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Sold

$2,000,000on September 8, 2026

Listed at $2,150,000 · -7.0% vs list

$2,150,000

Sold

22 Winslow Drive

Orleans, MA, 02653

Single Family · MLS #73489022

Sold $/sqft

$489

Sold in

109 days

Year built

1968

Lot size

0.80 ac

5

Beds

5 full

Baths

4,091 sq ft

Sq Ft

0.80 acres

Lot

1968

Year Built

2 car

Garage

Taxes: $9,487 (2025)

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.

Price history

  1. Listed

    May 21, 2026 · 3 mo ago

    $2,300,000

  2. Price reduced

    Jun 13, 2026 · 3 mo ago

    $2,150,000

    Price upon request (-6.5%)

  3. Sold

    Sep 8, 2026 · 6 days ago

    $2,000,000

    Price upon request (-7.0%)

Location

22 Winslow Drive, Orleans, MA, 02653

Property details

Sewer
On-Site
Style
Cape
Water
City/Town Water, Private Water
Cooling
Central Air, Heat Pump
Heating
Forced Air, Gas, Electric
Type
Detached
Waterfront
Pond
Garage
Detached
Lot
Sloping
Basement
Full, Interior Access, Bulkhead
Waterview Features
Pond

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

This home has sold

Sold for $2,000,000on September 8, 2026

-7.0% vs list

Showings aren't available for this property, but Antonio Illas can find you homes like this one in Orleans that are still on the market.

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