55 Winterset Drive Chatham, MA 02633

Spectacular four bedroom home set on almost two acres in sought-after Great Hill Estates. Enjoy breezy nights and summer days atop Great Hill with deeded rights to private Lovers Lake perfect for swimming, kayaking and fishing just a short foot path away. Located at the end of a quiet cul-de-sac, this home offers privacy and views of nature at every turn. Dramatic cathedral ceilings, four fireplaces, open floor plan and wraparound decks with elevated views of the expansive property, all perfect for entertaining and large family gatherings. The first floor has two large great rooms with soaring beamed ceilings and floor-to-ceiling fireplaces, a large kitchen with granite and island with seating open to a dining area, a primary suite with en-suite full bathroom with washer dryer and lots of closets, and a half bath. Upstairs is a second primary bedroom with walk-in closet, its own fireplace and sitting area, an additional bedroom, and a full bath. The walkout lower level has a bedroom with full windows, a full bath, and another washer/dryer which all leads to a stone patio with fire pit and custom built stone seating. Features include two-car garage with exterior access, central a/c, brand new Bosch heating system (2025/2026), brand new roof (2025), all new fully insulated windows and french doors, newly painted interior and newly sanded hardwood floors. Close to Chatham Village, Chatham beaches and steps to the bike path, pickleball and tennis courts, Chatham A's games and Chatham Fish Pier. One of the most convenient locations with easy access to Route 6.