstable

Area Orleans

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, Salt

Rooms

Basement Partial

Interior

Heating Oil

Cooling None

Flooring Wood, Tile

Appliance Water Heater

Exterior

Exterior Feature Garden

Waterfront Description Waterview,Waterfront,Bay/Harbor

View Y/N No

Roof Type Asphalt

Garage 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

Water Public

Level or Stories 2

Structure Type Vinyl Siding

Others

Tax ID 96-23-0

Special Listing Condition None

Cape Cod & Islands MLS (CCIMLS)
Listed by Berkshire Hathaway HomeServices Robert Paul Properties

Nearby Locations

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Ann Atamian
Ann Atamian

Consultant - Global Advisor | Lic# 9035666

+1(774) 249-8718

544 Boston Post Road, Weston, MA 02493

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645 S Orleans Road