22 Winslow Drive, Orleans, MA

$2,150,000 ~ Waterfront Real Estate « Back to listings page
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22 Winslow Drive, Orleans, MA

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.

22 Winslow Drive, Orleans, MA

Contact Raymond M. Hall, REALTOR®

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22 Winslow Drive, Orleans, MA
STATUS: Active Reduced
Cape Cod MLS # 22600770
VILLAGE: Orleans
STYLE: Single Family Residence
BEDROOMS: 5
BATHS: 5 Full
AGE: 1968
HEAT: YES/
ACRES: 0.8 acres
SQ.FT.: 4091 sqft.
GARAGE: 6 Car
BASEMENT:
General Information:
Water Access: Yes
Waterview: Yes
Waterfront: Yes
Miles to Beach:
Lot Size (SQFT): 34848
Lot Size (Acres): 0.8
Living Area (SQFT): 4091
Lot Description:

Listing Courtest of:
Gibson Sotheby's International Realty
Listing Agent: Whitaker Group Cape Cod (508-237-8038)

Listing provided courtesy of Gibson Sotheby's International Realty

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This site was last updated 06/17/2026. All properties are subject to prior sale, changes, or withdrawal.

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