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$2,495,000
1 Beds 2 Baths 73540958 MLS
Located on Upper Main Street in Edgartown’s BII zoning district, this versatile property is currently home to Lucky Hank’s restaurant. Set on a desirable lot with a large private parking area, and in a coveted high-visibility location. The building offers a turnkey restaurant space and thriving business complete with a fully equipped commercial kitchen on the first floor. Upstairs, you’ll find one bedroom with an ensuite full bathroom, currently being used as the office. There is also an additional room being used for restaurant storage. With the flexibility to convert the property back to residential use, if desired, this is a rare opportunity in a prime location that should not be overlooked! This offering is for the real estate and the business. Please inquire with listing agent for additional details and information.

218 Upper Main Street, Edgartown

$32,500,000
9 Beds 11 Baths 22602926 MLS
Beach Farm is an extraordinary 18.6-acre waterfront estate offering exceptional privacy, 1,700 feet of water frontage,sweeping Atlantic views, private beaches, a rare walking path to the pristine South Shore, and a short bike ride to Edgartown Village. The estate is set within the storied 200-acre Herring Creek Farm, a coastal enclave surrounding a working farm with barns, horses, sheep, and open meadows. Bordering both the 900-acre Edgartown Great Pond and the Atlantic Ocean, Beach Farm includes a six-bedroom main residence completed in 2023 with expansive walls of glass that frame dramatic, panoramic views across the pond and ocean. Built to the highest standards by master craftsmen, the home is complemented by a three bedroom surf house with outdoor sauna, cold plunge, a workout barn, private walking trails, and secluded beaches.

61 Butlers Cove Road, Edgartown

$32,500,000
9 Beds 11 Baths 73536859 MLS
Beach Farm is an extraordinary 18.6-acre waterfront estate offering exceptional privacy, 1,700 feet of water frontage, sweeping Atlantic views, private beaches, a rare walking path to the pristine South Shore, and a short bike ride to Edgartown Village. The estate is set within the storied 200-acre Herring Creek Farm, a coastal enclave surrounding a working farm with barns, horses, sheep, and open meadows. Bordering both the 900-acre Edgartown Great Pond and the Atlantic Ocean, Beach Farm includes a six-bedroom main residence completed in 2023 with expansive walls of glass that frame dramatic, panoramic views across the pond and ocean. Built to the highest standards by master craftsmen, the home is complemented by a three bedroom surf house with outdoor sauna, cold plunge, a workout barn, private walking trails, and secluded beaches.

61 Butlers Cove Road, Edgartown

$1,499,000
5 Baths 73535108 MLS
Martha’s Vineyard Offered for sale or lease is a rare 2,000± SF commercial space in Edgartown, designed for professional office, medical, wellness, or healthcare-adjacent use. Located just outside the historic district, this Martha’s Vineyard commercial property offers convenient access w ample on-site parking, a dedicated loading zone, and a full basement for storage or expansion.Interior features high ceilings, abundant natural light, and a welcoming reception area, creating a calm, client-focused setting ideal for medical offices, therapy or counseling practices, design studios, and professional services. The flexible layout includes multiple private offices or treatment rooms, well-suited for a medical spa–ready configuration, wellness practice, or owner-occupied professional suite.Finished with quality materials throughout, this turnkey commercial space offers refined design, functionality, and year-round usability in one of the island’s most desirable business locations.

1 Mariners Unit A, Edgartown

$1,395,000
2 Beds 2 Baths 73535103 MLS
Set on a generous .72-acre parcel just two miles from Edgartown Village and near the bike path, this thoughtfully renovated cottage offers comfortable living today with expansion potential. The property is move-in ready and provides easy access to beaches, boating, dining, and nearby conservation trails. The bright interior features an open floor plan with a spacious kitchen that flows into the dining area, creating an ideal space for everyday living and entertaining. A comfortable living room features a wood-burning fireplace, while two well-positioned bedrooms offer privacy and flexibility. Outside, a large patio, outdoor shower, and expansive lawn provide plenty of space to enjoy the outdoors. A detached outbuilding offers valuable bonus space, while multiple sheds provide convenient storage. With a 5-bedroom septic system already installed and town water nearby, the property offers a clear path for future expansion. Sale is contingent on seller finding another home.

29 Jernegan Ave, Edgartown

$1,150,000
3 Beds 2 Baths 73534315 MLS
Easy Edgartown living awaits in this charming 3-bedroom, 2-bath ranch offering comfort, convenience, and classic Vineyard appeal. Designed for effortless single-level living, the home features a spacious living room, an open kitchen and dining area, and a thoughtful layout that works beautifully for everyday life, entertaining, or relaxed seasonal stays. The private primary suite includes its own bath, while two additional bedrooms share a full bathroom, creating a practical and comfortable floor plan. A full basement provides excellent storage and added flexibility, with room for bikes, beach gear, tools, or future possibilities. Step outside to enjoy the deck, fenced yard, and quintessential outdoor shower — the perfect Vineyard touch after a day at the beach. With the bus stop conveniently located at the end of the street, getting around the island is simple and stress-free. Just minutes from downtown Edgartown, bike paths, restaurants, shops, and some of the island’s most loved bea

34 Tenth St S, Edgartown

$3,100,000
22602742 MLS
3 Acre Katama Building Lot with Existing Guest House.This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South Beach and Edgartown Village. Featuring a custom guesthouse built in 2018, with solid rental history and is outfitted with modern amenities. With a 6-bedroom septic system in place, there's ample opportunity to build a main house or additional structures, pending necessary town approvals. Expansion to 8 bedrooms possible with septic upgrade. This unique opportunity allows the developer to enjoy Edgartown now while envisioning the full potential.

114 Meetinghouse Way, Edgartown

$3,100,000
1 Beds 1 Baths 22602741 MLS
3 Acre Katama Building Lot with Existing Guest House. This parcel is ready to be developed into a true Edgartown Compound. The last of three private, forested lots to be offered in this part of the Browns Farm Lane subdivision, two of which have already been sold and developed into breathtaking, substantial residences. Located one mile from Edgartown Great Pond and 2 miles from both South Beach and Edgartown Village. Featuring a custom guesthouse built in 2018, with solid rental history and is outfitted with modern amenities. With a 6-bedroom septic system in place, there's ample opportunity to build a main house or additional structures, pending necessary town approvals. Expansion to 8 bedrooms possible with septic upgrade. This unique opportunity allows the developer to enjoy Edgartown now while envisioning the full potential.

114 Meetinghouse Way, Edgartown

$1,850,000
4 Beds 3 Baths 73531632 MLS
Enjoy privacy at the end of a quiet Edgartown cul-de-sac on .71 acres with easy access to 25+ acres of Land Bank conservation land. Ideally located near Morning Glory Farm, the bike path, downtown Edgartown, and South Beach, this light-filled post-and-beam home offers a thoughtful floor plan and inviting indoor-outdoor living. The spacious kitchen features a large center island, walk-in pantry, and garden access. A dining area with an enamel pellet stove opens to the expansive deck, while the sunken living room boasts cathedral ceilings, a floor-to-ceiling brick fireplace, and views of the surrounding landscape. The first floor includes a guest bedroom and full bath. Upstairs are a primary suite with den/office and half bath, plus two additional bedrooms and a full bath. Established gardens, an outdoor shower, basement storage, and town sewer capacity for up to seven bedrooms add exceptional appeal and future potential.

99 Old Purchase Road, Edgartown

$49,000,000
12 Beds 14 Baths 22602611 MLS
Great Point is an unprecedented coastal estate encompassing a total of ~32 acres and 5 individual parcels within the coveted 200-acre Herring Creek Farm, just minutes from Edgartown Village and Harbor. This extraordinary property offers location, scale, privacy, and natural beauty, with architecturally significant residences and the rare opportunity to create three additional homes. More than 2,500 feet of private shoreline frame pristine waters, sweeping Atlantic Ocean views, and a private walking path to the South Shore's miles of unspoiled sandy beaches. Mature trees, open pastures, organic gardens, and a protected waterfront setting create one of Martha's Vineyard's most remarkable landscapes. Recently completed residences blend natural materials, expansive walls of glass, and exceptional craftsmanship, creating a seamless connection between architecture and nature. Great Point offers a multi-generational coastal compound in a setting that could not be replicated today.

15 Forever Wild Way, Edgartown

$49,000,000
12 Beds 14 Baths 73528416 MLS
Great Point is an unprecedented coastal estate encompassing a total of ~32 acres and 5 individual parcels within the coveted 200-acre Herring Creek Farm, just minutes from Edgartown Village and Harbor. This extraordinary property offers location, scale, privacy, and natural beauty, with architecturally significant residences and the rare opportunity to create three additional homes. More than 2,500 feet of private shoreline frame pristine waters, sweeping Atlantic Ocean views, and a private walking path to the South Shore's miles of unspoiled sandy beaches. Mature trees, open pastures, organic gardens, and a protected waterfront setting create one of Martha's Vineyard's most remarkable landscapes. Recently completed residences blend natural materials, expansive walls of glass, and exceptional craftsmanship, creating a seamless connection between architecture and nature. Great Point offers a multi-generational coastal compound in a setting that could not be replicated today.

15 Forever Wild Way, Edgartown

$7,999,000
7 Beds 7 Baths 73527262 MLS
Nestled in an enviable Katama setting, this majestic farmhouse compound epitomizes the peak of casual Vineyard luxury across a manicured coastal landscape. From the sprawling covered entry porch, the front door opens into an impeccably choreographed layout where a grand entry hall flows seamlessly into an expansive great room, an elegant formal dining space and a dedicated sunroom that bathes the main level in natural light. At the heart of the home is a true culinary haven—a premier chef’s kitchen anchored by a massive center island, supported by a walk-in pantry and flanked by a quiet, professional study. Offering unparalleled versatility for multi-generational living, the main level also features a completely self-contained guest suite featuring its own private full bath and customized dual walk-in closets. The oversized mudroom offers access to the attached two-car garage and leads outside to the gunite pool, spa and al fresco entertainment area. Schedule your private tour today!

9 Suttons Way, Edgartown

$2,999,000
5 Beds 5 Baths 73524464 MLS
Set on 2.2 acres in Edgartown, this five-bedroom home with a heated saltwater pool is just moments from Morning Glory Farm, South Beach, the bike path, and Edgartown Village. It features three finished levels designed for coastal living, with gathering spaces and indoor-outdoor flow. At the center of the home is the kitchen and dining area that opens onto an expansive deck overlooking the 16’ x 32’ heated saltwater pool. Multiple living spaces offer flexibility lounging, including a cozy den with a wood-burning fireplace and a spacious lower-level playroom with direct exterior access. The finished lower level includes an additional bedroom with en-suite bath. A six-bedroom septic system allows for future flexibility and expansion potential, including the possibility of adding a guest house or expanding the existing residence. With a strong rental history, and a premier Edgartown location, this property presents an opportunity to enjoy the best of the Vineyard. Easy to show.

10 North Bog Rd, Edgartown

$2,675,000
4 Beds 8 Baths 73523165 MLS
Located on a quiet street just minutes from Edgartown Village, this versatile compound offers privacy, flexibility, and close proximity to the Island’s best outdoor amenities. Set on over half an acre, the property includes a main house and detached guest house with separate driveways and mature landscaping.The main home features an open kitchen and dining area, sunken living room, and three bedrooms, plus a finished lower level for added living space. Outdoor highlights include a deck, heated pool, patio, pool house, and outdoor shower.The guest house was built in 2011 and provides additional living space, multiple baths, a garage, and its own private setting. Near conservation land and water access, and just 1.5 miles to town, this property offers strong rental potential and exceptional versatility.

15 Twenty First St N, Edgartown

$2,950,000
4 Beds 3 Baths 73522670 MLS
This classic beach house captures the essence of coastal living with the sound of the Atlantic just beyond. Designed with a reverse-style floor plan to maximize light, the home offers a blend of comfort and Vineyard charm. The main living level is bright and airy, featuring a sun-filled kitchen that opens to a sitting area. Sliders lead to a spacious mahogany deck. This level also includes an additional family room, a generously sized bedroom with access to a private terrace and a full bath. Upstairs, the 3rd floor is dedicated to the primary suite, with vaulted, beamed ceilings and walls of glass that flood the space with natural light. The bath features a glass shower, completing the quiet atmosphere. On the first floor, you’ll find a third bedroom, large bath with laundry, and an additional living area with direct access to a covered porch. Set on a generous 0.7-acre lot, the property includes an outdoor shower. The property also boasts a strong rental history. Please inquire

13 Young Street, Edgartown

$6,995,000
4 Beds 3 Baths 73520913 MLS
Perfectly positioned along the serene shores of Katama Bay, this property offers a front-row seat to nature’s grandeur. Residents will revel in sweeping, 180-degree vistas where the tranquil waters of the bay meet the dramatic horizon of South Beach and the Atlantic Ocean. As you enter the property from Edgartown Bay Road, the home’s timeless architecture and expansive front lawn make an unforgettable first impression. Inside, the home features a bright and airy open-concept layout that seamlessly blends the living, dining, and kitchen areas, all enhanced by the dramatic “big sky, big water” setting. Spanning three levels, the residence offers 4 bedrooms, 3 full bathrooms, and a spacious family room. Nearly every room captures breathtaking water views, creating a true connection to the surrounding coastal landscape. Step outside to the backyard lawn and follow the wooden boardwalk to your own private sandy beach. Whether launching a kayak or paddleboard for a day exploring Katama Bay.

103 Edgartown Bay Road, Edgartown

$2,195,000
5 Beds 4 Baths 73520213 MLS
Life on Chappaquiddick has a rhythm all its own — and this exceptional compound is designed to savor every moment of it.Set on three park-like acres of meadows and woodland, two freshly painted log cabin-style homes offer a private world apart. The three-bedroom main house is open and generous, with living spaces that flow seamlessly from inside to out. The two-bedroom guest house is its own considered retreat, complete with covered porch, back deck, and outdoor shower. An oversized garage with loft provides additional space to gather and unwind.A circular drive and pea stone pathways connect the buildings across beautifully layered grounds. Adirondack chairs ring a custom firepit for late nights under the stars; a sauna and cold plunge pool on a bluestone patio create your own personal spa. An enclosed garden, garden shed, and multiple outbuildings complete the setting — your own private park among Martha’s Vineyard most beautiful natural setting.

7 Pip'n Circle, Edgartown

$21,500,000
10 Beds 14 Baths 73517157 MLS
A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest on Martha’s Vineyard. Originally built in 1835 and masterfully renovated, it blends historic character with refined modern luxury just moments from Edgartown Harbor, dining, and shopping. Spanning two lots, the property features 10 bedrooms and 14 baths, designed for elegant entertaining and everyday living. The main residence showcases oak floors, nickel board walls, premium appliances, and seamless indoor-outdoor flow with a screened patio. The chef’s kitchen includes dual dishwashers, a Miele coffee bar, and wine storage, while a custom bar can convert to a secondary kitchen. Highlights include multiple living areas, en-suite bedrooms, a luxurious primary suite, bunk room, and a finished lower level with media room and wine cellar. Outdoors, a pool, spa, cabana, and carriage house create a private coastal retreat.

56 North Summer Street, Edgartown

$439,500
73516268 MLS
Located on a quiet cul-de-sac in a private Edgartown neighborhood, this half-acre parcel offers the perfect setting for your Martha's Vineyard home. Centrally located, the property provides easy access to the bike path and State Forest walking trails. With the recent Massachusetts Affordable Homes Act, this lot is now buildable and will include an approved 3-bedroom septic plan. The site allows for a home of up to 1,850 sq. ft. of heated living space. Use as a seasonal residence or short-term rental is not permitted, ensuring a stable year-round neighborhood setting. Please note, the property may not be used as a seasonal residence or short-term rental. An excellent opportunity to design and build your future home on Martha’s Vineyard.

5 Candlemaker Circle, Edgartown

$445,000
73516228 MLS
A picturesque half-acre lot in the desirable Edgartown neighborhood, perfect for building your Martha's Vineyard home. Bordered by more than 175 acres of pristine conservation land, this property offers peaceful surroundings with easy access to the island’s top attractions, including stunning beaches, scenic trails, vast state forests, and public transportation. In accordance with recent amendments to Chapter 40A Section 6 of the Affordable Homes Act, any single-family residential structure constructed on this lot shall not exceed 1,850 square feet of heated living area, shall contain not less than 3 bedrooms, and shall not be used as a seasonal home or short-term rental. This offering includes an approved 3-bedroom septic plan.

11 Boylston Drive, Edgartown

$4,800,000
4 Beds 4 Baths 73514104 MLS
NEWLY CONSTRUCTED gambrel home with a POOL, close to SOUTH BEACH and EDGARTOWN VILLAGE! The facade of the offers a covered porch. The entry foyer presents with an oversized lounge area to the right and a spectacular great room ahead. The great room has a soaring cathedral ceiling and a rear wall of two story windows with a gas fireplace, very stunning! The great room opens to the dining room with a wall of glass doors overlooking the pool area. The dining room flows into the gourmet kitchen with a seating island. Off the dining and kitchen area is access to the mudroom which has a half bath, pantry, and laundry area. Off the mudroom area is an outdoor shower. The first floor hosts the primary bedroom with a luxurious bathroom. The second floor has three guest rooms and two full bathrooms. The rear yard offers privacy in the 14 x 30 ft. salt water heated pool that is surrounded by bluestone and professional landscape.

9 Marthas Way, Edgartown

$2,795,000
73513600 MLS
Located off Meetinghouse Way, this 3-acre parcel offers something truly special: room to breathe. Open pasture rolls across the heart of the property, while bordering woodland creates a setting that feels private yet open and airy. The location is less than 2.5 miles from Main Street and South Beach, offering convenient access to both town amenities and the sand and surf of the south shore. Neighboring Wilson’s Landing provides water access to the Edgartown Great Pond for kayaking, paddleboarding, and other activities. With 8 bedrooms possible and the potential to build a guest house, the development options here are many. Whether you envision a family compound, a retreat with room for extended family and friends, or a legacy property designed to be enjoyed for generations, this land provides the canvas. This is one of two parcels for sale.

Lot 4A Browns Farm Lane, Edgartown

$1,800,000
4 Beds 3 Baths 22601985 MLS
Welcome to your coastal retreat in sought-after Sengekontacket, offered fully turnkey and ready to enjoy from day one. This light-filled contemporary home blends comfort, style, and exceptional community amenities in one of Martha's Vineyard's most desirable central Island locations.Designed with soaring vaulted ceilings and oversized windows, the home is flooded with natural sunlight throughout. The first floor features three spacious bedrooms and a full bath with double vanities, while warm oak and maple flooring pair elegantly with custom cherry staircases and built-ins.The open-concept second level creates the perfect gathering space for entertaining and relaxed coastal living. The kitchen, dining, and living areas flow seamlessly together and open through three sliding doors onto an expansive sun-drenched deck -- ideal for alfresco dining, morning coffee, sunset cocktails, or summer entertaining. The private primary suite offers its own slider to the deck, along with a spa-like en suite bath featuring a Jacuzzi tub, separate shower, walk-in closet, and dressing area.The lower level is an unexpected highlight, boasting dramatic eighteen-foot ceilings, overs

18 Wood Duck Way, Edgartown

$2,895,000
3 Beds 2 Baths 73511131 MLS
Set in a private community, Sweetened Water Farm offers the pastoral charm of Martha's Vineyard's rural up-island, just minutes from the energy of downtown Edgartown. Residents share access to the association's horse barn and common pastures, ideal for keeping horses or other livestock, adding to the farm's authentic agrarian character. This custom-built home is a true Vineyard gem, crafted over time by local artisans and set against sweeping pastoral views. The main house currently offers 3 bedrooms and 2 bathrooms, with the potential to expand to 6 bedrooms, as approved by the Edgartown Board of Health and Building Department. Inside, the home tells its own story: African mahogany millwork in the library, massive fieldstone fireplaces, and a Jotul wood stove . Built to the same exacting standard, the barn and garage include a custom wood-fired sauna and a two-room office on the second floor.

24 Beetle Swamp Rd, Edgartown

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