Homes for sale - 645 S Orleans, Orleans, MA 02653

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Matt Quinlan

qrealtorma@gmail.com +1(978) 827-8268

$3,950,000

Est. payment - /mo

7 Beds

6.5 Baths

3,549 SqFt

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UPDATED:

Key Details

Property Type Single Family Home

Sub Type Single Family Residence

Listing Status Active

Purchase Type For Sale

Square Footage 3,549 sqft

Price per Sqft $1,112

MLS Listing ID 73373131

Style Antique

Bedrooms 7

Full Baths 6

Half Baths 1

HOA Y/N false

Year Built 1930

Annual Tax Amount $9,500

Tax Year 2024

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 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.

Location

State MA

County Barnstable

Zoning 96-23-0

Direction On S Orleans Road, heading North, turn right. Main House is on the right of driveway.

Interior

Heating Baseboard

Cooling Window Unit(s)

Fireplaces Number 2

Exterior

Waterfront Description 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

View Y/N Yes

View Scenic View(s)

Total Parking Spaces 4

Garage No

Building

Foundation Block

Sewer Private Sewer

Water Public

Architectural Style Antique

Others

Senior Community false

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Listed by Berkshire Hathaway HomeServices Robert Paul Properties

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Matt Quinlan

+1(978) 827-8268

Broker | License ID: 9518707

Broker License ID: 9518707

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645 S Orleans Orleans, MA 02653

Matt Quinlan

Key Details

Location

Interior

Exterior

Building

Others

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