Search Cape Cod Real Estate
55 WINTERSET DRIVE, CHATHAM, MA

Property Inquiry


Listing Courtest of:

Coldwell Banker Realty

Listing Agent:

Janet Stuart (617-515-3824)

$2,390,000

55 Winterset Drive, Chatham MA, 02633

4
BD
3
BA
1
1/2 BA
1970
BUILT
8
ROOMS

Cape Cod MLS #22603375

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.

Water Access: None
Waterview: No
Waterfront: No
Lot Size: 1.94 acres
Living Area: 4,066 ft2
Heat/Cooling: YES/
Convenient To:
Exterior Features:
Interior Features:
Equipment/Appliances:
DOM: 14 days

CCIAOR MLS IDX listing courtesy of Coldwell Banker Realty
Real Estate Logo

VISIT US

1291 Main Street Unit 2A
(at The Cornfield Marketplace)
Chatham, Massachusetts-Cape Cod

CONTACT US

Licensed to Practice Real Estate in Massachusetts © 2026 CHATHAM SHORES REALTY
Site Accessibility: Chatham Shores Realty is making every effort to comply with the Americans with Disabilities Act.
If you are having difficulty accessing any part of this website, please call us at 508.945.9877


Revise Your Search!
×