luxury real estate for sale Dukes County, United States

This NEWLY-CONSTRUCTED Greek Revival home on Main Street entering the historic village of Edgartown. This stately classic luxurious home has all the timeless style of a traditional home and the architectural details and upscale amenities the modern buyer desires. With over 4,600 sq ft of living space on three levels, 4 bedrooms and 4.5 baths, and a private backyard with a gunite swimming pool, the home offers plenty of room for you, your family, and houseguests. The 1700 sq ft lower level with 9 ft ceilings can also be finished off to provide additional living space, a media room, and a bedroom suite. Attention to many high-end details too numerous to list including custom Carrara marble stone bathrooms, chef's kitchen with a 3-inch thick marble kitchen island countertop, smart home system, hardwood flooring, high efficient heat and central air conditioning, on-demand hot water, central vacuum and much more. The location is extremely convenient, with the harbor front just down Main Street along with the shops, restaurants, and galleries in the village and in an area of substantial new homes that are part of the expanding village center.

This meticulously renovated 1920s gem is nestled in the desirable West Chop area of Vineyard Haven, offering a perfect blend of historical charm and modern luxury. With deeded access to a pristine beach on Vineyard Sound, this exquisite residence is a seaside haven. Step inside to discover a spacious layout. The heart of the home is the gourmet kitchen, boasting custom cabinetry and high-end appliances. Entertain with ease in the open-concept living and dining areas, where upgraded systems and central A/C ensure year-round comfort. The second floor features a primary bedroom suite with a luxurious tile bath and soaking tub in addition to 2 guest bedrooms and an elegantly appointed guest bath with laundry. Every detail of this home has been thoughtfully considered, including a charming compass rose stained glass window, adding a touch of nautical flair. The finished lower level includes additional living space and a spacious bedroom. Step outside to the stunning mahogany rear deck overlooking a newly landscaped yard, ideal for entertaining and an outdoor shower. With easy access to Downtown Vineyard Haven and Vineyard Sound beaches, don’t miss the opportunity to own this exceptional property where timeless beauty meets contemporary living.

Gorgeous waterview home tucked into a corner of Vineyard Haven village. This property is a landmark thanks to its distinctive red door and the stunning flowerbeds visible to passersby. The quaint exterior disguises what greets the visitor upon entering - a sophisticated combination of traditional and modern design within a completely renovated home (most recently in 2008-2010 and then in 2019). Consider the fact that the house has four large bedrooms all with modern ensuite bathrooms PLUS an office PLUS a separate den PLUS an extra full bathroom. The primary bedroom with its private deck occupies the entire third level of the home and enjoys spectacular 120-degree harbor views of the multitude of wooden sailboats on their moorings and the ferries coming and going. This is a home for entertaining friends and family thanks to its open floor plan that opens onto a large deck. The home is located at the far end of Main Street in what is a bustling part of the village, and yet when one steps inside, the hubbub disappears as the door closes behind you. The cobbled driveway fits two cars and there is also a grassy driveway that leads to a detached two-car garage. The garage is currently configured to accommodate one car in the off-season. The other half of the garage is an art studio that could be used as is or repurposed as an office or gym. Tucked between the house and garage is a peaceful area with bluestone pavers that lead to an outdoor shower - the perfect place to rinse off after a day at the beach or out kayaking or paddle-boarding.

This beautifully renovated gambrel-style home in Vineyard Haven seamlessly blends classic charm with modern luxury. This pristine residence is nestled within a private, hedge-lined yard in one of Vineyard Haven’s most quiet and quaint neighborhoods. With the new heated salt-water pool, outdoor shower, lovely plantings, and beautiful gardens, no detail has been overlooked. The property also features a renovated garage with a finished second level, perfect for a creative studio. Inside, the home exudes warmth and elegance, with wide pine flooring, custom craftsmanship, and intricate wood detailing on the ceilings. The spacious living room, centered around a gas fireplace, is both inviting and stylish. The sunlit kitchen, equipped with top-of-the-line appliances and refined finishes, includes a cozy window seat that adds to its charm. The primary bedroom suite offers a serene retreat, complete with a private tile bath and access to a 2nd-floor deck. The three additional bedrooms are equally comfortable and well-appointed, providing ample space for guests. The finished lower level expands your living space further, ideal for a home theater, gym, or playroom. Spend your days soaking in this privacy that this tranquil abode provides, or take advantage of its ideal location to access the hustle and bustle of downtown Vineyard Haven where you can enjoy various galleries, shops, and fine dining. This location is also convenient to Owen Park Beach, West Chop and Mink Meadows Golf Club.

This 4-bedroom home is located within the desirable Hidden Cove Association, a 65-acre community of well-tended homes with direct water access to Sengekontacket Pond, State Beach, and Nantucket Sound. The property has conservation land behind and beside it. You truly feel like you are on the Vineyard when you make your way down the boardwalk through the marsh to the secluded area with private boat dockage and a place to keep your kayaks and other watercraft. There are also walking trails and tennis. All this is within the outskirts of Oak Bluffs with easy access to other towns.

Lamberts Cove Beach access, first and second floor water views, and a warm and inviting home in a private West Tisbury location - that is what is on offer here. The home was recently upgraded with a new kitchen and bathrooms. The primary bedroom suite has even better views than those from the first floor. The walkout lower level is a two bedroom suite with full bath, sitting area, kitchenette, and private entrance that leads to a beautiful sitting area beside a fenced-in vegetable garden and flower-cutting garden. In addition to a deck and backyard patio, there is also a porch in the front of the house. There is a climate-controlled garage that is currently a complete workshop with an upstairs that can be converted into a detached bedroom if one of the bedrooms in the main house is decommissioned.

An exceptionally rare opportunity to own a front row Bay Home at Mattakesett. Nothing separates you from the spectacular views of the Atlantic Ocean, South Beach, and Katama Bay. The expanded Bay Home has been extensively renovated with additional square footage added making it one of the largest homes in this highly desirable community of seasonal beach homes. Included in the expansion is the widening of the main living area and the creation of a bonus space on the third level with privacy and a full bath. In addition to the highly popular Atlantic Ocean beach nearby, there are all the facilities of the Mattakesett/Winnetu community close at hand, including a swimming pool, tennis, basketball courts, and extensive children's programs.

Located within the heart of the highly sought-after historic district of Edgartown, this 4-bedroom residence on South Summer Street offers a unique blend of timeless elegance and historical detail. Built in 1780, this home stands as a testament to Edgartown's rich architectural heritage with its classic New England design, complete with a white picket fence. Enter through the welcoming foyer, which leads to a spacious living room with original wide plank hardwood floors and classic moldings. The living room and formal dining room feature fireplaces which create an inviting space for gatherings and entertaining. Primary bedroom suites can be found on both levels of this home. The property includes coveted off-street parking and a 1 car garage. Enjoy the convenience of living in the heart of downtown Edgartown. South Summer Street is a short distance to boutique shops, restaurants, art galleries, and the iconic Edgartown Harbor. This property represents a unique opportunity for those with a vision for restoration.

Welcome to your ideal Edgartown retreat! This stunning classic cape-style home features four bedrooms and two baths. Built and cared for by a contractor, this residence exudes quality and attention to detail at every turn. Nestled on a picturesque half-acre lot in the Westminster Acres neighborhood, privacy abounds in this tranquil setting. Situated on a quiet paved dead-end street, enjoy easy access to all island amenities, including beaches, bike paths, state forests, and public transportation. Step inside to discover a bright and airy first floor, adorned with hardwood floors and a cozy fireplace. The spacious eat-in kitchen boasts stainless steel appliances and granite countertops, complemented by a slider leading to a sprawling deck overlooking manicured landscaping and gardens. On the first floor, you'll find a convenient bathroom and one bedroom, while the second floor hosts a generously sized primary bedroom with abundant natural light and a skylight. Two additional bedrooms and another full bathroom complete the second level, offering ample space for family and guests. Adding to the allure of this home is the expansive basement, spanning 890 sq. ft. and providing endless possibilities for storage, recreation, or future expansion. Don't miss out on the opportunity to make this exceptional Edgartown property your own.

Welcome to this charming 3-bedroom home, ideally situated on the tranquil end of William Street, just steps from the vibrant heart of downtown Vineyard Haven. This inviting residence boasts a spacious primary suite conveniently located on the main level, offering ease and privacy. The open and airy layout seamlessly blends modern comfort with classic appeal, making it perfect for both relaxing and entertaining. Enjoy the serenity of your peaceful surroundings while being only a short stroll away from local shops, restaurants, and the picturesque harbor. Whether you're seeking a year-round residence or a serene retreat, this home offers the best of both worlds. Come see it today and experience the charm and convenience for yourself!

Located in a desirable Oak Bluffs neighborhood, this nicely appointed 3-bedroom, 2-bath home offers both charm and convenience. The first floor features an open living room that leads to a sunroom with French doors opening to a private stone patio. Also on the first floor is a versatile bedroom that can double as an office, along with a full bath. The second floor boasts two spacious bedrooms and an updated tile bath. A unique feature of this property is the detached studio, which includes a bedroom, modern kitchenette, and full bath. A spiral staircase in the studio leads to an additional room, providing extra space and versatility. The property is beautifully manicured with stunning plantings and a stone wall, and includes two garden sheds for storage. Centrally located in Oak Bluffs, it is close to the Wapatequa Woods Reservation, offering both tranquility and accessibility.

Vacant land in Katama just 2 miles to the parking area at South Beach, and the same distance to the heart of the Village. This wooded parcel is almost an acre in size and will support SEVEN bedrooms once tied into town sewer. Swimming pool is allowed by right and so is a guesthouse after 5 years. The property, shown as Lot 4 in a Plan of Land in Edgartown Mass dated November 5, 2013 and revised May 22, 2023 (See Documents section), is awaiting a final judgment from the Land Court confirming good title in the seller, with only standard clerical steps remaining.

In an enclave of luxury homes in Katama, this 2021-built 5 bedroom, 5 bathroom property with three half-baths is being delivered turnkey with fine furnishings and artwork. The home has everything the modern buyer wants, including two primary bedroom suites (one upstairs, one downstairs), all bedrooms with ensuite bathrooms, two laundry rooms, detached guest quarters, high-end music system, a beautiful pool area, the list goes on. In addition to the 4700-sf main house with 4 ensuite bedrooms there is a Carriage House with a bedroom suite upstairs. In 3 years time this detached bedroom can be converted into full guest apartment by converting unfinished space into a living room and kitchen. The Carriage House also includes a poolhouse with half bath and a 2-car garage.

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.

Private Atlantic Ocean beach lot located on the serene coastline of Aquinnah on Martha's Vineyard. This exceptional beach lot offers a rare opportunity to own a piece of prime oceanfront. Located just off of Moshup Trail is private gated access to your own designated parking area. From there, a picturesque boardwalk meanders through native flora and opens onto a sandy path leading directly to the water's edge. The sandy ocean beach offers panoramic views of the Atlantic Ocean. Don't miss your chance to own a piece of Martha's Vineyard's coveted coastline.

Welcome to Oak Bluffs! This classic colonial style 4-bedroom, 2.5-bathroom house has just undergone a complete interior renovation, promising contemporary comfort and style. As you step inside, you'll be greeted by a spacious living room adorned with a cozy gas fireplace. The open layout seamlessly connects the living room to the dining area, creating an ideal space for entertaining. The newly updated kitchen features modern appliances, sleek countertops, and ample storage space. An office, half-bath and laundry room complete the first floor. Upstairs, the primary bedroom suite awaits with plenty of natural light and a luxurious en-suite bathroom. The second-floor features 3 additional bedrooms and a guest bathroom. Outside, the newly landscaped fenced-in yard boasts a stone patio and plenty of outdoor entertaining space. An oversized screened porch completes this welcoming outdoor oasis. Located on the bike path, this location is convenient to Downtown Oak Bluffs, and nearby beaches.

Located less than a mile from South Beach, this completely renovated 4-bedroom Katama beach house is a ready for your enjoyment. There is a fresh coastal contemporary vibe. The list of improvements by the current owner is extensive, and includes replacing every window and slider, installing French doors onto the sunroom, adding a regulation bocce court, and building first and second story decks. The roof was installed in 2023. The living space offers an open floor plan with a big sky feel and an oversized wraparound deck overlooking a private yard with bocce ball court. Thanks to the southerly orientation and walls of glass, the main living space is filled with light throughout the day and sunsets at night. In the evenings enjoy a soft breeze while sitting beneath the stars and listen to the Ocean surf. Outside two guest rooms on the first level there is a large covered deck with swing seats. The fully irrigated yard space has been carefully configured for outdoor fun during the day. At night, the exterior offers plenty of space for entertaining beneath the party lights on the patio with a built-in fire pit. You can be toasting S'mores outside on a summer evening or when the weather turns cool be sitting inside in front of a gas fireplace in the main living area. This home is located conveniently enough that kids can easily get to South Beach or catch the trolley into town. If you’re looking for a true Katama beach house, this could be the place for you.

Uncover unparalleled Martha’s Vineyard opulence within a sprawling 22-acre estate. Immerse yourself in the timeless elegance and meticulous craftsmanship of the 7-bedroom , 10-bathroom main home, designed by the renowned architect, Robert A.M. Stern. From the grand foyer to the post & beam living room, each detail exudes sophistication. Revel in the warmth of multiple fireplaces and experience culinary delights in the superbly designed gourmet kitchen. This residence is a luminous haven, where natural light steals the spotlight. Step outside and discover a remarkable pool and pool house with a fully-equipped gym, sauna, and massage room. Located in the exclusive Boldwater Association, residents enjoy, tennis, pickleball, a boat landing, and a private Atlantic Ocean beach.

Welcome to your dream home in the exclusive Lower Makonikey Association, a serene enclave on Martha's Vineyard. This meticulously crafted 3,284 square-foot residence with a 3-car garage is a masterpiece of design and comfort, set on 3.21 acres of lush, tree-lined grounds accented by historic stone walls. Offering 4 spacious bedrooms and 4 elegantly appointed bathrooms, this home embraces the charm of island living. The main level features a flowing floor plan, ideal for both entertaining and everyday living, with a gourmet kitchen with a sun-filled breakfast nook, and butler’s pantry, dining room, and a spacious living room with a brick fireplace. A home office and laundry room finish the first floor which has beautiful hardwood floors throughout. Upstairs, the primary bedroom suite is beautifully appointed and features a spacious bathroom with double sinks, spa tub and shower. The bedrooms are generously sized, with ample natural light and stunning views of the surrounding landscape. The third level holds tremendous potential, offering the possibility to add 2 additional bedrooms, further enhancing the home's versatility. Outside, the back deck and expansive grounds provide a peaceful sanctuary, perfect for outdoor activities, gardening, or simply relaxing in nature's embrace. As a resident of the Lower Makonikey Association, you'll enjoy access to a private association beach on Vineyard Sound. This exceptional property is more than just a home; it's a lifestyle. Experience the perfect blend of privacy, elegance, and community in one of Martha's Vineyard's most sought-after neighborhoods.