55 Winterset DriveChatham, MA 02633MLS Number 73548377

  • Price: $2,390,000
  • Est. Mortgage of $/month
  • 1 Day on Market
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Federal 30-year interest rate: 6.49% last updated on Jul 9, 2026
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55 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 0263355 Winterset Drive Chatham MA 02633
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  • 4Bedrooms
  • 1.94Acreage
  • 4Bathrooms
  • 1970Year Built

Driving Directions

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.
Listed by Janet Stuart of Coldwell Banker Realty - Concord

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More Info

Basic Information

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

Basic Information

  • List Price$2,390,000
  • MLS Number73548377
  • Modification Date07/12/2026
  • Property SubTypeSingle Family Residence

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

Water Body

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

Tax Information

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

Parking

  • Parking Spaces14
  • Covered Spaces 2
  • Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Under, Paved Drive, Off Street

Location

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

Property

  • Acreage1.94

Exterior

  • Exterior Features Deck, Patio, Professional Landscaping
  • RoofShingle

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

School Information

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

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

Interior

  • Flooring Tile, Carpet, Hardwood
  • Interior Features Bathroom

Utilities

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

Other

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

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The property listing data and information, or the Images, set forth herein were provided to MLS Property Information Network, Inc. (MLSPIN) from third party sources, including sellers, lessors and public records, and were compiled by MLSPIN. 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. MLSPIN 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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