Martha's Vineyard Luxury Homes

MLS Number 41317

• Residential
• Mls Status Active
• Bedrooms 7
• Bathroom 8.5
• Acreage 3.33

This North Shore beachfront estate represents one of the most breathtaking properties in all of New England. The newly built home was created on a 3.3-acre parcel of land, surrounded by specimen trees, rolling grassy meadows and is highly situated on a stable bank overlooking nearly 250 ft of sandy beach. The home, which celebrates and was imagined utilizing the 14 patterns of biophilic design, fosters positive and sustained interaction and relationships among people and the natural environment. The entrance to the home leads across enormous granite steppingstones bridging over expansive reflection ponds with two waterfalls cascading to a lower-level pond. The entry way welcomes one to open and dramatic living spaces with 10 ft ceilings and large expanses of glass facing Vineyard Sound and the surrounding landscape. In the main residence, each of the five-bedroom suites have unique features and connect with the beauty of the outdoors. The lower level of the residence offers amazing, eye-catching living spaces which include state of the art wine cellar, entertainment room, media room, gym and sauna. There is a spectacular glass circular staircase leading to a roof top pool which is surrounded by expansive decks and gardens and offers what is arguably the best place one could choose to watch the sunset each evening. The residence offers countless distinctive features and green technologies including self-sustaining solar energy. Minawetu is essentially a platform for a botanical garden, one with nature and a harmonic part of the island’s environment. Complimenting the property is a detached accessory building with two rooms and two full baths which is designed in harmony with the main house and constructed with the same level of detail. This outbuilding would also be a perfect place for a removed office or studio space. While it’s a short walk to the main residence, it enjoys privacy and it’s owns views over wild flower covered meadows. The landscaping is an incredible blend of open, natural settings complimented by the botanical gardens which grow on and around the house. There is a weathered stone staircase providing easy access to a white sandy beach. There are so many spectacular properties on the island of Martha’s Vineyard, each offering their own incredible features but there truly is no other property that captures the magic of Minawetu.

Listed by Landvest MV

MLS Number 42055

• Residential
• Mls Status Active
• Bedrooms 7
• Bathroom 5.5
• Acreage 9.49

This beautiful 2-parcel compound totals 9.5-acre of land and 600 feet of private Vineyard Sound beach. There is a renovated 4-bedroom beach cottage on one of the parcels which includes all modern amenities and offers spectacular views from almost every room. The second parcel has an older 3-bedroom home located high on a ridge. Both parcels offer wonderful walking paths to the sandy beach below. The property is located in a very conservative minded, private area abutting Katharine Graham’s Mohu estate.

Listed by Landvest MV

MLS Number 42442

• Residential
• Mls Status Active
• Bedrooms 6
• Bathroom 6
• Acreage 9.5

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.

Listed by Compass | The O'Hanlon Group

MLS Number 42243

• Residential
• Mls Status Active
• Bedrooms 8
• Bathroom 7.5
• Acreage 0.3282

With captivating harbor views, this generational home on North Water Street is a rare offering. The property features a 6-bedroom, 5.5-bath primary residence, with restoration work nearing completion and ongoing improvements that combine classic elegance with modern comfort. The property also includes newly constructed additions completed in Spring 2023: a 1-bedroom, 1-bath guest house and a 2-car carriage house with its own 1-bedroom, 1-bath living quarters. The private backyard oasis is perfect for relaxation and entertainment, featuring a 16' x 32' saltwater pool and spa, complete with a pool cabana. This extraordinary property is a must-see.

Listed by Compass | Point B

MLS Number 42024

• Residential
• Mls Status Active
• Bedrooms 7
• Bathroom 5.5
• Acreage 0.5

This captain’s home built in 1850 lies on a double sized lot with expansive views of Edgartown Lighthouse and the entrance to the harbor. The home went through a full renovation years ago, updating the kitchen, bathrooms, opening up the floor plan and freshening all surfaces, while maintaining much of the original historic features. The street level of the home features an open floor plan with kitchen, family room, dining and living room, all which open up to an enormous exterior deck and enjoying incredible views. The second floor features a master suite with private bath and three additional bedrooms sharing two baths. There is a finished, cathedral ceiling third floor that could be used as additional bedrooms or recreational usages. The lower level offers two additional bedrooms, a full bath, living area and laundry. There is a guest house set on the lower lawn offering one bedroom, a full bath, living room with kitchenette and a charming, covered porch with direct views of the harbor. The property offers ample parking, beautiful landscaping and a huge front lawn which stretches to the harbors edge with sandy shoreline and a deep-water pier. A very rare opportunity to acquire a significant waterfront home on Edgartown’s inner harbor and with an exclusive North Water Street address.

Listed by Landvest MV

MLS Number 39817

• Residential
• Mls Status Active
• Bedrooms 8
• Bathroom 7.5
• Acreage 6.6

This dramatic contemporary styled house lies on 6.5-acres of beautiful pond front land in the exclusive Herring Creek Farm. The home features cathedral ceilings throughout and an open floor plan with large living room, dining room and kitchen, all with clear story light, fireplaces and 20 ft. breakaway Nana walls. The spiral staircase leads from the living room to a large roof deck with expansive views of the South Shore. There are 5 suites all with luxurious bathrooms, closets, and private garden terraces. Additionally, there is an attached carriage house with 3 additional bedrooms, a billiards room and exercise room. The grounds offer a large, stunning pool, a 12 person Jacuzzi, outdoor kitchen, and parking courtyard. There is a high level of finish throughout, a whole house Lutron control system and advanced audio/video. Herring Creek Farm offers direct access to private South Shore beach and over 150 acres of conserved land.

Listed by Landvest MV

MLS Number 40007

• Residential
• Mls Status Active
• Bedrooms 4
• Bathroom 4.5
• Acreage 3.3

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.

Listed by Wallace & Co. Sotheby's

MLS Number 42085

• Residential
• Mls Status Active
• Bedrooms 6
• Bathroom 6
• Acreage 4

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.

Listed by Compass | The O'Hanlon Group

MLS Number 42039

• Residential
• Mls Status Active
• Bedrooms 8
• Bathroom 8
• Acreage 0.64

Welcome to your dream retreat in Oak Bluffs. A magnificent eight-bedroom oceanview estate that combines luxury, space, and unparalleled views in one breathtaking offering. This property is designed to accommodate family and friends with ease while offering an elegant and serene environment for all to enjoy. The open floor plan of the main living areas ensures a seamless flow between the living room, dining room, and kitchen, making it perfect for entertaining. High ceilings and large windows flood the space with natural light and provide spectacular water views from every angle. The state-of-the-art kitchen is a chef's delight, featuring high-end appliances, ample counter space, and a large island that doubles as a breakfast bar. Custom cabinetry and elegant finishes complete this culinary haven. Each of the eight bedrooms is designed as a private sanctuary, offering comfort and tranquility. Most rooms feature ensuite baths and large windows that offer stunning water views, allowing you to wake up to the sight and sound of the gentle waves. In addition to the main living room, the property includes several cozy sitting areas, a media room for movie nights, and a game room, ensuring there's always a perfect spot for relaxation and entertainment. It's more than just a home, it's a sanctuary where you can create lasting memories with loved ones, enjoy sophisticated coastal living, and savor the unique charm of this beautiful area.

Listed by Wallace & Co. Sotheby's

MLS Number 41705

• Residential
• Mls Status Active
• Bedrooms 8
• Bathroom 7
• Acreage 3.52

An extraordinary waterfront estate on Chappaquiddick complete with 140-ft deepwater dock, 3-bedroom guesthouse, garage barn, and the unique opportunity to own your own 9-hole “links” golf course next door. The home was designed by award-winning Boston architecture firm Albert-Righter-Tittman and built by Doyle Construction - a "dream team" for the owners whose goal was to achieve a superb finished product. It is just a few minutes away but a world apart from the hustle and bustle of Edgartown village. Since completion the property has been featured in numerous magazine articles and coffee table books. The main house pays homage to the illustrious camps that dotted this shoreline a hundred years ago - grand yet welcoming. This modern interpretation allows most areas of the home to enjoy views of Nantucket Sound. Everywhere there are pleasing details such as fir floors, locust posts that support the 900 sq ft porch, and shiplap interior. The home was built to the very highest standards. There are 5 bedrooms in the main house including a primary bedroom suite on the second floor with 180-degree water views. Beneath the impeccable cosmetic details are mechanical systems that will allow any occupant to live there with all creature comforts. The basement houses a gym and steam/sauna. The home is ideal for entertaining, with its vast great room and dining table that seats 18 people. The interior spaces spill easily to the outside where the lawn stretches to the private beach which in turn yields to Nantucket Sound glistening to the horizon. The setting also provides the ideal vantage point to watch regattas featuring some of the world's finest yachts, extraordinary sunsets, and of course the legendary Edgartown July 4th firework display. These are stellar swimming waters to plunge into right off your own beach, or, if the mood takes you, somersault into from one of the two swimming platforms at the end of your own private dock. The 140-ft dock has a draft of 6 to 8 ft. In addition there are two moorings. The 990 sq ft guesthouse is privately situated and as well as a full kitchen and living area there are 3 comfortable bedrooms. The 2200 sq ft garage barn with workshop has radiant heated floors and a half bath. The house is being sold with all furniture included. There is also the opportunity to purchase the neighboring Royal & Ancient Chappaquiddick Links, a Martha's Vineyard institution.

Listed by Wallace & Co. Sotheby's

MLS Number 41941

• Residential
• Mls Status Active
• Bedrooms 6
• Bathroom 5.5
• Acreage 4.5

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.

Listed by Compass | Point B