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55 Winterset Drive$2,390,000For Sale

$2,390,000
For Sale
NEXT
Spectacular four bedroom home set on almost 2 acres in sought-after Great Hill Estates.With deeded rights to private 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, 4 fireplaces, open floor plan & wraparound deck with elevated views of the expansive property all perfect for entertaining and large family gatherings. The 1st floor has two large family rooms w/ soaring ceilings and floor to ceiling fireplaces, kitchen with granite and island open to a dining area, a primary suite with en-suite bath and laundry and a half bath. Upstairs is a second primary suite w/ fireplace and sitting area, an additional bedroom and a full bath. The walkout lower level has a bedroom, full bath, another washer/dryer and leads to a stone patio with fire pit. Close to Chatham Village, bike path and Chatham beaches. Home is being offered fully furnished if desired.

8/2/2026 9:30AM - 11:00AM EDT

4
beds

4
baths

4,072 Sq.Ft. LIVING AREA

1.94 Acres lot

Features & Amenities

Interior

  • total bedrooms4
  • Total bathrooms4
  • full bathrooms3
  • half bathroom1
  • Laundry room First Floor, Gas Dryer Hookup
  • Flooring Tile, Carpet, Hardwood
  • APPLIANCES Gas Water Heater, Oven, Dishwasher, Microwave, Range, Refrigerator, Washer, Dryer, Washer/Dryer
  • other interior Features Bathroom

Area & Lot

  • Status For Sale
  • OPEN HOUSE

    8/2/2026 9:30AM - 11:00AM EDT

  • Living Area4,072 Sq.Ft.
  • Total Area4,072 Sq.Ft.
  • Lot Area1.94 Acres
  • MLS® ID73548377
  • TypeResidential
  • YEAR BUILT1970
  • Architecture StylesCape, Contemporary
  • Water FrontageLake/Pond, 0 to 1/10 Mile To Beach, Beach Ownership(Private)
  • Elementary SchoolChatham
  • Middle SchoolChatham
  • High SchoolMonomoy

Exterior

  • Garage Space2.0
  • water SourcePublic
  • utilitiesfor Gas Range, for Gas Dryer, Outdoor Gas Grill Hookup
  • roofShingle
  • lot featuresCorner Lot
  • parkingAttached, Under, Garage Door Opener, Garage Faces Side, Paved Drive, Off Street
  • HEAT TYPEBaseboard, Natural Gas
  • AIR CONDITIONINGCentral Air, Ductless
  • sewerPrivate Sewer
  • SubstructureConcrete Perimeter
  • security FeaturesSecurity System
  • other exterior FeaturesDeck, Patio, Professional Landscaping, Outdoor Gas Grill Hookup

Financial

  • Sales Price$2,390,000
  • Real Estate Tax $5,655/yr
  • HOA $75/yr
  • Zoning res
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