22 Winslow Drive, Orleans, MA 02653

Orleans
Local realty services provided by:Better Homes and Gardens Real Estate The Shanahan Group
22 Winslow Drive,Orleans, MA 02653
$2,150,000
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  • 5 Beds
  • 5 Baths
  • 4,091 sq. ft.
  • Single family
  • Pending
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...

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Home facts

  • Year built:1968
  • Listing ID #:22600770
  • Added:157 day(s) ago
  • Updated:August 23, 2026 at 08:22 AM

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
MLS LogoDisclaimer: All data relating to real estate for sale on this page comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Detailed information about real estate listings held by brokerage firms other than Coldwell Banker Realty include the name of the listing broker. Neither the listing company nor Better Homes and Gardens Real Estate The Shanahan Group shall be responsible for any typographical errors, misinformation, misprints and shall be held totally harmless. The Broker providing this data believes it to be correct, but advises interested parties to confirm any item before relying on it in a purchase decision. Copyright 2026 Cape Cod & Islands Multiple Listing Service, Inc. All rights reserved.

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