New Listing - 03/16/2026
22 Winslow Drive, Orleans, MA, 02653
11 rooms
5 beds
5 Full baths
1968
Cape Cod
4,091 sqft
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.
Status:
Active
Type:
Single-family residential
Laundry Remarks:
Laundry Room, First Floor
Zoning:
R
Garage:
2-car
Cooling:
Central Air
Basement:
Bulkhead Access, Interior Entry, Full
Levels:
2
Parking:
6-car
Acreage:
0.8
Est. Taxes:
$9,487
Assessment
$1,520,300
Construction
Clapboard
Waterfront:
Yes
School District:
Nauset
Days on Market:
11
Special Listing Condition:
Other - See Remarks
Appliances:
Dishwasher, Washer, Refrigerator, Electric Range, Electric Dryer, Electric Water Heater
MLS #:
22600770
Community Info
School Info
Walk Score
Mass Transit
Yelp
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Listing courtesy of Whitaker Group Cape Cod, Gibson Sotheby's International Realty 508-237-8038