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.
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| Date | Event | Price | Change | $/sqft | Details |
|---|---|---|---|---|---|
| 07/11/2026 | 🏠 Listed for Sale | $2,390,000 | - | - | Original listing |
| Year | Taxes | Assessment |
|---|---|---|
| 2026 | $5,655 | $1,540,900 |
Great Hill
55 Winterset Drive, Chatham MA 02633
Chatham, MA 02633
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