West Tisbury, Massachusetts listings for sale

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$8,995,000 - West Tisbury, MA
85 Reservoir Road West Tisbury, MA - Nestled within Seven Gates Farm, one of Martha's Vineyard's most storied and scenic communities, this 26.5-acre estate offers a beautifully renovated farmhouse that seamlessly blends modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone bench, offering stunning water views of Vineyard Sound and the Elizabeth Islands. Ideally located just steps from Gray's Beach and dock, this is one of the most picturesque properties in Seven Gates Farm. The Seven Gates Farm community consists of 45 homesites on 1,600 acres with 1,000 acres of protected conservation land, open fields, woodlands, ponds, and miles of trails for walking and horseback riding. Residents of Seven Gates Farm also enjoy exclusive access to 1.5 miles of private beach, two piers, and two tennis courts. This rare opportunity allows you to become part of a remarkable community, once an assembly of farms, that remains dedicated to the preservation and stewardship of the land.
1800 | 5 | 6 | 3,762 sqft.
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$3,390,000 - West Tisbury, MA
15 Crowell Lane West Tisbury, MA - Hickory Hollow is one of the most enchanting parcels of land in Seven Gates Farm. You enter the property and feel as if you have stepped back in time. The cozy antique farmhouse is the centerpiece of the 6.8-acre property which includes rolling lawns, lichen-covered stone walls and boulders, numerous specimen trees, and no fewer than 3 ponds. In addition to the main house there are 3 additional structures on the property. The historic barn features a studio apartment with kitchenette, bedroom area, full bath, and deck with a double garage below. There is also a small writer's study as well as a two-story garage/studio with a second floor balcony overlooking the grounds. Seven Gates owns two miles of private beaches, two large docks for swimming and boating, two tennis courts, and many miles of walking trails through 1600 acres of unspoiled association land.
1780 | 3 | 2 | 1,514 sqft.
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$2,999,000 - West Tisbury, MA
67 Hidden Village Road West Tisbury, MA - Picturesquely sited on a spacious 4.6-acre parcel, this remarkable property is the perfect Vineyard retreat offering a luxurious home, guest house, fenced pastures, and a large barn. Just minutes from Lamberts Cove Beach, hiking trails, Up-Island Cronig's, and all the conveniences of West Tisbury Center, the location is ideal. Designed with three distinctive living levels, each area provides spacious yet private surroundings. The main living area features a dramatic great room with a vaulted ceiling. The chef's kitchen with an adjoining pantry opens to the spacious dining room with access to a side deck. An ensuite bedroom, half bath, and laundry/mudroom complete this floor. The upper level is dedicated to the primary ensuite with a walk-in closet and a three-bedroom guest wing with a private den and full bath. You will be pleasantly surprised with the additional 2100 sf lower level, designed for fun and recreation. The spacious game room is perfect for entertaining, watching sports on TV, playing billiards or ping pong, or simply relaxing at the delightfully designed bar with oak barrel barstools. Two additional bedrooms on the lower level provide a more private space for guests and visitors with two exquisitely appointed bathrooms. The library is truly one-of-a-kind with built-in floor-to-ceiling bookshelves and boasts an 81" TV that can be hidden away behind custom cabinets when entertainment calls for a more formal ambiance. A Sonos Sound System was installed throughout the house, ensuring you can always listen to your favorite tunes. There is so much to enjoy here, indoors and out, and creating this stunning Vineyard Farmhouse Estate has truly been a passion of love. The two-story guest house with a new deck overlooks the Egyptian Lotus Pond and awaits your vision. Completing this offering is a large two-story post and beam barn built in 2014. OTHER STRUCTURES: The 1146 sf guest house with a full basement is an unfinished space awaiting your vision. The septic system is for 8 bedrooms, allowing room for expansion. Magnificent barn with a high beamed ceiling, built in 2014. Electrical and water service to the Barn. Open to large corral areas occupied today by alpacas, goats, and donkeys, but could be converted to a yoga barn or other fun studio space with special permitting. Separate private roadway to the barn easily accessed from the main house. There is another smaller barn/shed in the upper corral near the entrance to the property. Sellers have a pool application with plans previously approved. A buyer would need to resubmit for permitting.
1997 | 7 | 6 | 4,476 sqft.
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$2,550,000 - West Tisbury, MA
157 Ben Chase Road West Tisbury, MA - You will find this outstanding property at the end of a quiet country lane in West Tisbury nestled alongside hundreds of acres of conservation land and walking trails that extend all the way to Lamberts Cove Road. The setting is magical - 4 acres of rolling lawns with specimen trees and ponds. There are multiple structures to allow you to customize this compound to your personal needs. The main house was recently renovated by a top local contractor and the result is a rustic Vineyard vibe with a sophisticated twist. The cozy and comfortable kitchen and sitting room areas lead to the dramatic Great Room on the north end of the house - the 600 square foot space with its 26'-high ceilings is bathed in light thanks to the banks of windows and French doors. There are two bedroom suites upstairs with views of the main pond, one of them with a sundeck. The third floor loft area has also been used as a bedroom and is the perfect spot to accommodate younger members of the family and their friends. The detached two-story guest quarters continue the Vineyard country chic theme with a delightful bedroom with veranda overlooking a separate area of the property from the main house.
1980 | 4 | 2 | 2,982 sqft.
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$1,925,000 - West Tisbury, MA
212 Charles Neck Way West Tisbury, MA - This beautifully renovated contemporary South Shore retreat, located in a tranquil setting, features 3 bedrooms, two and 2 1/2 bathrooms, central air, all new appliances, in ground pool and mature perennial gardens galore! Sitting on 1.5 acres, this location provides easy access to Long Point Beach and the Red Pony Farm equestrian center and, includes access to the coveted Lamberts Cove Beach on the North Shore. The 1st floor welcomes you with its sun-filled cathedral ceiling open layout. The living room area is flanked by walls of windows to bring the outside in, opens to the outside decks, and boasts a 6' wall mounted fireplace with large screen TV above. The kitchen area with all new Bosch appliances opens to a center island. Two bedrooms and a full bath plus a half bath complete the first floor. Second floor includes the primary bedroom, full bathroom and a private study, and opens to a private balcony. Completing the property is a deck with screened outdoor dining/family room, separate grilling area and outdoor shower on one side and a large open front deck off the living room. Title V passed 2024. Note: building assessment does not reflect recent renovations.
1984 | 3 | 2 | 1,728 sqft.
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$1,800,000 - West Tisbury, MA
5 Scottys Lane West Tisbury, MA - Opportunity Knocks on Scotty's Lane! Prime West Tisbury Location with Seth's Pond Frontage. Imagine crafting your dream home on this coveted stretch of Lambert's Cove Road. 5 Scotty's Lane presents a rare chance to own property in a highly desirable area, just a short stroll from the pristine, town-owned Lambert's Cove Beach. Plus, enjoy direct frontage on Seth's Pond, a beloved Island swimming hole! These structures are blank canvases, requiring significant renovation, but the rewards are undeniable. Seize this chance to create a coastal haven in one of Martha's Vineyard's most sought-after locales. Bring your vision and contractor! Contact us today to explore the possibilities. Disclosures: Septic system requires upgrading. Seller will pay for a new 4-bedroom septic system utilizing a 1.5% hold-back at closing. Per the West Tisbury Board of Health, there may be potential for a 6-bedroom septic system with proper permits. Property lies within the Roads District and the Special Places District for Inland Ponds.
1968 | 4 | 2 | 1,592 sqft.
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$1,600,000 - West Tisbury, MA
19 S Vine Lane West Tisbury, MA - This charming Cape-style home, built in 1992, is tucked away in a quiet, subdivision on South Vine Lane. With three bedrooms and two bathrooms, it blends classic Island character with modern comforts. The inviting living room features vaulted ceilings and a double-sided fireplace, creating a bright and spacious atmosphere perfect for both relaxing and entertaining. The kitchen, filled with natural light, flows seamlessly into the dining area—ideal for everything from casual breakfasts to festive dinners. The fireplace adds a cozy ambiance, making the space feel truly like the heart of the home. An attached one-car garage offers added convenience and storage. Surrounded by natural beauty, this home is perfect for those seeking peace and privacy while staying close to all the amenities and charm the Vineyard has to offer.
1992 | 3 | 2 | 1,982 sqft.
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$1,249,000 - West Tisbury, MA
108 Charles Neck Way West Tisbury, MA - This charming reverse-style home is ideally located near Long Point Beach and offers a perfect blend of comfort and functionality for year-round living or seasonal getaways. The first floor features three spacious bedrooms, a full bath, and a convenient laundry room. On the second floor, you'll find soaring cathedral ceilings and an open-concept living area, complete with a cozy living room, dining space, and kitchen. Glass doors throughout the space lead to a large deck, offering a peaceful view of the private backyard. Recent updates include fresh landscaping and various interior improvements. With Long Point Beach just down the road and access to the exclusive Lambert's Cove Beach, this home is the ultimate Island retreat. Whether you choose to enjoy it as is or explore its expansion potential, this property is a true gem.
1986 | 3 | 2 | 1,512 sqft.