55 Winterset Drive, Chatham, MA 02633

Chatham
Local realty services provided by:ERA Hart Sargis-Breen Real Estate
55 Winterset Drive,Chatham, MA 02633
$2,390,000
Virtual Tour
  • 4 Beds
  • 4 Baths
  • 4,072 sq. ft.
  • Single family
  • Active
Upcoming open houses
  • Sun, Sep 06
    10:30 am - 12:00 pm
Listed by: janet stuart
Office: coldwell banker realty - concord
MLS#:73548377
Source:MLSPIN

Price summary

  • Price:$2,390,000
  • Price per sq. ft.:$586.94
  • Monthly HOA dues:$6.25

About this home

Spectacular four bedroom home set on almost two acres in sought-after Great Hill. Enjoy breezy nights and summer days with deeded rights to Lovers Lake perfect for swimming, kayaking and fishing. Located at the end of a quiet cul-de-sac, this home offers privacy and views of nature at every turn. Dramatic cathedral ceilings, four fireplaces, open floor plan and wraparound decks with elevated views of the expansive property, all perfect for entertaining and large family gatherings. The first floor has two large great rooms with soaring beamed ceilings and floor-to-ceiling fireplaces, a large kitchen with granite and island with seating open to a dining area, a primary suite with en-suite full bathroom with washer dryer and lots of closets, and a half bath. Upstairs is a second primary bedroom with walk-in closet, its own fireplace and sitting area, an additional bedroom, and a full bath. The walkout lower level has a bedroom with full windows, a full bath, and another washer/dryer...

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Home facts

  • Year built:1970
  • Subdivision & Development:Great Hill
  • Listing ID #:73548377
  • Updated:September 06, 2026 at 11:02 AM

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:$2,390,000
  • Price per sq. ft.:$586.94
  • 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:14
  • 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.

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