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55 Winterset DriveChatham, MA 02633Price: $2,390,000

  • 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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  • $2,390,000List Price
  • 4Bedrooms
  • 4Bathrooms
  • 1.94Acreage
  • 4,066Square Feet
New Listing
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633
55 Winterset Drive Chatham MA 02633

Listing Tools

Listed by Janet Stuart of Coldwell Banker Realty
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.

Property Details of 55 Winterset Drive

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This site was last updated July 13, 2026 6:51 AM UTC. All properties are subject to prior sale, changes, or withdrawal.

SeasCape Realty, Inc. 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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