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Spectacular four bedroom home set on one of the largest lots in sought-after Great Hill Estates. With deeded rights to Lover's Lake for swimming, kayaking & fishing just a short path away. Located at the end of a quiet cul-de-sac, this home offers true privacy & 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. Possible subdivision opportunity.
More Info
Basic Information
- Bedrooms4
- Mls StatusNew
- 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 Spaces14
- Covered Spaces 2
- Garage YN Yes
- Open Parking YN Yes
- Parking Features Under, Paved Drive, Off Street
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 First
- Family Room First
- Full Bath3
- Half Baths1
- Kitchen First
- Living Room First
- Master Bedroom First
Basic Information
- List Price$2,390,000
- MLS Number73548377
- Modification Date07/12/2026
- Property SubTypeSingle Family Residence
Location
- SubdivisionGreat Hill
- 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
- Fireplaces Total 4
- FoundationConcrete Perimeter
- Garage Spaces2
- Patio And Porch Features Deck, Patio
- Property StyleCape, Contemporary
- Rooms8
- 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
- RoofShingle
Utilities
- Cooling 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)
Legal
- Zoningres
Other
- Association Fee $75
- Association Fee Frequency Annually
- Association YN Yes
- Date Listed07/11/2026
- Farm Land Area Units Square Feet
Map Location
Listed by Janet Stuart of Coldwell Banker Realty - Concord
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