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.

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Stylized Private Waterfront Retreat close to town perched along the tranquil shores of the beloved Tisbury Great Pond, this stunning Hutker-designed waterfront home is a seamless blend of coastal elegance and timeless island charm. Designed to capture the essence of Vineyard living, the home features intimate water views, sun-drenched interiors, and carefully curated finishes throughout. From the moment you arrive, you’re greeted by a graceful balance of architecture that blends with the landscape and affords contemporary touches. Vaulted ceilings, exposed beams, and hardwood floors create a warm, welcoming atmosphere, while expansive windows invite natural light and frame views of the water and extensive gardens. Off of the kitchen is a generous screened in porch which serves as an additional living space with views to the Tisbury Great Pond and manicured lawn. This is a sweet connector space to the primary bedroom wing which includes a private deck, spacious bathroom and walk-in closet leading to a discreet outdoor shower designated to the primary wing. The open-concept living space flows effortlessly onto a spacious deck—perfect for entertaining, sunset dining, or simply enjoying the sea breeze. A chef’s kitchen with high-end appliances and custom cabinetry anchors the heart of the home, while serene bedrooms offer peaceful retreats, each with unique character and comfort. There is a bedroom wing with each bedroom having private baths. Both bedrooms have access to a private west facing deck for relaxing in late day sun. Whether you’re enjoying morning coffee by the water’s edge, launching kayaks from your private dock, or strolling to get the morning paper at Alleys, this one-of-a-kind home offers a rare opportunity to experience Martha’s Vineyard at its finest.

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Two homes on over three acres of waterfront on the beautiful and coveted Tisbury Great Pond. This remarkable waterfront property offers a rare opportunity to own a serene compound with two existing homes and a private permitted dock. Both the main house and guest house boast unobstructed water views, creating a tranquil and picturesque setting perfect for birdwatching, relaxation, and year-round enjoyment. The main house features four bedrooms, two and a half bathrooms, central air conditioning, screened porch for stunning sunset views, den/sunroom with wet bar plus a spacious unfinished basement. The guest house provides an additional two bedrooms, two bathrooms and has its own separate three-bedroom septic system. The guest house has been recently updated with new roof, windows, and cedar shingle siding. Additional highlights for this property include a permitted dock for direct pond access and further access to the South shore beaches. There is no waiting period to add a pool, barn, or expand on the 3 acre property—unlike in nearby Chilmark. This central location with close proximity to both West Tisbury village and all island towns, offers a perfect blend of up-island privacy with down-island convenience. This is a rare opportunity to move in immediately, renovate to your taste, or rebuild over time—all while enjoying the best of Martha’s Vineyard living in an exceptional natural setting.

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An Inspirational Oasis - Come unwind and experience a secluded multi-dwelling compound nestled along the gentle slopes of Indian Hill, where rural tranquility meets effortless island living on more than three acres of uncommon beauty. Centered around a heated saltwater pool reminiscent of a private resort, the main house, studio barn, and guesthouse with a total of 4,464 square feet of living space, unfold gracefully amid open wildflower meadows and richly layered perennial gardens. Ornamental plantings, old-growth trees, and stretches of velvety lawn create a natural flow between the dwellings, each thoughtfully positioned to balance privacy, connection, and year-round comfort. The main house anchors the compound with glass doors and sun-filled windows framing idyllic landscapes beyond, drawing natural light throughout the interior. A timeless stone fireplace grounds the living room, which flows seamlessly into the dining area and thoughtfully appointed kitchen, spaces equally suited for vibrant gatherings and quiet, unhurried evenings. The Studio Barn offers a rare sanctuary with exceptional potential for multi-generational living, creative pursuits, wellness retreats, or a serene island escape. Tucked quietly away, the Guest House is a two-story retreat offering three bedrooms, one-and-a-half baths, and a loft-inspired living space filled with warmth, character, and flexibility, ideal for visiting guests or extended stays. Together, three dwellings, seven bedrooms, four-and-a-half baths, and one breathtaking property with boundless potential. Residents of West Tisbury enjoy access to Lambert's Cove Beach and Long Point Beach and Wildlife Refuge, along with nearby village eateries, farm stands, winding trails, bike paths, and the natural beauty of Cedar Tree Neck Sanctuary, all just moments away. Rural, convenient, and utterly unforgettable, this beloved island retreat is poised to inspire generations to come. Three Dwellings. One Property. Endless Possibilities.

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Set on a picturesque peninsula along Tisbury Great Pond, this exceptional pondfront parcel offers a rare opportunity to own a piece of Martha's Vineyard's rural landscape. Currently used for equestrian activities, the expansive open acreage is nestled in one of the Island's most beautiful and unspoiled settings, evoking West Tisbury's rich agricultural heritage. This property is a blank slate, ready for your vision. Create a serene summer retreat, a year-round residence, or a classic farmhouse with horses or other animals that complements the natural surroundings. Enjoy direct access to the water and cross over the pond to a pristine south shore Land Bank beach. A truly special offering that combines privacy, natural beauty, and the timeless charm of Vineyard country living.

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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 fireplace, opening onto a patio overlooking the water. The kitchen with casual dining area connects to a screened porch, creating easy indoor-outdoor living. A heated Gunite pool and expansive yard enhance the tranquil setting. Additional features include a first floor bedroom, detached garage, full basement, and a newly installed Title V septic system designed for SIX bedrooms.

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This stunning 3,000 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 bathrooms, and 2 dedicated home offices, this residence offers perfect versatility for modern living—whether you require a quiet library or a remote workspace. Outdoors, the beautifully manicured grounds feature a welcoming farmers porch surrounded by lush ornamental gardens. The backyard serves as a true resort-style retreat, complete with an expansive in-ground pool and a hot tub spa as well as an enclosed outdoor shower. With a full, versatile basement and an attached 2-car garage, this property is a rare find for the discerning buyer. Excellent location only one mile from Up-Island Cronig's, Conroy's Apothecary, the West Tisbury Post Office and other town conveniences. Your sanctuary awaits. $3,495,000.

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A Rare Offering in West Tisbury — Over 19 Acres of Opportunity 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 situated near all island towns, the property is also just minutes from the pristine shores of Long Point Beach and the surrounding nature preserve, offering miles of trails for hiking, biking, and immersing in the unspoiled beauty of the South Shore. This lot is surrounded by roughly 75% conservation land. The land's size and location also make it an excellent candidate for an equestrian estate, farm, or other agricultural use. Quiet, scenic trails are easily accessible from the property, enhancing its appeal for outdoor enthusiasts and nature lovers. This is a truly uncommon offering—generously sized, wonderfully located, and full of possibility. Whether you envision a private retreat, a small community, or a working farm, this unique parcel presents an inspiring canvas for your vision.

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Nestled in one of Martha’s Vineyard’s most coveted locations, this custom-built residence blends timeless elegance with contemporary luxury. Complete with exclusive access to the serene shores of Lambert’s Cove Beach. At the heart of the home lies a professionally designed chef’s kitchen, featuring bespoke cabinetry, honed Carrara marble countertops, a handmade subway tile backsplash, Wolf stove and wall oven, Sub-Zero refrigerator, Miele dishwasher, Kohler farmhouse sink, Rohl satin nickel gooseneck faucet, and lighting by Hudson Valley. Adjacent to the kitchen, a custom bar is appointed with Dolomite Italian granite countertops and imported stainless fixtures, creating an ideal space for entertaining. The powder room offers refined finishes, including Durango tile and Rohl polished nickel hardware. The primary bath is a private retreat, luxuriously appointed with Carrara marble, a Kalista sink, a freestanding soaking tub, and elegant satin nickel accents. Additional features include three Rumford fireplaces, a mahogany-screened porch with reclaimed granite hearth, lintel, and mantle. An outdoor shower, enclosed in mahogany, features reclaimed Connecticut granite stone, wide-plank heart pine floors, a reverse osmosis water filtration system, and a three-bay garage with expansion potential. A rare and remarkable Vineyard offering, combining craftsmanship, comfort, and coastal charm.

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This mixed use building is zoned for residential and commercial use. It is extremely well built with an emphasis on non-toxic materials throughout. High ceilings on all three levels. There are radiant floors mixed with forced hot air/AC. The building offers a variety of uses for a new owner. The existing spaces are very versatile and would be ideal for any service oriented business given the multiple office spaces and a large open room for perhaps physical therapy or treatment space. There is a galley kitchen and two full baths on the main floor as well as three offices (one could be considered a first-floor bedroom), and a large open room with doors out to the parking area. Upstairs, there is a two-bedroom apartment with a full bath, a full kitchen with wood cabinets, and a living room with a fireplace. In addition to the finished apartment, there is a separate space framed and insulated with generous square footage to easily expand the living space or bedroom capacity in the second-floor apartment. The property supports four bedrooms. The basement has high ceilings with steel beam construction. There is a wide, full-height access to the lawn from the basement. This space could be renovated to serve as an additional workspace or living space.

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Lambert’s Cove/West Tisbury- custom-built contemporary farmhouse style. 4 bedrooms & 3 bathrooms in Main & 2 bedrooms & 1 bath Guest Cottage on 3 acres in a private neighborhood. Enter Main house from the covered porch -matching custom arch doors lead you to either the mudroom/laundry room-kitchen entry, or the living room. The kitchen has Mexican tiled floor & granite counters with stainless steel appliances & gas 4 burner cooktop & double wall oven. Dining area with lots of natural light and 2 sliding glass doors lead out to the deck and patio. Off the pantry hallway, is a full bathroom (with glass block tiled shower), open Livingroom area with cathedral ceiling, with wide pine floors, home office. A slider leads to a covered porch and back deck. Au pair suite bedroom with loft & separate full 3/4 bathroom-with glass slide to deck & outdoor shower & own entrance. Another large bedroom is located just off the living room. The back of the house is wrapped with a 30x20 deck, with distant water views of Vineyard Sound & Tarpolin Cove on Naushon. Versatile floor plan with many options for accommodating multi-generational living, The Silo Staircase has hardwood treads in the kitchen brings you to the 2nd floor. 2 more bedrooms & 1 full bathroom off hallway. The 2nd floor master bedroom has built in dresser and private deck w/ outdoor shower and a spiral staircase going down to main deck. The yard has a brick patio with a path that winds around both sides of the house, a stone retaining wall in the side yard. The nicely landscaped lot with mature plantings abuts woodlands offering privacy. Plenty of room for guests or extended family in the 2-bedroom Guest Cottage. Vaulted ceilings with fans, galley kitchen, a large bathroom, shower, jacuzzi tub & stackable laundry. Large deck & outdoor shower. You'll be within walking distance (15 minutes) to Lambert's Cove beach, a scenic north shore beach, perfect for children. Great investment opportunity with successful rental history. Tenants in both houses, need as much notice as possible for showings. * Broker is related to Seller.

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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 waterviews of Vineyard Sound and the Sanctuary. There's also a sweet detached studio with bathroom. Its 5.45 acres offers open and sunny grassy lawns, mature trees and a small pond. The contemporary style home has open beamed ceilings, shiplap wood walls, two fireplaces, wood floors, and a spacious deck off the kitchen living area. The primary bedroom suite includes a separate sitting area, built-in bookshelves, and a private balcony.

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