22 Winslow Drive, Orleans, MA 02653
Local realty services provided by:Better Homes and Gardens Real Estate The Shanahan Group
Listed by: whitaker group cape cod
Office: gibson sotheby's international realty
MLS#:22600770
Source:CAPECOD
Price summary
- Price:$2,150,000
- Price per sq. ft.:$525.54
About this home
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....
Contact an agent
Home facts
- Year built:1968
- Listing ID #:22600770
- Added:110 day(s) ago
- Updated:July 06, 2026 at 03:24 PM
Rooms and interior
- Bedrooms:5
- Total bathrooms:5
- Rooms Total:11
- Basement Description:Bulkhead Access, Full, Interior Access
- Living area:4,091 sq. ft.
Heating and cooling
- Cooling:Central Air
- Heating:Forced Air
Structure and exterior
- Year built:1968
- Building area:4,091 sq. ft.
- Lot area:0.8 Acres
- Construction Materials:Clapboard
- Exterior Features:Outdoor Shower
Finances and disclosures
- Price:$2,150,000
- Price per sq. ft.:$525.54
- Tax amount:$9,487
Features and amenities
- Amenities:Recessed Lighting
Parking
- Parking description:Detached, Driveway, Garage Door Opener, Paved
- Garage spaces:2
New listings near 22 Winslow Drive
- New
$949,000Active3 beds 3 baths1,165 sq. ft.189 Main Street #UNIT 189, Orleans, MA 02653
MLS# 22603079Listed by: JACK CONWAY & CO INC - New
$238,177Active2 beds 2 baths1,168 sq. ft.18 West Rd #309, Orleans, MA 02653
MLS# 73544414Listed by: CHAPA Portfolio Realty LLC - New
$1,549,000Active4 beds 3 baths3,036 sq. ft.9 Packet Landing, Orleans, MA 02653
MLS# 22603250Listed by: ORLEANS VILLAGE PROPERTIES, LLC - New
$449,900Active2 beds 2 baths1,262 sq. ft.18 West Road #UNIT 303, Orleans, MA 02653
MLS# 22603219Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY - New
$999,000Active2 beds 4 baths1,888 sq. ft.181 Rock Harbor Road, Orleans, MA 02653
MLS# 22603213Listed by: COMPASS MASSACHUSETTS, LLC - New
$1,595,000Active3 beds 3 baths2,432 sq. ft.3 Baywood Drive, Orleans, MA 02653
MLS# 22603208Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$2,500,000Active4 beds 3 baths2,544 sq. ft.27 S Orleans Road, Orleans, MA 02653
MLS# 22603023Listed by: GIBSON SOTHEBY'S INTERNATIONAL REALTY
$3,250,000Active5 beds 5 baths4,064 sq. ft.58 Keziahs Lane, Orleans, MA 02653
MLS# 22602888Listed by: CHRISTIE'S INT'L RE ATLANTIC BROKERAGE
$1,049,000Active3 beds 2 baths1,478 sq. ft.507 S Orleans Road, Orleans, MA 02653
MLS# 22602994Listed by: COMPASS
$4,500,000Active4 beds 5 baths3,556 sq. ft.22 Blake Lane, Orleans, MA 02653
MLS# 22602956Listed by: BERKSHIRE HATHAWAY HOMESERVICES ROBERT PAUL PROPERTIES