Chilmark Classified Ad Listings

57 Butlers Cove Rd. Set within the exclusive 200 acre coastal enclave of Herring Creek Farm, just minutes from Edgartown Village, Sunset Farm is a sprawling 12-acre waterfront property with an unprecedented 3 contiguous parcels. The three large building envelopes provide a rare opportunity to create multiple, substantial residences and amenities tailored to your vision. Sunset Farm has 700 feet...

64 Bartimus Luce Wt Rd # 125. THIS IS A WEEKLY RENTAL NOT A MONTHLY!!!!!!!!!!Idyllic location right above a sandy private beach on the North Shore. This beach cottage affords views of the Sound and the Elizabeth Islands with a front row seat on unrivaled sunsets. It is rustic and cozy with a large screened porch overlooking the view. Have a getaway like in days of yore when life was simple and ...

This meticulously maintained 270 SLX is definitely worth your attention. It has been cared for by the marina.

579 E Falmouth Hwy. Cape Cod living starts here! Just minutes from beaches, boating, waterfront dining, and all that Falmouth has to offer, this move-in ready ranch sits on a private, tree-lined corner lot designed for enjoying every season. The spacious fenced backyard features a patio, outdoor shower, storage shed, and plenty of room to relax or entertain after a day at the beach. Inside, you...

26 Flint Hill Rd. Stop Searching. Start Building. You've toured dozens of homes. Nothing feels right. What if your dream home on Martha's Vineyard simply hasn't been built yet? This rare 3.32-acre West Tisbury hilltop is the blank canvas you've been waiting for. Glacial boulders, open pasture, and cathedral oaks with Land Bank-preserved Arrowhead Farm and protected Rodgers Path land on two side...

31 Beacon Avenue. Single Family Home for sale in Oak Bluffs, MA for $895,000 with 3 bedrooms and 1 full bath, 1 half bath. This 1,092 square foot home was built in 1982 on a lot size of 0.11.. Nestled along a quiet lane, 31 Beacon Avenue is a delightful saltbox-style home offering three bedrooms and one and a half baths. The bright, open floor plan offers a warm and welcoming feel, with conveni...

Introducing the 1997 Viking 47 Convertible "Alibi" the epitome of luxury in mid-size sportfishing. Built on Viking's renowned modified-V hull, Alibi promises a smooth ride and exceptional stability, making her perfect for both serious fishing tournaments and leisurely coastal voyages. Equipped with twin 800 HP MAN D2848LE403 diesel engines, she boasts impressive cruising speeds and reliable per...

32 Edgartown-West Tisbury Rd. A Rare Offering in West Tisbury - Over 19 Acres of Opportunity with approvals in place for a six lot subdivision. An exceptional opportunity to own just over 19 acres in the heart of rural West Tisbury. This expansive parcel offers tremendous flexibility, with potential for multiple dwellings or subdivision into a thoughtfully designed niche development. Ideally si...

235 Edgewater Dr W. This is a weekly summer rental at $6000 per week. Escape to this perfect waterfront Cape Cod summer rental getaway that has been newly renovated. Enjoy beautiful water views and a private dock with direct access to Vineyard Sound--no bridges required--this home is a boater's paradise. Dock your boat at the deep-water dock and soak in breathtaking sunsets from the west-facing...

19 Morse Ed St # 333. THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Newly renovated historical home in the heart of Edgartown Village, close to Fuller Street and Lighthouse Beaches. Beautifully designed interior with open gourmet kitchen and pickled hardwood floors, marble countertops, top of the line appliances and a large center island. Cozy family room with fireplace, formal living room, offic...

47 Winemack St. Oak Bluffs -East Chop-Close to the beach. Two Year-round cottages on one lot. Stay in one and rent the other, the possibilities are great with this amazing opportunity to own close to the beach and just a mile to Oak Bluffs center. The front house is two bedrooms 1 bath: freshly painted with new flooring. The second home nestled in the back of the lot is an open floor plan with ...

15 Tilton Way. This traditionally styled residence offers exceptional quality and craftsmanship in a coveted Edgartown location, situated on a corner lot just blocks from downtown and the harborfront. Thoughtfully designed for both elegant entertaining and relaxed island living, the home features beautifully proportioned interiors that flow seamlessly from one space to the next. The inviting fr...

15 Twenty First St N. Located on a quiet street just minutes from Edgartown Village, this versatile compound offers privacy, flexibility, and close proximity to the Island's best outdoor amenities. Set on over half an acre, the property includes a main house and detached guest house with separate driveways and mature landscaping.The main home features an open kitchen and dining area, sunken liv...

14 Trapps Pond Rd. Located on nearly 2-acres in the exclusive and newly created Trapps Pond Preserve, is this grand luxuriously appointed home. This is one of four homes being built and will be the first to be completed. Every room in the house is on a scale not often afforded in a Vineyard home, with 10 ft coffered ceilings and open/flowing floor plan. There is an abundance of light streaming ...

487 Lamberts Cove Rd. This sweet four-bedroom home has fantastic energy and captures the effortless feeling of summer on Martha's Vineyard. Set high on 2.4 acres along beloved Lamberts Cove Road, the property is just a short walk to Ice House, Lamberts Cove Beach, and Seth's Pond. Designed for easy enjoyment, the home offers a warm and welcoming kitchen filled with sunshine, a spacious living r...

27 7th St N. 27 SEVENTH STREET NORTH, EDGARTOWN offers NEW CONSTRUCTION, with an anticipated completion date in MARCH of 2026; just in time to bring in the 2026 SPRING/SUMMER SEASON! The first floor entry offers an inviting two story foyer which opens to the living room which has a gas fireplace and wall of glass slider doors. Flowing from the living room is the open kitchen area which offers a...

10 Pease Point Rd. PRIME 1.14 ACRE PROPERTY IN EDGARTOWN This conforming R-20 lot can afford up to 4 bedrooms and has the potential to subdivide with proper permitting (see proposed plan in documents), offering versetility and an exceptional canvas for your estate planning vision. Positioned at the end of a private drive, on an elevated parcel amid a neighborhood of distinguished new homes. The...

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14 Lorraine Rd. Classic Cape Style Home sits on a half acre Business 2/Commercial Zoned Lot abutting beautiful, wooded, town owned property behind the East Falmouth Elementary School, 2.5 miles to Menauhant Beach and the public boat landing at Green Pond. Walking distance to numerous businesses and restaurants as well as public transportation. This home offers one floor living with an attached ...