22 Winslow Drive, Orleans, MA 02653

Local realty services provided by:CENTURY 21 North East
22 Winslow Drive,Orleans, MA 02653
$2,150,000
  • 5 Beds
  • 5 Baths
  • 4,091 sq. ft.
  • Single family
  • Active
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

CENTURY 21 Fine Homes & Estates
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...

Contact an agent

contact an agent

Yes, I would like more information. Please use and/or share my information with an independent agent affiliated with the CENTURY 21®  brand to contact me about my real estate needs. By clicking Send message, I request to be contacted by phone or text message and consent to being contacted by automated means. I understand that my consent to receive calls or texts is not a condition of purchasing any property, goods, or services. Alternatively, I understand that I can access real estate services by email or I can contact the agent myself.

If an independent agent affiliated with the CENTURY 21®  brand is not available in the area where I need assistance, I agree to be contacted by a real estate agent affiliated with another brand owned or licensed by Anywhere Real Estate (BHGRE® , Coldwell Banker® , Corcoran® , ERA® , Sotheby's International Realty® ).
 I acknowledge that I have read and agree to theTerms of useandPrivacy notice

Home facts

  • Year built:1968
  • Listing ID #:22600770
  • Added:90 day(s) ago
  • Updated:June 17, 2026 at 02:48 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
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 CENTURY 21 North East 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. CAPECOD Member Broker: Jim D’Amico