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22 Winslow Drive Orleans, MA $ 2,300,000
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22 Winslow Drive
$ 2,300,000
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22 Winslow Drive

Orleans, MA, 02653
$ 2,300,000
Bedrooms5 Baths5.0 Sq 4,091

Monthly Estimate*

$ 14,161

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Single Family Home for sale in Orleans, MA

for $2,300,000 with 5 bedrooms and 5 full baths. This 4,091 square foot home was built in 1968 on a lot size of 0.8.

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.

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Single Family Active

Price

$ 2,300,000

Bedrooms

5

Full Bath

5

Property Type

Single Family

Taxes

$ 9,487

Style

Cape Cod

Lot Size

0.8

Year Built

1968

Town/City

Orleans

County/Region

Barnstable

MLS | Web ID

22600770
Features
General
Sewer Septic Tank
Cooling Central Air
Roof Asphalt Pitched
Appliances Dishwasher Washer Refrigerator Electric Range Electric Dryer Electric Water Heater
Zoning R
Garage Spaces 2
Patio/Porch Features Deck
Architectural Style Cape Cod
Construction Materials Clapboard
Year Built 1968
Stories Count 2
Township Orleans
Property Subtype Single Family Residence
Tax Year 2025
County Barnstable
New Construction false
Property Type Residential
HOA false
Attached Garage false
Garage Y/N true
Total Rooms 11
Full Baths 5
Status Active
Directions South Orleans Rd to Winslow Dr. house is on the right.
City Orleans
Body of Water Uncle Seth's Pond
High School District Nauset
MLS Area South Orleans
Lot Size Units Acres
Lot Size Square Feet 34848
Carport Y/N false
Property Attached Y/N false
Land Lease Y/N false
Tax Annual Amount 9487
Showing Instructions No Showings until Open House Sat. March 21st 11-1 Call or text Jen at 508-237-8038 or Thomas at 603-801-9311
Home Warranty Y/N false
Property Condition Updated/Remodeled Actual
Building Area Units Square Feet
Primary Bedroom Level First
Living Area Units Square Feet
Standard Status Active
Middle/Junior School District Nauset
Elementary School District Nauset
Tax Assessed Value 1520300
Waterview Y/N Lake/Pond
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Interior
Interior Amenities Recessed Lighting
Basement Bulkhead Access Interior Entry Full
Flooring Wood
Total Fireplaces 3
Fireplace Features Wood Burning
Kitchen Level First
Air Conditioning Y/N true
Heating Y/N true
Window Features Bay/Bow Windows
Fireplace Y/N true
Half Baths 0
Laundry Features Laundry Room First Floor
Total Bedrooms 5
Living Room Level First
Below Grade Finished Area Unit Type Square Feet
Kitchen Features Kitchen Kitchen Island
Total Baths 5
Primary Bathroom Features Private Full Bath
Living Room Features Cathedral Ceiling(s) Beamed Ceilings Built-in Features
Bedroom 4 Features Bedroom 4
Bedroom 3 Features Bedroom 3
Bedroom 2 Features Bedroom 2
Dining Room Features Dining Room
Dining Room Level First
Bedroom 4 Level Second
Bedroom 3 Level Second
Second Bedroom Level First
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Exterior
Exterior Amenities Outdoor Shower
Water Source Well
Total Parking 6
Lot Size Area 0.8
Foundation Details Poured
Building Area Total 4091
Lot Size Acres 0.8
Road Surface Type Paved
Lot Size Source Field Card
Waterfront Y/N true
Road Frontage Type Public
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* Excluded Features
List By
Whitaker Group Cape Cod

Listing Agent

Gibson Sotheby's International Realty

Broker

Jen.Whitaker@gibsonsir.com

Email

Affordability Calculator

$14,952
Per Month
95%
5%
0%
Monthly Principal & Interest
$14,161
Monthly Property Taxes
$791
Monthly Home Insurance
--
Default based on a 30-year fixed rate of 6.25% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.
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Nearby
4810756 Elementary School
4810759 Middle School
Unknown High School High School
See complete school information
Pricing History
DatePricePrice ChangeDescription
3/19/2026$2,300,000 Listed Price

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22 Winslow Drive, Orleans, MA, 02653 is a Single Family Home for sale at $2,300,000 with 4,091 sqft and a lot size of 0.8. 22 Winslow Drive has 5 bedrooms, 5.0 baths, and was built in 1968. The property's zip code is 02653 which is in Orleans, MA

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