55 WINTERSET DRIVE, CHATHAM MA, 02633

$2,390,000

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Cape Cod MLS #22603375

Status: Active
Year Built: 1970
Total Rooms: 8
Full Bathrooms: 3
Bedrooms: 4
Half Bathrooms: 1
Waterview: No
Waterfront: No
Lot Size: 1.94 acres
Living Area: 4066 ft2
Listing Date: 07/12/26 DOM: 15 days
Total Assessment: $1,540,900
Improvements Assessment: $1,540,900
Special Assessment: N/A
Annual Taxes: $5,655
Tax Year: 2026
Land Assessment: 0
Zoning: ********
Lead Paint: N/A
Flood Zone: N/A

55 WINTERSET DRIVE, CHATHAM MA, 02633

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.


General Information:

VILLAGE: Chatham
STYLE: Single Family Residence
HEAT/COOLING: YES/
GARAGE: YES
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Dock: N
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Heating/Cooling: YES/
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Listing Courtest of:
Coldwell Banker Realty
Listing Agent: Janet Stuart (617-515-3824)

55 WINTERSET DRIVE CHATHAM MA 02633 Property Information Last Updated July 27, 2026 at 1:55:53 AM EDT.

 

CCIAOR MLS IDX listing courtesy of Coldwell Banker Realty