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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.

More Info

Basic Information

  • Bedrooms5
  • Mls StatusActive
  • Bathroom5
  • Lot Features Sloped
  • Parcel Number M:092.0 B:0006 L:0000.0,2365770

Tax Information

  • Tax Assessed Value $1,520,300
  • Tax Year 2025
  • Taxes$9,487

Parking

  • Parking Spaces8
  • Covered Spaces 2
  • Garage YN Yes
  • Parking Features Detached

Rooms

  • Bathrooms Total Decimal 5
  • Full Bath5

Basic Information

  • List Price$2,300,000
  • MLS Number73489022
  • Modification Date05/28/2026
  • Property SubTypeSingle Family Residence

Location

  • Address22 Winslow Drive
  • Building Number22
  • CountyBarnstable
  • StateMA
  • StreetWinslow Drive
  • TownOrleans
  • Zip02653

Building

  • BasementFull, Interior Entry, Bulkhead
  • Building Area Units Square Feet
  • FireplaceYes
  • Fireplaces Total 3
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Property StyleCape
  • Rooms11
  • Year Built1968
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage0.8

Utilities

  • Cooling Central Air, Heat Pump
  • Cooling YN Yes
  • Heat SystemYes
  • Heating Forced Air, Heat Pump, Electric
  • Sewer Private Sewer
  • Water Source Public, Private

Property Information

  • Square Feet4,091
  • Building Area Source Public Records
  • Living Area 4,091
  • Lot Size Square Feet 34,848
  • Lot Size Units Acres

Water Body

  • Miles to Beach1
  • WaterfrontYes
  • Waterfront Features Waterfront, Pond,1/2 to 1 Mile To Beach

Other

  • Date Listed03/19/2026
  • Farm Land Area Units Square Feet

Map Location

Driving Directions

Listed by Whitaker Group Cape Cod of Gibson Sotheby's International Realty

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