Skip To Content

22 Winslow Drive

Orleans, MA 02653
  • $2,300,000
  • STATUS: Active
  • ON SITE: 22 Days
  • MLS #: 22600770
UPDATED: 76 min ago
$2,300,000
  • 5
    BEDS
  • 0.8
    ACRES
  • 5
    BATHS
  • 0
    1/2 BATHS
  • 4,091
    SQFT
  • $562
    $/SQFT
Neighborhood:
Type:
Single-Family Home
Built:
1968
County:
Area:

School Ratings & Info

School District:

Description

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.

Monthly Payment Calculator



Cape Cod & Islands MLS logo © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or Rand Atlantic Cape Cod Realty. Data last updated: 2026-04-10T23:25:21.737.
www.randatlantic.com/homes/174242754
Print Image

22 Winslow Drive Orleans, MA 02653

  • Price: $2,300,000
  • Status: Active
  • On Site: 22 Days
  • Updated: 76 min ago
  • MLS #: 22600770
5
Beds
5
Baths
0
½ Baths
0.8
Acres
4,091
SQFT
$562
$/SQFT
1968
Built
Neighborhood:
Orleans
County:
Barnstable
Area:
Orleans
School District:
Nauset
Property Description
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.
Exterior Features

Architectural Style Cape Cod Carport No Construction Materials Clapboard Dock No Exterior Features Outdoor Shower Foundation Details Poured Open Parking Yes Parking Total 6 Patio And Porch Features Deck Pool Private No Road Frontage Type Public Roof AsphaltPitched Separate Living Quarters Description AttachedSecond Floor Water Access Type Private Water Body Type Fresh Water Front Yes Water View Yes

Interior Features

Appliances DishwasherWasherRefrigeratorElectric RangeElectric DryerElectric Water Heater Attached Garage No Basement Yes Basement1 Bulkhead AccessInterior EntryFull Cooling True Cooling Features Central Air Fireplace Features Wood Burning Fireplace YN Yes Fireplaces Total 3 Flooring Wood Garage Yes Heating Yes Interior Features Recessed Lighting Kitchen Dining Combo No Laundry Features Laundry RoomFirst Floor Master Bedroom Level First Rooms Total 11 Window Features Bay/Bow Windows

Property Features

Association No Elevation Certificate No Flood Insurance Required No Flood Zone X Improvement Assessments 1024200 Land Assessments 496100 Land Lease No Lead Paint Unknown Miles From Beach .5 - 1 New Construction No Nitrogen Sensitive Area Yes Other Assessments 0 Property Attached No Property Sub Type Single Family Residence Road Surface Type Paved Sewer Septic Tank Special List Conditions Other - See Remarks Tax Annual Amount 9487 Tax Assessed Value 1520300 Tax Year 2025 Warranty Available False Water Body Name Uncle Seth's Pond Water Source Well Waterview Type Lake/Pond Year Built Description Updated/RemodeledActual Year Built Effective 2017 Year Round Yes Zoning R

Cape Cod & Islands MLS logo Listing information © 2026 Cape Cod & Islands Multiple Listing Service, Inc.
Listing provided courtesy of Whitaker Group Cape Cod of Gibson Sotheby's International Realty: 508-237-8038


Cape Cod & Islands MLS logo © 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved. IDX information is provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information is deemed reliable but is not guaranteed accurate by the MLS or Rand Atlantic Cape Cod Realty. Data last updated: 2026-04-10T23:25:21.737.
 
https://bt-photos.global.ssl.fastly.net/capecod/1280_boomver_1_22600770-2.jpg https://bt-photos.global.ssl.fastly.net/capecod/1280_boomver_1_22600770-2.jpg https://bt-photos.global.ssl.fastly.net/capecod/1280_boomver_1_22600770-2.jpg
Logo
Rand Atlantic Cape Cod Realty
229 Old Main Road
North Falmouth MA, 02556