Chilmark Home, AC, WiFi, Pet friendly, 2 Tennis ct

Welcome to this spacious and inviting Chilmark retreat set on three private acres in the desirable Prospect Hill community. With five bedrooms and five full bathrooms, this home is ideal for large families or groups looking to enjoy the best of Martha’s Vineyard in comfort and style.

Enjoy beautiful channel views over Vineyard Sound, perfect for catching breathtaking sunsets from the expansive deck. The home features multiple gathering spaces, a sprawling lawn, and plenty of parking — perfect for outdoor entertaining or quiet relaxation.

Guests have access to two private association tennis courts and miles of scenic walking trails, as well as Chilmark’s exclusive town beaches, including Lucy Vincent and Squibnocket. A ten-minute walk brings you to Menemsha Village, known for its fresh seafood, shops, and iconic harbor views.

Inside, the home offers flexible accommodations for everyone:

Upper-level primary suite with king bed and en-suite bath

Lower-level primary suite with king bed and en-suite bath

Bunk room with two twin bunk beds and private bath

Guest room with queen bed

Guest room with two twins

Two additional full baths in the hall

Two outdoor showers for after-beach convenience

Each room includes split Heat/AC units, with central ducts in the upper living area and master suite to ensure comfort year-round.

Experience the privacy, serenity, and timeless charm of Chilmark from this exceptional Vineyard getaway.