Chilmark Classified Ad Listings

14 Thayer St. An exceptional offering in the heart of Edgartown Village, 14 Thayer Street presents the rare combination of estate-scale grounds, privacy, and an in-town location. Set across an extraordinary 0.62-acre double lot, the property unfolds as a private retreat just moments from the harbor, shops, galleries, and restaurants of downtown Edgartown. Expansive lawns, mature landscaping, an...

9 Sutton Way. Nestled in an enviable Katama setting, this masterfully designed shingle-style farmhouse compound epitomizes the peak of casual Vineyard luxury across a manicured coastal landscape. From the sprawling covered entry porch, the front door opens into an impeccably choreographed layout where a grand entry hall flows seamlessly into an expansive great room, an elegant formal dining spa...

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225 Lamberts Cove Rd. This year-round home, situated less than half a mile from Lambert's Cove Beach, boasts fine craftsmanship and character in a peaceful, wooded environment. Inside, the open living room features wide plank floors, cathedral ceilings with beams, and a central brick fireplace that connects seamlessly to the updated kitchen.. 3 Bedrooms. 2.5 Bathroom. 1588 ft

19 Rolling Acres Ln. WINTER RENTAL - 3-month maximum. Charming 3-bedroom, 2-bath home located in a peaceful East Falmouth neighborhood. This comfortable property features a spacious living room, fully equipped kitchen, and inviting screened porch, perfect for enjoying your morning coffee or relaxing in the evening. The outdoor fire pit provides a great space to unwind and enjoy the Cape Cod eve...

20 James Pond Way. Tucked away on 4.5 acres off Lambert's Cove Road, this unique property offers privacy and peaceful views to James Pond. A private boardwalk leads to a boathouse with direct access to James Pond, perfect for paddling across to Lambert's Cove and enjoying the nearby James Pond Preserve. The home features a spacious living room with cathedral ceilings and a wood burning fireplac...

4 Somerset Ln. Refined New Construction in Katama. Introducing the fourth custom built residence in the new Somerset development. This exceptional new construction represents a sophisticated interpretation of modern Martha's Vineyard living. With nearly 3,500 sq ft, the beautifully appointed 4-bedroom, 4.5 bath residence features light-filled interiors, 10' ceilings, gracious living spaces and ...

32 Josiah Path. Anticipated for completion in 2027, this newly constructed single-family residence offers a rare opportunity to customize your dream Cape Cod coastal retreat. Spanning 2,255 square feet of thoughtfully designed living space, this semi-custom home allows you to select the final finishes and truly make it your own. The intuitive floor plan features 3 spacious bedrooms, including a...

4 Jacobs Neck Rd. Great Potential with Pond and Beach Access ~ Set on ten private wooded acres in the Boldwater community, this unique property combines privacy, flexibility, and exceptional potential. It includes a beautifully appointed guest house ready to enjoy, plus an approximately 5,400 sq. ft. structure offering the opportunity to create a custom main residence with a swimming pool. Owne...

14 Ephriam Allen Rd. Abutting Cedar Tree Neck Sanctuary, this residence is one of only a few in this rural pocket of the North shore area and benefits from its privacy, miles of walking trails and natural beauty of over 400 acres of its forest, bluffs, beaches and bogs. The main 3-br home is sited at the higher elevation and enjoys views of its small kettle pond, winter waterviews and the Sanct...

190 Bayfront Way Unit 190. Welcome to waterfront living in FalmouthPort, where tranquil views and incredible potential come together. This B-unit condo enjoys a coveted setting directly on the water, with beautiful views from the step-down living room. This is an opportunity to create a home that truly reflects your style. The main level features an open galley kitchen overlooking the dining ar...

29 Mercier Way. **SUMMER RATE$ 9,500-$11,000 WEEKLY** Freshly remodeled 4 bed, 2 full bath coastal cape with all new furnishings, flawless finishes, large private yard, close to South Beach, bike path and downtown Edgartown. Large family room with vaulted ceiling and large TV , gorgeous kitchen with all new stainless appliances, vaulted ceilings, sky lights, custom blue stone countertop, island...

23 Thaxter Ln. OPEN AND AIRY COASTAL RETREAT WITH EASY ACCESS TO SOUTH BEACH and EDGARTOWN VILLAGE. Welcome to this tri-level contemporary home in the heart of KATAMA. This home offers the perfect blend of spacious indoor-outdoor living with three levels of outdoor decking nestled amongst mature vegetation and a quick stroll to South Beach. The home features vaulted ceilings, two first floor be...

139 Chappaquiddick Rd. Overlooking the active waters of the outer harbor and set just off the paved road, this remarkable waterfront estate occupies one of Chappaquiddick's most spectacular stretches of beach, just over a mile from the Chappaquiddick Ferry and the shops and restaurants of Edgartown Village. A rare and truly exceptional family compound, the property offers an extraordinary combi...

533 Woods Hole Rd Unit E102. Introducing the E Building at Lighthouse Station, Woods Hole's premier 55+ coastal community, with completion anticipated in late fall. Designed for effortless single level living, this beautifully appointed condo offers approximately 1,466 square feet, two bedrooms, and 2 1/2 baths. The heart of the residence is an inviting open concept family room and kitchen feat...

39 Sally Ln. Single Family Home for sale in Falmouth, MA for $899,000 with 3 bedrooms and 2 full baths, 1 half bath. This 1,456 square foot home was built in 1970 on a lot size of 0.23.. Discover the charm of GREAT HARBORS living in this spacious home, presents a refined opportunity to own a well-established single-family residence. Constructed in 1970, this home offers a thoughtful layout acro...

26 Curtis Ln. Exceptional 8 bedroom home with attached artist/fitness barn studios. Each bedroom includes a en-suite bathroom. The kitchen/dining area includes: 3 refrigerators and 6 freezer drawers, a 5-burner gas stove and oven, dishwasher and microwave. Finished basement (1,000 square feet). Basement includes: 3 washer/dryer units. Outdoor deck with table, chairs and an outdoor grill.. 8 Bed...

41 Avalon Dr. This beautiful brand-new construction is tucked away on a quiet dead-end street and is a rare find in Falmouth's Shorewood Beach Association--where new builds rarely come on the market. Built by Repurpose Properties and designed by their in-house designer, this home delivers quality and attention to detail. The interior features various decorative light fixtures and neutral tones ...

64 Christiantown Rd. This stunning 3,200 sq. ft. architectural home features a bright, open layout defined by vaulted ceilings and rich hardwood floors. The gourmet kitchen, appointed with high-end finishes including silestone countertops, flows seamlessly into both a cozy family room and an elegant living room, anchored by a gorgeous dual-sided brick fireplace. With 4 bedrooms, 4 full bathroom...

21 Vickers St. Katama at its best ~ WITH A POOL! Set in one of Martha's Vineyard's most coveted locations, 21 Vickers Street is a classic beach home with an effortless connection to everything that makes Katama so special. Just one mile from South Beach, with the bike path, Katama General Store, and Edgartown Village close by, this updated, move-in-ready home puts the best of the Island within ...