22 Winslow Drive, Orleans, MA 02653 (MLS # 73489022)

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PRICE $2,300,000 dsIDX morgage calculator
BEDS 5
BATHS 5
HOME SIZE 4,091 sqft
LOT SIZE 34,848 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.

LAST UPDATED 3/19/2026 YEAR BUILT 1968
GARAGE SPACES 2.0 COUNTY Barnstable
STATUS Active PROPERTY TYPE(S) Single Family


ADDITIONAL DETAILS
AIR Central Air, Heat Pump
AIR CONDITIONING Yes
BASEMENT Full, Interior Entry, Yes
FIREPLACE Yes
GARAGE Yes
HEAT Electric, Forced Air, Heat Pump
LOT 0.8 acre(s)
LOT DESCRIPTION Sloped
PARKING Detached
SEWER Private Sewer
STYLE Cape Cod
TAXES 9487
VIEW Yes
VIEW DESCRIPTION Pond, Water
WATER Public, Private
WATERFRONT Yes
WATERFRONT DESCRIPTION Waterfront, Pond
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Listing provided by Whitaker Group Cape Cod, Gibson Sotheby's International Realty
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