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 Town's fabulous library, 7A takeout, and movies and performances at the Grange; while your Chilmark address affords access to the Town's Lucy Vincent and Squibnocket Beaches! *Lot Subdivision is too new for the land to have been separately assessed. This is the 3 acre southerly portion of what had been identified as 45 Quenames Road.

Lovely five acre wooded lot off of South Road is ready to be yours. Located in a desirable neighborhood in the Quansoo area in Chilmark. Abuts conservation land on one side and ancient farm land on another. Your chance to build your dream home in a rural setting yet close to West Tisbury center. Access to Lucy Vincent and Squibnocket beaches. Property has been surveyed, perc test completed and preliminary septic plan done.

Find yourself at home in Chilmark with this inviting multi-unit property! Set conveniently on a quiet lot just moments from Chilmark General Store, Squibnocket, Menemsha, and Lucy Vincent Beach, this property has been thoughtfully upgraded for year round use by the current owners with new metal roof, shingles/siding, solar, mini-split AC, and more. The layout of the home includes a three bedroom dwelling on the main level that opens out to a sunny and private backyard. The walkout apartment was recently gut-renovated, features one bedroom plus office/den, and is accessed privately on the opposite side of the house. Both dwellings feature full kitchens and their own laundry. With a superb Chilmark location, this is a rare opportunity to live near the seaside and enjoy all that up-island has to offer!

South shore beachy living in Stonewall Association with private parking and access to a lovely swim and surf beach in a beloved area of Chilmark. Second floor waterviews over Squibnocket Point and the Atlantic Ocean. This lot is fully engineered and ready to be built on! Single-family dwelling , plus a detached bedroom and accessory buildings allowed according to the Chilmark by-laws. Great location in Chilmark, close to the Nashaquitsa town boat landing, Chilmark Town Center, and Menemsha. A dream location for Chilmark lovers. The lot offers interesting topography allowing for a lower-level walk-out basement facing south for maximum sunlight and additional living square footage. A rare opportunity in Chilmark to own land in Chilmark in this association. Build/design package for a new owner will allow for ease in the development process.

South shore beachy living in Stonewall Association with private parking and access to a lovely swim and surf beach in a beloved area of Chilmark. Super sunny lot that is fully engineered and ready to go. Single-family dwelling plus an 800sq ft guest house allowed by special permit, plus a detached bedroom and accessory dwellings according to the Chilmark by-laws. Great location in Chilmark, close to the Nashaquitsa town boat landing, Chilmark Town Center, and Menemsha. A dream location for Chilmark lovers. The lot offers interesting topography allowing for a lower-level walk-out basement facing south for maximum sunlight and additional living square footage. A rare opportunity in Chilmark to own land in Chilmark in this association. Build/design package for a new owner will allow for ease in the development process.

Rare opportunity to build on Chilmark's south shore. This 1.4 acre parcel should allow for new construction of 3,100 square feet and 24 feet in height, by right, with building department approval. Views to the Atlantic Ocean and Chilmark Pond can be seen from the second floor. This parcel comes with a dock on the pond which provides access to a beautiful barrier beach on the Atlantic. Well in place, buyer responsible for new septic system.

A rare opportunity in the iconic Abel's Hill Association which offers private association beach access, three tennis courts and walking trails. This multi-level Chilmark home was designed and built as an homage to architect Frank Lloyd Wright's ethos of open living spaces with flowing sightlines from room to room. The main house has a pocket view to the Atlantic that opens in the fall and winter months, wood floors, natural light and multiple levels. The living room features a contemporary Swedish woodstove and two skylights and sliding glass doors to a balcony making the space bright and cozy. The expanded primary bedroom suite is spacious and offers a private bathroom with generous jacuzzi tub. The kitchen and dining rooms open onto a large deck for entertaining that looks out over the back yard and lovely plantings. There are two guest bedrooms on the second floor separated by an open loft space currently being used as a study and sitting area. The lower level of the main house features a garage, additional storage, and a bonus room with private entrance. The studio style separate guest house offers a full bathroom and kitchen and is situated over a large barn storage space that could accommodate a vehicle or boat. The 1.4 acre property is surrounded by mature trees and abuts the historic Chilmark Cemetery, preserving the privacy and ensuring quiet neighbors. The private association barrier beach is a short walk from the house, or use the association's private beach parking. There are also kayak racks available for association residents to store their kayaks and canoes by Chilmark Pond. The main house has solar panels powering all the electric and hot water in the home and the auto charging station. The main house features a whole house water purifier, ducted heat and AC. The main and guest have separate septic systems and both septic systems have passed Title V.

Located on a private lane along North Road in the heart of Chilmark, this hilltop four bedroom home was perfectly sited to enjoy fantastic water views of Vineyard Sound toward the Elizabeth Islands. Built in 1983 and lived in seasonally, this home has been meticulously cared for. There is a new forced air HVAC system, and recently upgraded electrical. In addition, there are three working wood-burning fireplaces, and the roof, windows, exterior doors, decking and siding have all been replaced within the last 10 years. The interior layout is ideally suited to taking in the views and spectacular sunsets, with an open kitchen, dining and living room that connect to a spacious deck and screened porch. The primary suite also connects to the deck and has views to the water. Guest bedrooms are on the ground floor and are privately set. The land is generous and beautifully landscaped, with a half basketball court carved in along the drive up to the house. Located just a short drive or bike ride to Menemsha and all town beaches, the setting is private, convenient and quintessentially Chilmark.

Well designed and maintained home, situated on 5 acres in a private, desirable neighborhood. Open floor plan with high ceilings that allows a lot of great light into house. The screened in porch is perfect for family dinners or relaxing. Nice water views of Vineyard Sound & the Elizabeth Islands. Short walk to the Brickyard Beach on the North Shore, rights are included with property, where you can enjoy swimming and watching beautiful sunsets. There is also a 1 car garage with a work space.

11 Greenhouse Lane...an incredible opportunity to own in this sought after private enclave with deeded private south shore beach and pond access close by...this charming vintage cape enjoys views over wetlands out to the Atlantic beyond! Three bedrooms, two baths, living room with fireplace, dining area, updated kitchen, screened porch and outside shower. The owners have taken full advantage of this beautiful site, with a patio for entertaining and a dipping pool. A spacious shed has great storage for kayaks, paddle boards, surfboards and much more. Beautifully landscaped and ready for you to enjoy summer in Chilmark with additional beach access to Lucy Vincent and Squibnocket. An added bonus is the 240v ChargePoint at the driveway.

Stonewall is a beloved area of Chilmark with private south shore beach access, well maintained roads and a supreme location for easy Chilmark living. Well located close to the Community Center, Chilmark Store, Quitsa Pond, Lucy Vincent Beach and Squibocket Beach. This property is being offered with two separate abutting lots totaling over 6 acres. 32 Stonewall has second-floor water views facing westward towards sunsets and Squibnocket Point. This parcel will allow for a single-family dwelling and accessory buildings (barn, garage, detached bedroom). The second lot (4 Cedar Lane) has the potential for a house and guest house, garage, barn, and detached bedroom. Both lots have a gentle southern slope allowing for a walk-out lower level where a buyer can gain additional square footage for living space. The potential square footage by right for the two main homes and a guest house is 7925 square feet of living space. This combination of acreage allows for a compound with parking at Stonewall Association’s quiet and pristine Atlantic Ocean Beach. Both parcels are offered fully engineered with wells installed and septic designs forthcoming. This is a tremendous opportunity to acquire land in Chilmark where you can create exactly what you want while enjoying the privacy and amenities that Stonewall offers. A design-build package is available to a Buyer.

Nestled along the beautiful and tranquil shoreline of Tisbury Great Pond and surrounded by a stunning natural environment of water, sand and sky, this is an unparallelled beach house experience on the south shore of Chilmark. The five-bedroom home consists of a three-bedroom main house connected by walkways to a two-bedroom guest wing with studio space above, all with spectacular water views including from ground floor. The yard surrounding the house is a meadow like setting with an easy grassy path out to the sandy pond shoreline. Play on the pond with paddleboards, kayaks, small motor boats and sailboats, and quickly cross over to the ocean beach. Although little ones love to stay on the pond shoreline at the house to explore and swim in these safe calm waters. The existing buildings and six-bedroom septic await your vision. Abutting conservation land on two sides. Access to Chilmark beaches as well. This is a rare offering with the combination of water frontage on the pond, proximity to the ocean, conforming acreage and panoramic views. Create your own private sanctuary for your family in this wild and beautiful, natural setting.

Perched high on the north shore with sweeping views of the Vineyard Sound, this expansive and private property is surrounded by Menemsha Hills conservation land and trails and offers broad water views, even from ground floor of house. The house is large and well maintained with an upside down floor plan allowing for high ceilings and bright spaces in the open plan kitchen/dining/living room, as well as the primary bedroom suite and office on this upper level. This is a great house for entertaining and offers A/C, screened porch, generator, music system, outdoor lighting and other perks. The exterior space features a tennis court, beautiful gardens with water feature, and a cleared meadow, which is several acres in size, surrounded by woodlands. No other houses can be seen from here. A pool is possible and there is plenty of space for this addition. Subdivision potential. Includes Brickyard Beach rights.

A rare opportunity to acquire exceptional property in Chilmark. This well maintained modern home is situated on a knoll overlooking the rolling hills with a perfect combination of forest and farmland and the Atlantic Ocean. The property boasts ancient stonewalls, intriguing glacial boulders, a small pond with stream and extensive well kept walking trails covering the entire property. The home consists of four bedrooms, three bathrooms, open kitchen/dining area, living room with fireplace family room and study. Extremely private, the perfect Vineyard escape.

This waterfront 4 bedroom 2.5 bath quality custom home and detached 1 bedroom, 1 bath guest studio are sited on 5.6 pristine acres. Enjoy spectacular water views and magnificent sunsets from almost every room as well as from the stone terrace, screened porch and the primary bedroom balcony. This is a finely crafted home with many wonderful details including salvaged heart pine floors and beautiful old beams. A large building envelope allows room for expansion should a new owner desire. Relax amidst the gardens, expansive lawn and mature trees as you take in the beauty around you or go for a leisurely stroll to Menemsha Village. A short path leads to 340 feet of private waterfront on the Vineyard Sound where one can swim peacefully in the calm waters.

Walk to a private beach and enjoy the beautifully manicured gardens and landscape of this well-loved and privately situated home! Custom designed with a charming Vineyard feel and tasteful interior design. Water view from a gourmet kitchen and formal dining area. Large open living room and spacious bedrooms. Large deck with exceptional views of the North shore and Elizabeth Island's A large enclosed sun porch off the kitchen to enjoy meals and family time and is adjoined by a breakfast nook. Three (3) Bedrooms are located on the upper level. The primary bedroom is complete with a balcony to enjoy sunrises and sunsets. The 4th bedroom is on the first floor next to a full bathroom. The basement is a finished area with an additional living area. The septic system has been upgraded to allow for six bedrooms.

This rare, unparalleled building opportunity sits on Squibnocket Farm, one of the island’s most private and spectacular locations. Squibnocket Farm consists of approximately 500 acres of forever-protected conservation land, with private access to over 2 miles of beautiful dunes and sandy beach. The 5-acre building site overlooks stone walled conservation fields and beyond to the island’s South Shore. The building envelope has been thoughtfully planned to maximize privacy, views, and to enjoy the pristine natural beauty that Squibnocket Farm affords.

CHILMARK SOUTH SHORE WATER VIEWS. This Squibnocket gem is a Hutker Architect-designed family compound on 4.5 acres. With captivating water views in every direction, this home is the perfect launch pad for the ultimate up-Island lifestyle. Grab your surf or paddle board and head down the path to Squibnocket Beach for a morning surf or swim. Pack the cooler with lunch from the Chilmark Store for a day at Lucy Vincent Beach or on the boat. Pick up some local oysters and lobster rolls in Menemsha and then head home to enjoy a perfect summer sunset on the patio overlooking Menemsha Pond and the Elizabeth Islands. The home is pristine and private with many unique features that make it the perfect place from which to enjoy all that up-Island has to offer. The chef's kitchen and dining area are serene, bright, and functional. The main floor living spaces feature unparalleled Chilmark panoramas with views of South Shore beaches, Quitsa and Menemsha Ponds, and the Vineyard Sound. A stately wood-burning stone fireplace centers the living room which overlooks the expansive lap pool and stone patio area with dining space for outdoor enjoyment. The stunning main house has 4 bedrooms and 3 1/2 baths. The primary bedroom, on the main level, has its own fireplace, ensuite bathroom, walk-in closet, and direct access to the outdoor shower. This rare up-Island property also includes a secluded guest house with a well-appointed kitchen, two ensuite bedrooms, and a spacious living area with wood burning fireplace. A one-car garage on the property is a plus for storing all of your Island toys such as surfboards, beach gear, and the Island car. This Chilmark retreat also features deeded access for small boat pick-up and drop-off on Menemsha Pond, just across the way. Close to the Chilmark General store, Chilmark Tavern, Beetlebung Farm Stand, and the Chilmark Community Center for your convenience. However you like to spend your days, at the beach, by the pool, grilling with a crowd, or curled up with a good book in front of the fire, you can do it all at this one-of-a-kind Chilmark property. The co-listing agent is related to the Seller.

Experience the ultimate luxury lifestyle at this exquisite Martha's Vineyard estate. Situated in a private location with commanding views of the Atlantic Ocean and Chilmark Pond, the property offers safety and serenity, perched on an elevated site well above the flood zone. Chilmark House, designed by Seattle-based architect Rick Sundberg and constructed by master builder Andrew Flake, seamlessly blends contemporary amenities with Vineyard themes to create a truly unique living experience. As you approach the front door, you'll notice an enormous boulder, deposited by a receding glacier, sitting just inches away from the home – a striking natural feature. Upon entering, you're greeted by tall ceilings, oak flooring, and an abundance of natural light. Your eye will be immediately drawn to the walls of glass showcasing panoramic ocean views. The modern kitchen is a chef's dream, featuring cherry cabinets, granite countertops, and high-end appliances from Sub Zero, Miele, Wolf, and Scotsman. The property includes a wonderful screened porch with high ceilings, ideal for dining and relaxing, just off the kitchen and deck. The primary suite is a luxurious retreat, offering access to a private study with fireplace, two lavish baths, a deck, and heated floors throughout. The second wing of the house features three spacious guest bedrooms, two baths, and a dressing room. The heated infinity pool, a centerpiece of the home, offers elegant terrace views of the ocean. Outdoor features also include a large kitchen garden, fruit trees, and a half-basketball court. A detached 3-bay garage and additional parking complete the main house setup. Additionally, a two-bedroom cottage provides guests with a private retreat of their own. Chilmark House includes private south shore beach rights, accessible by boat from Chilmark Pond. This one-of-a-kind property, where the Obamas have vacationed, epitomizes luxury living. For a seamless transaction, all furniture, artwork, and gym equipment are available for purchase. Adjacent 5.5 acre lot is available as well – call for details. Don't miss the opportunity to own this extraordinary estate.

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.

Experience the ultimate luxury lifestyle at this exquisite Martha's Vineyard estate, set on 9.5 acres in two adjoining parcels. Situated in a private location with commanding views of the Atlantic Ocean and Chilmark Pond, the property offers safety and serenity, perched on an elevated site well above the flood zone. The main house and guest house sit on 4-acres, while 0 Wooton Bassett Road is a 5.5-acre lot with an established building envelope, designed to offer water views without obstructing the vistas from the existing home. Together, these properties ensure unparalleled privacy and the potential to create a larger compound in the future. Chilmark House, designed by Seattle-based architect Rick Sundberg and constructed by master builder Andrew Flake, blends contemporary amenities with Vineyard themes to create a unique living experience. An enormous boulder, deposited by a receding glacier, sits strikingly close to the home’s entrance. Inside, tall ceilings, oak flooring, and walls of glass flood the space with natural light and showcase panoramic ocean views. The modern kitchen is a chef's dream, featuring cherry cabinets, granite countertops, and top-tier appliances from Sub-Zero, Miele, Wolf, and Scotsman. The home also includes a screened porch with high ceilings, perfect for dining and relaxing, just off the kitchen and deck. The primary suite offers access to a private study with a fireplace, two baths, a deck, and heated floors. The second wing features three guest bedrooms, two baths, and a dressing room. The heated infinity pool, surrounded by elegant terraces, offers stunning ocean views. Outdoor features include a large kitchen garden, fruit trees, and a half-basketball court. A detached 3-bay garage and additional parking complement the main house, while a two-bedroom cottage provides guests their own private retreat. The estate includes private south shore beach rights, accessible by boat from Chilmark Pond. This one-of-a-kind property, where the Obamas have chosen to vacation, epitomizes luxury living. All furniture, artwork, and gym equipment are available for purchase. Don't miss the opportunity to own this extraordinary estate.