A bucolic 3.36 +/- acre wooded parcel in Aquinnah, offering privacy and natural beauty with a brook running through the property. A seasonal one-room camp, built in the 1970s, sits on the land — a simple retreat for a lucky Buyer. The lot falls within the Special Ways District and is impacted by wetlands, which limits the buildable envelope and requires a 150-ft setback. However, the parcel meets Aquinnah's 2-acre zoning requirement. No well, septic, or electric systems are currently in place.Being sold "AS IS". A rare chance to own a substantial, wooded parcel in one of the Vineyard's most tranquil up-island settings.

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Spectacular, private beach lot located just off Moshup Trail. Gated entry, parking rights and a deeded 1/5 acre of beach on the Atlantic. This is not a buildable lot, no structures of any kind are permitted. Map 10, Lot 7-5

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Lovely beach lot off Moshup Trail in Aquinnah. Enjoy the sandy beach, Atlantic Ocean water and beauty of the South shore. This private beach lot is shared with only seven other members. Parking is located a short walk across the road from the beach access. Private parking limited to one car per member. This is not a buildable lot.

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Enjoy coveted access to one of Martha's Vineyard’s most stunning sandy beaches, located just off Moshup Trail in Aquinnah. This secluded beach is shared with only seven other members, ensuring a peaceful and private coastal experience. Located near Aquinnah’s iconic “Painted House,” the property includes use of a private gated parking area for 1 vehicle and a picturesque stretch of shoreline perfect for relaxing, swimming, and soaking in the island’s natural beauty. This is not a buildable lot.

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Tucked along the south shore of Aquinnah on Martha’s Vineyard, this beach lot presents a chance to enjoy true oceanfront ownership. Accessed via Moshup Trail, this lot features a private gated entry with a pea stone parking area. A boardwalk, that winds through natural coastal vegetation, connects to a sandy trail that brings you over the bluff to the expansive shoreline. Secure your own stretch of an amazing, peaceful, private island beach. Please note, this parcel is not buildable there is no well or septic nor can there be.

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A rare offering on the shores of Menemsha Pond, this extraordinary contemporary waterfront estate redefines luxury living in Chilmark. Thoughtfully designed with striking modern architecture, walls of glass, and seamless indoor-outdoor living, this one-of-a-kind compound captures breathtaking water views from nearly every room. Set on 4.9 acres with a private 115-foot deep-water dock, the property represents an irreplaceable opportunity, as a waterfront estate of this scale and caliber could no longer be replicated. The main residence features six luxurious ensuite bedrooms, including a spectacular first-floor primary suite with dual spa-inspired bathrooms. Two state-of-the-art kitchens appointed with top-tier appliances provide exceptional spaces for entertaining, while the dramatic main living area showcases soaring cathedral ceilings and panoramic pond views. A screened porch and expansive waterfront deck create effortless transitions between interior and exterior living spaces. Upstairs, a striking glass-lined hallway with a dramatic glass floor overlooks the water, leading to guest suites with private baths and access to a second-floor deck. Exceptional amenities include a private theater with massage seating, wine cellar, and outdoor shower. Set just beyond, the pool house is designed as a private wellness retreat, featuring a heated indoor pool, spa, sauna, steam room, and cold plunge, all surrounded by retractable walls of glass that seamlessly blend indoor and outdoor living. The first floor also includes a full bath, kitchenette, laundry area, and spacious enclosed porch. The second level offers a luxurious guest suite complete with a bedroom, living room, spa-inspired bath with dual showers and soaking tub, and two private balconies overlooking the pond. The estate also includes an impressive barn-style entertainment pavilion with a professionally designed fitness center featuring floor-to-ceiling windows and scenic pond views. Adjacent is a sprawling recreation lounge designed for indoor basketball, billiards, ping pong, and additional sporting activities. Below, the structure houses an expansive six-car garage ideal for luxury vehicles, boating equipment, and recreational storage. Completing the compound are a private tennis court, hilltop writer’s cottage with panoramic water views, and a charming boathouse by the dock for waterfront gear. An unparalleled modern waterfront retreat in one of Martha’s Vineyard’s most exclusive settings.

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Set on 60 acres along one of the most private and unspoiled stretches of Atlantic coastline in Chilmark, this exceptional estate offers a rare combination of scale, privacy, and enduring coastal beauty. With over 800 feet of direct ocean frontage, the property commands expansive views while maintaining a true sense of seclusion, an increasingly scarce offering on Martha’s Vineyard. A gated drive winds through scenic farmland and open fields, running along the edge of Quenames Cove before arriving at your own white sand beach and the Atlantic Ocean. The setting is defined by open land and natural surroundings, creating a sense of space, privacy, and uninterrupted views. The compound consists of five thoughtfully crafted structures. The original 1842 Farmhouse has been meticulously restored and fully modernized, preserving its original character while introducing thoughtful updates, modern systems, and high-quality finishes. A detached structure offers flexible space for a gym or additional accommodations, while the Guest House and Bunk House retain their Vineyard charm, each benefiting from substantial upgrades. A newly constructed garage/barn with lofted storage is discreetly positioned nearby, complementing the functionality of the estate. The property offers both immediate livability and long-term significance. It represents far more than a residence, it is a generational holding defined by land, scale, and irreplaceability. Large, contiguous oceanfront parcels of this caliber are rarely brought to market, particularly in Chilmark, making this a truly one-of-a-kind offering. For those seeking exceptional privacy, scale, and enduring value, this estate stands as one of the most compelling oceanfront opportunities, not only on Martha’s Vineyard, but among coastal properties worldwide.

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Perched on an elevated 10.69-acre site just off picturesque North Road in Chilmark, this exceptional private compound brings together natural beauty and architectural distinction. Designed by renowned architect Patrick Ahearn, the residence enjoys dramatic views across the Menemsha Hills and Vineyard Sound toward the Elizabeth Islands, along with superb sunsets. Spanning 7,691 square feet across three levels, the home is centered on a dramatic great room with a 17-foot vaulted ceiling, fieldstone fireplace, oak post-and-beam detailing, and a custom chef’s kitchen designed for both everyday living and entertaining. Expansive walls of glass and bifold doors frame the surrounding landscape and blur the line between indoors and out. Five bedrooms are complemented by two offices, a gym, bunk room, and walkout recreation room for billiards, media, and relaxation. Two additional outdoor fireplaces create intimate gathering areas, including one just off the primary suite with compelling North Shore views. Built by Rosbeck Builders, the residence reflects exceptional craftsmanship throughout. Across the lawn, a finished barn offers flexible space for guests and entertaining, with an open living area, a loft with full bath, and a three-car garage on the walkout lower level. Open meadows, thoughtfully designed grounds, and exceptional privacy define the landscape, while private paths provide easy access to Great Rock Bight and its beautiful North Shore beach. The five member homeowner’s association also has private access to 100’ of additional beach, along with a charming camp and fire pit perched on the bluff above the waterfront. Ownership in Chilmark affords access to the town’s celebrated resident-only Atlantic beaches at Lucy Vincent and Squibnocket, while the fishing village of Menemsha lies approximately 2.5 miles away. 25 Brickyard is a rare legacy property that brings together exceptional architecture, privacy, and the very best of up-island living on Martha’s Vineyard.

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Forty six extraordinary acres on Black Point Pond with easy access to Black Point sandy ocean beach. Magical expansive views of meadows, pond and ocean. This estate-sized property abuts 140 acres of Sheriff’s Meadow conservation land, offering exceptional privacy. A simple 1041 square foot two bedroom seasonal home sits on one lot with two detached studios alongside. Close to nature, this home was built in 1973 and evokes an earlier and simpler time. Enjoyed as a seasonal retreat by one family for three generations, this is the only private home on Black Point Pond. A short walking path leads from the house to a kayak rack on the pond. Paddle and explore Black Point Pond or walk, bike, kayak or drive to nearby Black Point Beach. These three lots (6 acres, 6 acres and 34 acres) are being offered together for the first time in over fifty years. Two of the lots (Lots 1 and 2) are buildable while the third lot (the Meadow Lot) provides view protection for lots 1 and 2 and frontage on beautiful Black Point Pond. A Black Point Beach lot is also included as part of this offering and will give a new owner membership in the private Black Point Beach Association. This is a rare opportunity to purchase an estate-sized parcel on Chilmark's south shore with enormous privacy, stunning views, private pond frontage, two buildable lots and access to one of the most spectacular beaches on Martha's Vineyard.

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Forty six extraordinary acres on Black Point Pond with easy access to Black Point sandy ocean beach. Magical expansive views of meadows, pond and ocean. This estate-sized property abuts 140 acres of Sheriff's Meadow conservation land, offering exceptional privacy. A simple 1041 square foot two bedroom home sits on one lot with two detached studios alongside. Close to nature, this seasonal home (April through October) was built in 1973 and evokes an earlier and simpler time. Use as is, build anew or significantly expand and/or modify the existing dwelling. There is a second abutting buildable lot with many options as well. Enjoyed as a summer retreat by one family for three generations, this is the only private home on Black Point Pond. Walking into the generous, inviting wood panelled living room, the eye is drawn to the large windows opening to expansive views. Rolling meadows, pond, and endless sea and sky… this blend of fields and water stretching into the horizon is the property's backyard. Gazing out from the two-story shingled home it's easy to imagine the legacy of this land, the family that grazed their sheep and for generations tended the land, and the more recent history over the last 50 years of family backyard cookouts, children catching crabs in the nearby creek and bike rides down the dirt road to idyllic Black Point Beach where expansive stretches of white sand run between Black Point Pond and the Atlantic Ocean. A short walking path leads from the house to a kayak rack on the pond. Paddle and explore the pond or walk, bike, kayak or drive to nearby Black Point Beach. These three lots (6 acres, 6 acres and 34 acres) are being offered together for the first time in over fifty years. Two of the lots (Lots 1 and 2) are buildable while the third lot (the Meadow Lot) provides view protection for lots 1 and 2 and frontage on beautiful Black Point Pond. A Black Point Beach lot is also included as part of this offering and will give a new owner membership in the Black Point Beach Association. This is a rare opportunity to purchase an estate-sized parcel on Chilmark's south shore with enormous privacy, stunning views, private pond frontage, two buildable lots and access to one of the most spectacular beaches on Martha's Vineyard.

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Horizon House sits atop one of Chilmark's most private and elevated parcels, offering protected and sweeping views of the Atlantic Ocean. Framed by meadow, mature trees, stone walls, and native terrain, the estate holds an extraordinary connection to both land and sea. The 4+ bedroom main house has been thoughtfully reimagined for today's buyer, designed and built by a team of leading architects and artisans. Grounded in its natural setting, the architecture features dramatic design elements and walls of glass to connect seamlessly with the idyllic landscape. An infinity-edge pool overlooks the pastoral ocean horizon that defines Chilmark, while a screened porch and large outdoor living areas extend the home into its surroundings. A separate 2-bedroom guest house and additional 5.6 acre lot provide flexibility for expansion and subdivision, while a private path to Chilmark Pond allows for deeded access to South Beach. Horizon House is a pleasure to show, by appointment only.

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Welcome to an extraordinary waterfront retreat, where luxury meets nature perfectly. This exclusive property offers unparalleled access to breathtaking views, serene landscapes, and the soothing sounds of water lapping against the shore. Squibnocket Farm Road is renowned for its unspoiled beauty and tranquility. This sophisticated gated community offers a sense of seclusion while remaining within a reasonable distance from essential amenities and entertainment options. Whether you're looking for a year-round residence or a vacation getaway, this waterfront home in Squibnocket is an idyllic sanctuary to create unforgettable memories with family and friends.

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