Chilmark Classified Ad Listings

56 Chilmark Ch Rd # 208. THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $6,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Relax and enjoy this majestic estate you will call home during your stay. This slice of paradise in the coveted Seven Gates Association gives you access to two miles of private beach just half a mile away, with tennis courts also nearby and 1000...

220 North Rd. A wonderfully private, peaceful aerie in Chilmark on 3 acres (with a Guest House), featuring a spacious, high, secluded, wrap-around Deck off of the Living Room and Dining Room. The house is built into the side of a hill which allows more light and 2 areas to be considered "ground level." There is a soaring cathedral ceiling with cross beams, tying the room together with its almos...

44 Commodore Ln. An extraordinary opportunity to create a signature waterfront estate in one of Falmouth's most compelling coastal settings. Privately positioned at the end of Commodore Lane, this two-acre parcel offers direct water access, expansive coastal views, and exceptional sightlines toward Martha's Vineyard. The scale and setting provide a rare canvas for a thoughtfully designed custom...

3 Sailaway Ln. Discover the epitome of Coastal Charm in this exquisite New Construction farmhouse-style home. Nestled in the new subdivision of Sea Salt Estates, this stunning 3 bedroom, 2.5 bathroom home with 2 car garage offers the perfect blend of modern comfort and classic Cape Cod elegance. Featuring spacious open-concept living bathed in natural light, ideal for entertaining family and fr...

20 Hidden Cove Rd. Hidden Cove Retreat - Water Access, Tennis and Pickleball Set within the sought-after Hidden Cove community, a 65-acre private enclave with direct access to Sengekontacket Pond, this contemporary retreat offers an exceptional Martha's Vineyard lifestyle. Residents enjoy a private community boat dock, scenic walking trails, pickleball and tennis courts, all just moments from O...

Sandwich Rd. Rare parcel of Land, just under an acre, in convenient Sandwich Road location. This is a nice opportunity to enjoy all the amenities that Falmouth has to offer. Buyers and Agents responsible for Due Diligence.

27 Spring St. Located in the William Street Historic District, this elegant Greek Revival home, built in 1842, has stood the test of time and has been thoughtfully expanded and renovated in recent years. This five-bedroom, four-bath residence combines historic character with modern comforts. The home features a light filled living room with classic 6 over 6 windows, dining room, office, and an ...

44 Cencelle. This private 17-acre Chilmark estate with ocean views, tucked away in the rolling hills and farmlands of Chilmark, offers sweeping ocean views to the south and a rare sense of seclusion and serenity. At the heart of the property is a striking modern style home, thoughtfully designed to bring the outdoors in. Expansive walls of glass flood the interior with natural light and frame p...

15 Atkinson Rd. Space, flexibility, and Cape Cod charm come together at 15 Atkinson Road. Offered at $835,000, this five-bedroom, three-bath contemporary features a distinctive multilevel layout with two primary suites. Multiple stairways and thoughtfully separated living spaces offer privacy and room to gather, work, or unwind. A primary studio suite with separate access adds versatility, and ...

11 By The Woods. Dreamlike Chilmark retreat on 4.5+/- acres overlooking the Chilmark Pond and Atlantic Ocean beyond. Uniquely designed with European and medieval history in mind. The House has 3 bedrooms, 3 bathrooms, an atrium dining area, a two-story library, a kitchen, and a pantry/wet bar. Charming garden and plantings surround the home. A must-see to appreciate all the special touches thro...

36 Hines Point Rd. HINES POINT WATERFRONT GEM with 85 feet of frontage on the Lagoon, offering ever-changing water views and the perfect vantage point to watch the Steamship Authority ferries arrive in Vineyard Haven Harbor. Enjoy the charming, timeless cottage with a one-car garage as an idyllic summer retreat, or bring your Vineyard vision to life with beautiful architectural plans by Sulliva...

Quenames Rd. Handsome, newly created large level parcel of land in Chilmark! Bounds are in, lot lines are flagged and brush cut, as well as a bit of the lot interior so that you can appreciate the size and orientation of the parcel. Well will be installed and perc test completed soon. Quenames Road is off South Road, a short hop to West Tisbury village center with Alley's General Store, the Tow...

26 Bijahs Way. This Chilmark 3 bedroom, 2 bath home has been meticulously maintained inside and out. A major addition and reconstruction of the original house was completed in 1991 and included a 22 x 43 addition. The completely new second floor added over 1,500 square feet and the work included entirely new heating, plumbing, electrical, central AC, septic and well! Many nice features include ...

88 Franklin St. Tucked away in a private, beautifully landscaped setting, this charming Vineyard farmhouse offers a wonderful blend of privacy, space, and in-town convenience. Just moments from town, the ferry, and shopping, the four-bedroom, three-bath home sits on a spacious 30,000-square-foot lot with a five-bedroom septic system. Inside, sun-filled spaces, warm wood floors, built-ins, and a...

210 Seapit Rd. Spacious one bedroom, one bath 2nd floor apartment with balcony off the livingroom that over looks Seapit/Waquoit Bay inlet. All utilities included EVEN Wifi and Steam TV. The apartment has it's own washer and dryer and 1 car garage for parking and storage.. 1 Bedroom. 1 Bathroom. 500 ft

30 Overlook Cir. Incredible opportunity for contractors, investors, or renovators! Tons of potential awaits in this traditional Cape Cod-style ranch offering 3 bedrooms and 2 full baths, located in the desirable South Cape Woods community. Nestled in a peaceful, wooded setting surrounded by mature trees, ponds, and marshes, this home offers an opportunity to create your vision in a beautiful na...

187 Penzance Rd. This remarkable 5+ acre waterfront estate is one of the most extraordinary coastal offerings to come to market in generations. Perched on the southwest tip of an exclusive community, it is Cape Cod's southernmost private residential land. The property commands panoramic, unobstructed views across Buzzards Bay to Naushon and the Elizabeth Islands, and then onto Vineyard Sound an...

71 Turner Rd. CASH BUYERS take notice! Rare opportunity in East Falmouth offering nearly 1.5 acres across 3 parcels in a beautiful natural setting overlooking the Coonamessett River, surrounded by cranberry bogs and conservation land. This raised ranch offers approx. 2,080 sq. ft. with 3 BM, 2 FB, and two additional rooms for extra living space. The home requires a complete renovation and exten...

9 Estrella Ln. New Construction! This newly constructed 4 bedroom, 2.5 bath home pairs timeless coastal farmhouse architecture with refined finishes and an exceptional floor plan designed for both elegant entertaining and relaxed Cape Cod living. A classic farmer's porch welcomes you into a light filled main level, where the kitchen, great room, and dramatic cathedral ceiling gathering space co...

33 Island Inn Rd Unit 25F. Welcome to 27 Island Inn, Unit 25F, a comfortable studio offering the perfect combination of a Martha's Vineyard getaway and rental opportunity. Accommodating up to four guests, this inviting unit features two double beds, one full bath, a convenient kitchenette, cable TV and free WiFi. Island Inn is a seasonal resort, open April through October, offering a relaxed, p...