55 Winterset Drive, Chatham, MA 02633

Chatham
Local realty services provided by:Metropolitan Homes
55 Winterset Drive,Chatham, MA 02633
$2,295,000
Virtual Tour
  • 4 Beds
  • 4 Baths
  • 4,072 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sat, Oct 24
    10:30 am - 12:00 pm
Listed by: janet stuart
Office: coldwell banker realty - concord
MLS#:73548377
Source:MLSPIN

Price summary

  • Price:$2,295,000
  • Price per sq. ft.:$563.61
  • Monthly HOA dues:$6.25

About this home

Renovated and expanded Contemporary Cape at the end of a cul-de-sac on just under two acres allows for a unique amount of privacy while being less than a five minute drive to Chatham Village, Chatham Lighthouse, the Chatham Bars Inn and all that Chatham has to offer. As part of Great Hill Estates, this home has deeded rights to Lover's Lake for swimming, kayaking and canoeing. This home offers large open spaces perfect for entertaining and large gatherings. The first floor has a family room with vaulted beamed ceiling and wood burning fireplace open to a kitchen with large island and dining area, another large living room with gas fireplace open to a wraparound deck for grilling, dining and enjoying the views of nature looking out over the property. Enjoy a first floor primary with ensuite bathroom including laundry and a half bath. Upstairs are two more bedrooms, one as a second primary bedroom with sitting area and fireplace, another bedroom, and a full bath. The lower level has a...

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Home facts

  • Year built:1970
  • Listing ID #:73548377
  • Updated:October 24, 2026 at 05:55 PM

Rooms and interior

  • Bedrooms:4
  • Total bathrooms:4
  • Full bathrooms:3
  • Half bathrooms:1
  • Rooms Total:8
  • Flooring:Carpet, Hardwood, Tile
  • Dining Description:Exterior Access, French Doors, Hardwood, Lighting - Sconce, Open Floorplan, Recessed Lighting
  • Bathrooms Description:Bathroom
  • Kitchen Description:Countertops - Stone/Granite/Solid, Deck - Exterior, Dishwasher, Exterior Access, Flooring - Hardwood, Kitchen Island, Microwave, Open Floorplan, Oven, Range, Recessed Lighting, Refrigerator, Window(s) - Picture
  • Basement Description:Finished, Full, Garage Access, Interior Entry, Walk-Out Access
  • Living area:4,072 sq. ft.

Heating and cooling

  • Cooling:6 Cooling Zones, Central Air, Ductless
  • Heating:Baseboard, Natural Gas
  • Central air:Yes

Structure and exterior

  • Roof:Shingle
  • Year built:1970
  • Building area:4,072 sq. ft.
  • Lot area:1.94 Acres
  • Lot Features:Corner Lot
  • Architectural Style:Cape, Contemporary
  • Construction Materials:Frame
  • Exterior Features:Deck, Patio, Professional Landscaping
  • Foundation Description:Concrete Perimeter

Schools

  • High school:Monomoy
  • Middle school:Chatham
  • Elementary school:Chatham

Utilities

  • Water:Public
  • Sewer:Private Sewer

Finances and disclosures

  • Price:$2,295,000
  • Price per sq. ft.:$563.61
  • Tax amount:$5,655 (2026)

Features and amenities

  • Appliances:Dishwasher, Dryer, Microwave, Range, Refrigerator, Washer, Washer/Dryer
  • Laundry features:Dryer, First Floor, Gas Dryer Hookup, Washer, Washer/Dryer
  • Amenities:Gas Water Heater

Parking

  • Total parking spaces:10
  • Parking description:Attached, Garage Door Opener, Garage Faces Side, Off Street, Paved Drive, Under
  • Garage:Yes
  • Garage spaces:2
The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information, and the Images, are for the personal, non-commercial use of consumers having a good faith interest in purchasing or leasing listed properties of the type displayed to them and may not be used for any purpose other than to identify prospective properties which such consumers may have a good faith interest in purchasing or leasing. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information, or as to the accuracy of any of the Images, set forth herein. MLSPIN Member Broker: Michael Albano

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