22 WINSLOW DRIVE, ORLEANS MA, 02653

$2,150,000

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Cape Cod MLS #22600770

Status: Price Change
Year Built: 1968
Total Rooms: 11
Full Bathrooms: 5
Bedrooms: 5
Half Bathrooms: 0
Waterview: Yes
Waterfront: Yes
Lot Size: 0.8 acres
Living Area: 4091 ft2
Price Change: 06/11/2026
Listing Date: 03/19/26 DOM: 117 days
Total Assessment: $1,520,300
Improvements Assessment: $1,520,300
Special Assessment: N/A
Annual Taxes: $9,487
Tax Year: 2025
Land Assessment: 0
Zoning: ********
Lead Paint: N/A
Flood Zone: N/A

22 WINSLOW DRIVE, ORLEANS MA, 02653

Overlooking a tranquil pond, 22 Winslow Drive offers a peaceful setting with a strong sense of privacy. Birds move easily through the surrounding landscape, and the quiet setting creates a calm and natural atmosphere. This gracious Cape Cod home has been cherished by four generations. Thoughtfully expanded over the years while preserving its warmth and character. Inside, more than 4,000 square feet of living space unfolds with a comfortable and natural flow. Hardwood floors, exposed beams, fireplaces, and generous gathering spaces create a welcoming environment for everyday living. A flexible fifth room within the home can be privately sectioned off and features its own exterior entrance, full bathroom, and kitchenette. The home has been carefully maintained and thoughtfully updated, including a generator for year-round living. Finished space above the carriage house provides additional options for work or hobbies. Located just moments from Pleasant Bay. This property offers convenient access to many of the Lower Cape's most loved destinations while maintaining a peaceful residential setting.


General Information:

VILLAGE: Orleans
STYLE: Single Family Residence
HEAT/COOLING: YES/
GARAGE: YES
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Dock: N
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Heating/Cooling: YES/
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Listing Courtest of:
Gibson Sotheby's International Realty
Listing Agent: Whitaker Group Cape Cod (508-237-8038)

22 WINSLOW DRIVE ORLEANS MA 02653 Property Information Last Updated July 14, 2026 at 2:45:14 PM EDT.

 

CCIAOR MLS IDX listing courtesy of Gibson Sotheby's International Realty