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Exceptional Great Hill Estates retreat being offered fully furnished, set on 1.8 private acres with deeded rights to Lover's Lake for kayaking, swimming, and canoeing just a short foot path away. Located on a scenic corner lot, this 4-bedroom, 3.5-bath home offers peaceful natural surroundings and room to relax both inside and out. A first-floor primary suite features ensuite bath and laundry for convenient single-level living. The heart of the home is a spacious kitchen with a large island, dining area, and adjacent great rooms with vaulted beamed ceilings and fireplaces. A wraparound deck, perfect for outdoor dining, entertaining, or simply enjoying the views. Upstairs are two bedrooms and a full bath, including one bedroom with a fireplace and sitting area that offers a private retreat-like feel. The walk-out lower level features a fourth bedroom, full bath, another laundry area, and direct access to a stone patio with custom seating and gas fire pit. Additional highlights include central ac, hardwood floors, two-car attached garage and new Bosch heating system. Close to Chatham Village, Lighthouse and Hardings beaches, bike path and tennis courts.

More Info

Basic Information

  • Bedrooms4
  • Mls StatusActive
  • Bathroom4
  • Lot Features Corner Lot
  • Parcel Number 2260871

Tax Information

  • Tax Assessed Value $1,540,900
  • Tax Year 2026
  • Taxes$5,655

School Information

  • High School Monomoy
  • Elementary SchoolChatham
  • High SchoolMonomoy Regional
  • Junior HighChatham

Parking

  • Parking Spaces10
  • Covered Spaces 2
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features
    • Attached
    • Garage Door Opener
    • Garage Faces Side
    • Off Street
    • Paved Drive
    • Under

Rooms

  • Bathroom 1 First
  • Bathroom 2 First
  • Bathroom 3 Second
  • Bathrooms Total Decimal 3.5
  • Bedroom 2 Second
  • Bedroom 3 Second
  • Bedroom 4 Basement
  • Dining Room Main, First
  • Family Room First
  • Full Bath3
  • Half Baths1
  • Kitchen First
  • Living Room Main, First
  • Main Level Bedrooms 1
  • Master Bedroom Main, First

Basic Information

  • List Price$2,295,000
  • MLS Number73548377
  • Modification Date11/05/2026
  • Property SubTypeSingle Family Residence
  • Virtual TourView Tour

Location

  • Address55 Winterset Drive
  • Building Number55
  • CountyBarnstable
  • StateMA
  • StreetWinterset Drive
  • TownChatham
  • Zip02633

Building

  • Attached Garage YN Yes
  • BasementFull, Finished, Walk-Out Access, Interior Entry, Garage Access
  • Building Area Units Square Feet
  • Construction Materials Frame
  • Door Features Insulated Doors, French Doors
  • FireplaceYes
  • Fireplace Features Family Room, Living Room, Bedroom
  • Fireplaces Total 4
  • FoundationConcrete Perimeter
  • Garage Spaces2
  • Patio And Porch Features Deck, Patio
  • Property StyleCape, Contemporary
  • Rooms8
  • Utilities For Gas Range, For Gas Dryer, Outdoor Gas Grill Hookup
  • Window Features Insulated Windows
  • Year Built1970
  • Year Built Details Actual
  • Year Built Source Public Records

Property

  • Acreage1.94

Interior

  • Flooring Tile, Carpet, Hardwood
  • Interior Features Bathroom

Exterior

  • Exterior Features Deck, Patio, Professional Landscaping, Outdoor Gas Grill Hookup
  • RoofShingle

Utilities

  • Cooling Central Air, Ductless
  • Cooling YN Yes
  • Electric 200+ Amp Service
  • Heat SystemYes
  • Heating Baseboard, Natural Gas
  • Sewer Private Sewer
  • Water Source Public

Property Information

  • Square Feet4,072
  • Building Area Source Public Records
  • Living Area 4,072
  • Lot Size Square Feet 84,506
  • Lot Size Units Acres

Amenities

  • Amenities
    • Bike Path
    • Conservation Area
    • Golf
    • Highway Access
    • House of Worship
    • Marina
    • Medical Facility
    • Park
    • Public School
    • Shopping
    • Tennis Court(s)
    • Walk/Jog Trails
  • Appliances IncludedGas Water Heater, Oven, Dishwasher, Microwave, Range, Refrigerator, Washer, Dryer, Washer/Dryer
  • Security Features Security System

Water Body

  • Miles to Beach0.1
  • Waterfront Features Lake/Pond,0 to 1/10 Mile To Beach, Beach Ownership(Private)

Other

  • Association Fee $75
  • Association Fee Frequency Annually
  • Association YN Yes
  • Date Listed07/11/2026
  • Farm Land Area Units Square Feet
  • View Count3

Map Location

Driving Directions

Listed by Janet Stuart of Coldwell Banker Realty - Concord

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