Chilmark, MA homes for sale & real estate

Chilmark, MA Homes for Sale

Perched on 2.7 acres in one of Aquinnah’s most stunning settings, this coastal retreat captures sweeping views over the Atlantic and Noman’s Land. The main level offers an open living/dining/kitchen wrapped in windows and opening to a wraparound mahogany deck—ideal for sunrise coffee and sunset dinners. A Viking-equipped kitchen and a spacious ocean-facing primary suite complete this floor. The lower level includes two bedrooms, a large flex room with walkout stone patio, plus a full bath, laundry, and storage. Beautiful grounds feature custom stonework, garden beds, and multiple outdoor seating areas. A two-level workshop/studio with plumbing, electricity, and a wood stov

Chilmark, MA Homes for Sale

HOUSE + GUEST HOUSE: Historic 4-Bedroom 2-Bathroom Main House & 1-Bedroom 1-Bathroom Cottage. Located on a lush 1.27 acres and just a short distance from Alley's General Store, 7a Foods + North Tisbury, this property has all the makings of a perfect family compound. With plenty of space for lawn games and gardens and no shortage of history & charm. There has been so much care put into its thoughtful layout, updates and additions over the years. From the patio entry you will arrive into the bright, custom kitchen with vaulted ceilings, a generous center island and sizable Verona gas range. Enjoy plenty of work space and additional storage in the walk-in pantry. From there the kit

Chilmark, MA Homes for Sale

Tucked away on 1.6 wooded acres in West Tisbury, this classic Cape-style home offers both privacy and convenience, with easy access to the charm of Up-Island and the amenities of Down-Island. Located on a paved road near Long Point Beach, it also includes coveted access to Lambert's Cove Beach. The bright, open interior features a living and dining area with a wood-burning fireplace, a kitchen with a center island, and sliding doors that open to a spacious back deck--ideal for outdoor entertaining. The first floor includes a bedroom and a full bathroom, while the second floor offers two large bedrooms and a shared full bathroom. A full-height, dry basement provides excellent storage and pot

Chilmark, MA Homes for Sale

This custom-built residence is nestled in one of Martha’s Vineyard’s most coveted up-island towns. At the heart of the home lies a professionally designed chef’s kitchen, featuring bespoke cabinetry, honed Carrara marble countertops, Wolf stove and wall oven, Sub-Zero refrigerator, Miele dishwasher, Kohler farmhouse sink, and Rohl satin nickel gooseneck faucet. A custom bar is appointed with Dolomite Italian granite countertops and imported stainless fixtures, ideal for entertaining. The powder room offers Durango tile and Rohl polished nickel hardware. The primary bath is luxuriously appointed with Carrara marble, a Kalista sink, a freestanding soaking tub and satin nicke

Chilmark, MA Homes for Sale

A home with history, built in the early 1800s this dwelling was originally built on a local farm and moved to its present location in the 1920's. The structure sits nestled amongst mature plantings and out buildings facing the Mill Brook. The studio and covered patio offer opportunities to entertain, relax and reflect. This 3.76 parcel was created from a larger parcel by the owner (see attached approved WT Planning Board survey). The proposed survey/subdivision plan has a driveway easement area, a buyer, will acknowledge and agree to the driveway easement location upon completion of a sale. Note: The 2025 taxes for this smaller parcel have not been assessed due to the fact it is currently p

Chilmark, MA Homes for Sale

The nearby roar of the Atlantic can be heard from this pristine two-acre building opportunity in Aquinnah, ideally located at the end of Old Field Road with easy access from Moshup Trail. A storybook walking path through woods and fields over an easement bordering a majestic beetlebung grove and over a bubbling stream, leads directly to the entrance of cherished Philbin Beach. A thoughtfully designed building envelope is nestled atop a gentle knoll, offering elevation and seclusion, with further protective covenants in place to preserve the natural beauty of the landscape and enhance the sense of privacy.