$2,300,000
5 Bed
5 Bath
4,091 Sqft Building
34,848 Sqft Lot

22 Winslow Drive, Orleans, Massachusetts 02653

  • Residential Property Type
  • 562.21 Price/Sqft
  • 6 Cars Garage
  • 1968 Year Built

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.

Basic Details

CCIMLS
$2,300,000
$9,487
2025
Residential
For Sale
5
5
5
11
1968
4,091 Sqft
34,848 Sqft
Active
Single Family Residence
22600770
Gibson Sotheby's International Realty
Whitaker Group Cape Cod

Features

: Central Air
: Full, Interior Entry, Bulkhead Access
: Deck
: 6
: Dishwasher, Refrigerator, Washer, Electric Range, Electric Water Heater, Electric Dryer
: Outdoor Shower
: Wood Burning
3
: Wood
2
: Recessed Lighting
: Laundry Room, First Floor
: Asphalt, Pitched
: Dining Room
: Built-in Features, Cathedral Ceiling(s), Beamed Ceilings
: Private Full Bath
: Septic Tank
Yes
Lake/Pond
.5 - 1

Additional Information

: Cape Cod
: Clapboard
: Poured
: Actual, Updated/remodeled
: Public
: Other - See Remarks
: Well
R
No
20
04/08/2026

Address Map

22 Winslow Drive
MA
Barnstable
Orleans
Orleans
02653
0
W70° 0' 13.6''
N41° 44' 13.5''
South Orleans Rd to Winslow Dr. house is on the right.
Property