55 Winterset DriveChatham, MA 02633MLS Number 22502257

  • Price: $2,495,000
  • Est. Mortgage of $/month
  • 43 Days on Market
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$
%
$/month over payments
Federal 30-year interest rate: 6.84% last updated on Jun 12, 2025
* All Figures are estimates. Check with your bank or proposed mortgage company for actual interest rates.
This product uses the FRED® API but is not endorsed or certified by the Federal Reserve Bank of St. Louis.
  • 4Bedrooms
  • 1.94Acreage
  • 4Bathrooms
  • 1970Year Built
New Seabury Sotheby's International Realty
New Seabury Sotheby's International Realty
Office: 508.477.8300
12 Mallway
Mashpee, MA 02649
Welcome to your dream retreat at 55 Winterset Drive in Great Hill Estates, one of Chatham's most desirable neighborhoods. This custom built 4 bedroom, 3.5 bath home offers 4000 sq ft of warm & inviting living space on just under 2 acres of park-like grounds with deeded rights to crystal clear Lover's Lake, making it the perfect home for unwinding & entertaining. Two cathedral great rooms, 4 brick fireplaces, open concept kitchen/dining room, multiple french doors, and wrap-around decks invite the outside in as sunlight & breezes waft throughout. A 1st floor primary bdrm with ample closets, ensuite bath & laundry complements the spectacular 1st floor living. Upstairs a second primary bdrm with fireplace & walk-in closet, a guest room & bath offer flexibility. The daylight lower level consists of a 4th bdrm, bath, laundry area & an unfinished room that opens to a patio with a custom masonry stone bench & fire pit. The sprawling lawn & stunning stone walls provide the perfect backdrop for a future swimming pool, tennis court & guest house or ADU. Plus potential to subdivide a 2nd lot. Minutes to the bike path, Chatham's bustling village & ocean beaches. May be sold furnished.

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Driving Directions

Listed by Tara J Schiffmann of Bayview Real Estate

More Info

Location Information

  • Directions Rte. 28 to Old Queen Anne Rd. to Winterset Drive, to upper driveway on left off Cul d Sac.

School Information

  • High School DistrictMonomoy

Rooms

  • Bathroom4
  • Bathrooms Total Decimal 3.5
  • Bedrooms4
  • Full Bath3
  • Half Baths1
  • Laundry Features Laundry Room, In Basement
  • Main Level Bathrooms 2
  • Room Bedroom 2 Features Bedroom 2, Shared Full Bath, Walk-In Closet(s), Recessed Lighting
  • Room Master Bathroom Features Private Full Bath
  • Room Master Bedroom Features Recessed Lighting

Interior

  • Flooring Hardwood, Carpet, Tile, Other
  • Interior Features Recessed Lighting, Pantry, Mud Room, Linen Closet, HU Cable TV
  • Room Bedroom 2 Description Fireplace(s): Wood Burning, Flooring: Carpet

Property Information

  • Living Area Units Square Feet
  • Lot Size Square Feet 84,506
  • Lot Size Units Acres
  • Property Condition Updated/Remodeled, Actual
  • Square Feet4,072

Basic Information

  • Lot Features
    • Bike Path
    • Cleared
    • Conservation Area
    • East of Route 6
    • Marina
    • Near Golf Course
    • North of Route 28
  • Parcel Number 11G74H108
  • Road Frontage DescriptionPaved

Basic Information

  • List Price$2,495,000
  • MLS Number22502257
  • Modification Date06/11/2025
  • Property SubTypeSingle Family Residence

Building

  • BasementBulkhead Access, Interior Entry, Full, Finished
  • Building Area Units Square Feet
  • Construction Materials Shingle Siding
  • Door Features French
  • Entry Level 1
  • Entry Location First Floor
  • FireplaceWood Burning
  • Fireplace YN Yes
  • Fireplaces Total 4
  • FoundationBlock, Slab
  • GarageYes
  • Rooms8
  • Window Features Bay/Bow Windows
  • Year Built1970

Amenities

  • Appliances IncludedDishwasher, Washer, Refrigerator, Microwave, Gas Water Heater
  • Community Features Deeded Beach Rights
  • Other Amenities
    • Basement
    • Fireplace
    • Garden
    • Golf
    • Pool
    • Tennis

Tax Information

  • Tax Assessed Value $2,122,900
  • Tax Year 2025
  • Taxes$5,179

Parking

  • Attached Garage YN Yes
  • Open Parking YN Yes
  • Parking Features Basement
  • Parking Spaces6

Location

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

Property

  • Acreage1.94

Exterior

  • Exterior Features Garden
  • Fencing Fenced
  • RoofAsphalt, Pitched, Flat

Utilities

  • Cooling YN Yes
  • Heating Hot Water, Other
  • Heating YN Yes
  • Sewer Private Sewer

Other

  • Association Fee Frequency Annually
  • Association YN Yes
  • Date Listed05/06/2025
  • Nitrogen Sensitive AreaYes

broker reciprocity The data relating to real estate for sale on this site comes from the Broker Reciprocity (BR) of the Cape Cod & Islands Multiple Listing Service, Inc. Summary or thumbnail real estate listings held by brokerage firms other than New Seabury Sotheby's International Realty are marked with the BR Logo and detailed information about them includes the name of the listing broker. Neither the listing broker nor New Seabury Sotheby's International Realty shall be responsible for any typographical errors, misinformation, or misprints and shall be held totally harmless.

This site was last updated June 18, 2025 10:23 AM EDT. All properties are subject to prior sale, changes, or withdrawal.

New Seabury Sotheby's International Realty has chosen to display only certain towns and/or types or styles of properties. This site may not show all listings that are available through the Cape Cod & Islands Multiple Listing Service, Inc.

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