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55 Winterset Drive, Chatham, MA 02633

$2,390,000 (Active)
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Listed by: - Coldwell Banker Realty - Concord

55 Winterset Drive, Chatham, MA 02633

$$2,390,000
Active
est.$2,390,000/month.
4 beds. 3 baths. 84,506 Sqft.

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55 Winterset Drive, Chatham, MA 02633

$2,390,000
Active
est.$2,390,000/month.
4 beds 3.5 baths 84,506 Sq.ft.
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Property details for 55 Winterset Drive, Chatham, MA 02633
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.

Listed by: Janet Stuart
Broker details: Coldwell Banker Realty - Concord
Property Description

MLS Information

  • Listing: 73548377
  • Listing Last Modified: 2026-07-19

Property Details

  • Standard Status: Active
  • MLS Status: Active
  • Property style: Cape, Contemporary
  • Built in: 1970
  • Subdivision: Great Hill
  • Lot size area: 1.94 Acres

Geographic Data

  • County: Barnstable
  • MLS Area: Great Hill
  • Directions: Old Queen Anne Road to Winterset Drive, house located at the end on the left.
Features

Interior Features

  • Flooring: Tile, Carpet, Hardwood
  • Bedrooms: 4
  • Full baths: 3.5
  • Half baths: 1
  • Living area: 4072
  • Interior Features: Master Downstairs
  • Fireplaces: 4

Exterior Features

  • Roof type: Shingle
  • Lot description: Corner Lot, Landscaped
  • Foundation: Concrete Perimeter

Parking

  • Garage spaces: 2

Utilities

  • Sewer: Private Sewer
  • Water: Public
  • Heating: Natural Gas, Baseboard, Zoned
Property Information

Tax Information

  • Tax Annual Amount: $5,655
Open Houses

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Disclaimer

The property listing data and information set forth herein were provided to MLS Property Information Network, Inc. from third party sources, including sellers, lessors and public records, and were compiled by MLS Property Information Network, Inc. The property listing data and information 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. MLS Property Information Network, Inc. and its subscribers disclaim any and all representations and warranties as to the accuracy of the property listing data and information set forth herein.

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Home Description

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