New Listings

Address: 0 Temahigan Avenue & Dover Street    Town: Oak Bluffs    Link ID: 43457

Price: $1,200,000

Property Description:
Welcome to # 0 Temahigan Ave & Dover Street, Oak Bluffs. Build Your Martha’s Vineyard Dream Home. Rare opportunity to own a level, cleared corner lot in desirable Oak Bluffs, with paved roads bordering two sides, ready for construction of your Martha’s Vineyard dream home. Approved for up to 6 b... Click here for more details

Address: 10 Peases Point Road    Town: Edgartown    Link ID: 44472

Price: $3,850,000

Property Description:
NEWLY LISTED l PRIME 1.14 ACRE PROPERTY IN EDGARTOWN This conforming R-20 lot offers an exceptional canvas for your estate planning vision. Positioned on an elevated parcel amid a neighborhood of distinguished new homes, the original three-bedroom, two-bath residence provides a foundation from which... Click here for more details

Address: 10 Danls Way    Town: West Tisbury    Link ID: 44350

Price: $1,845,000

Property Description:
Historic West Tisbury Farmhouse with Guest Cottage Set on 1.27 acres in the heart of West Tisbury, this historic four-bedroom farmhouse and separate one-bedroom guest cottage offer a rare opportunity to create a quintessential Martha’s Vineyard family compound. Ideally located near Alley’s Gene... Click here for more details

Address: 4 Quail Run    Town: Oak Bluffs    Link ID: 44252

Price: $925,000

Property Description:
Welcome to this FULLY FURNISHED, private, 2-bedroom, end-unit townhouse offering 1,208 sq ft of effortless coastal living. With seasonal rentals already in place this opportunity is the defenition of TURN KEY. Thoughtfully designed with both comfort and style in mind, this coastal retreat blends rel... Click here for more details

Address: 40 Edgewood Drive    Town: Edgartown    Link ID: 44453

Price: $3,350,000

Property Description:
This is an excellent opportunity to own a beautiful crafted custom home set on over half an acre in a peaceful neighborhood just minutes from downtown Edgartown. The property offers striking curb appeal with stone walls, granite steps, professional landscaping, and ample parking, and it borders prot... Click here for more details

Address: 229 Oak Lane    Town: West Tisbury    Link ID: 44380

Price: $2,500,000

Property Description:
A hidden gem in West Tisbury! Beautifully manicured, fenced in 2.2 - acre parcel with 100% privacy, and 84 evergreen trees. This modern, contemporary well maintained home is 3-bedroom, 3 bath with two levels of living and a partially finished basement. The first floor is a sunlight filled, open ki... Click here for more details

Address: 0 High Mark    Town: Chilmark    Link ID: 44445

Price: $1,900,000

Property Description:
A rare opportunity to build a private retreat awaits at this 15 acre land parcel centrally located in Chilmark. Once part of the High Mark estate, the property features groves of mature trees planted more than 100 years ago, creating a wondrous, secluded and private setting rarely found anywhere on ... Click here for more details

Address: 11 Oak Lane    Town: West Tisbury    Link ID: 44446

Price: $2,250,000

Property Description:
Welcome to 11 Oak Lane, a rare West Tisbury offering that lives as a true Martha's Vineyard family compound, an income-producing investment, or both. Set on 2.7 private acres, the property has been meticulously maintained and recently updated from the systems up, giving you the flexibility to gather... Click here for more details

Address: Lot 4B Browns Farm Lane    Town: Edgartown    Link ID: 44450

Price: $2,795,000

Property Description:
Tucked off Meetinghouse Way, this 3-acre parcel offers an opportunity to create something lasting on the Vineyard. Open pasture sweeps across the property's core, framed by bordering woodland that lends a sense of privacy without sacrificing the light and openness that makes the setting so appealing... Click here for more details

Address: 109 Litchfield Road    Town: Edgartown    Link ID: 44003

Price: $1,625,000

Property Description:
CHAPPAQUIDDICK – Set back from the road on an oversized parcel, this spacious three-bedroom home offers both privacy and convenience, making it ideal for every season. A detached workshop provides exceptional versatility, offering ample space for storing boating and beach gear, fishing equipment, ... Click here for more details

Address: 11 By The Woods    Town: Chilmark    Link ID: 44451

Price: $2,650,000

Property Description:
Dreamlike Chilmark retreat on 4.5+/- acres overlooking the Chilmark Pond & Atlantic Ocean beyond. Uniquely designed with European and medieval history in mind. The House has 3 bedrooms, 3 bathrooms, an atrium dining area, a two-story library, a kitchen, and a pantry/wet bar. Charming garden and plan... Click here for more details

Address: 16 Atlantic Avenue    Town: Oak Bluffs    Link ID: 44455

Price: $2,495,000

Property Description:
Oak Bluffs | East Chop - Tucked away on a quiet lane just moments from the iconic East Chop Lighthouse and breathtaking bluff views, this timeless retreat invites you to embrace the slower pace of island life. The stately five-bedroom main residence is rich in character and nostalgic charm, thought... Click here for more details

Address: 39 Ferro Way    Town: Vineyard Haven    Link ID: 44398

Price: $1,488,000

Property Description:
Tucked away on a quiet cul-de-sac, this beautifully maintained single-family home offers the perfect blend of privacy and convenience. Built in 2020, the property features 5 spacious bedrooms and 4 full bathrooms across 2,884 square feet of thoughtfully designed living space.Set on a generous 15,593... Click here for more details

Address: 4 Fifth Street North    Town: Edgartown    Link ID: 44420

Price: $1,100,000

Property Description:
An exciting rare find off the Edgartown / Tisbury road directly across from the bike path. The first floor open plan includes a fire place, family room and kitchen with a walk out to the wrap around porch. Two pleasant bedrooms and a full bath are on the first floor. The upper level loft opens to th... Click here for more details

Address: 8 Atwood Circle    Town: Edgartown    Link ID: 44459

Price: $3,150,000

Property Description:
This charming and historic home is ideally situated at the head of Atwood Circle, a private neighborhood just off Dunham Road, and only a short stroll to town. Recently renovated, the residence blends classic character with modern comfort. The main level features a spacious living room, a cozy den w... Click here for more details

Address: 124 Skiff Avenue    Town: Vineyard Haven    Link ID: 44458

Price: $599,000

Property Description:
JUST COMPLETED ~ fully renovated exterior including a new roof, siding, shutters, trim, all new windows, doors, stairways, and decks. Outstanding move-in-ready, year-round two-bedroom ground-level condo with dedicated parking in an ideal Vineyard Haven location close to the ferry, Main Street shops,... Click here for more details

Address: 4 Jacobs Neck Road    Town: Edgartown    Link ID: 44443

Price: $8,900,000

Property Description:
Extraordinary Privacy in Boldwater, Edgartown. Over 10 acres of pristine acreage abutting extensive conservation land. Dwellings built by master craftsmen with a variety of potential options to combine with your vision of the perfect Vineyard compound for your family and friends to enjoy for gener... Click here for more details

Address: 150 East Chop Drive    Town: Oak Bluffs    Link ID: 44397

Price: $8,900,000

Property Description:
BIG BLUFF- Recognized for its architectural significance and featured in leading design publications, this home stands as one of the Vineyard’s most notable coastal residences. Set along the prestigious shoreline of East Chop, this estate represents a rare convergence of architectural pedigree, ... Click here for more details

Address: Lot 4A Brown's Farm Lane    Town: Edgartown    Link ID: 44447

Price: $2,795,000

Property Description:
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... Click here for more details

Address: 33 Boldwater Road    Town: Edgartown    Link ID: 44437

Price: $19,900,000

Property Description:
Exceptional Waterfront Retreat on Edgartown Great Pond. A very special offering with lovely sandy pond beach and deeded ocean beach access. Located in a private but convenient area - only 12 minutes to the airport or Edgartown village. This is a rare opportunity to purchase a meticulously crafted ... Click here for more details

Address: 7 Black Point Road    Town: Chilmark    Link ID: 43929

Price: $4,650,000

Property Description:
Laid-back charm meets island character in this one-of-a-kind up-island beach house. Set on 5.5 acres of natural beauty, this four-bedroom, three-bath main house is full of updates, with bright, fun spaces and a relaxed summer-camp vibe. The creative layout on a single level connects sections of the ... Click here for more details

Address: 14 Trapps Pond Road    Town: Edgartown    Link ID: 44424

Price: $11,250,000

Property Description:
Located on nearly 2-acres in the exclusive and newly created Trapps Pond Preserve, is this grand luxuriously appointed home. This is one of four homes being built and will be the first to be completed. Every room in the house is on a scale not often afforded in a Vineyard home, with 10 ft coffered c... Click here for more details

Address: 63 Division Road    Town: Edgartown    Link ID: 44439

Price: $1,650,000

Property Description:
LOT #4 - The last lot available in this 5-lot Edgartown subdivision! Division Road is located between Meshacket and Meetinghouse Way, less than 1 mile from the center of town. This concept was thoughtfully and creatively developed in an effort to create a new and upcoming neighborhood. The new resid... Click here for more details

Address: 22 Firehouse Lane    Town: Oak Bluffs    Link ID: 44342

Price: $950,000

Property Description:
Tucked away on a quiet side street just 0.7 miles from Circuit Avenue, this charming Oak Bluffs cottage offers the rare combination of privacy and proximity to town. The original two-bedroom, one-bath home was thoughtfully expanded to include a bright great room that opens directly to a large fence... Click here for more details

Address: 66 Barnes Road    Town: Oak Bluffs    Link ID: 43795

Price: $1,245,000

Property Description:
Oak Bluffs~ Classic Cape charm meets modern efficiency in this move-in-ready 2 bedroom plus finished bonus space in basement. Thoughtfully maintained and beautifully presented, the home features sun-filled living spaces, an updated kitchen, and comfortable bedrooms designed for easy everyday living.... Click here for more details

Address: 9 Marthas Way    Town: Edgartown    Link ID: 44053

Price: $4,800,000

Property Description:
Welcome to this NEWLY CONSTRUCTED gorgeous gambrel home with a POOL that is close to SOUTH BEACH and EDGARTOWN VILLAGE! This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home presents an inviting covered porch with free standing columns, a granite entry step, ... Click here for more details

Address: 33 Vineyard Avenue    Town: Oak Bluffs    Link ID: 44349

Price: $1,995,000

Property Description:
Welcome to 33 Vineyard Avenue in Oak Bluffs, Martha’s Vineyard. This fully gut renovated property features a 2BR/2BA primary home plus a separate 1BR/1BA ADU suite —offering flexible, move-in ready living or investment potential in a prime in-town location. The main residence showcases a light-f... Click here for more details

Address: 24 Beetle Swamp Road    Town: Edgartown    Link ID: 44387

Price: $3,200,000

Property Description:
Bucolic Sweetened Water Farm has the agrarian feel of up island yet it's close to the heart and vibe of Edgartown. 24 Beetle Swamp Rd is a custom built home, a Vineyard gem constructed by local craftsmen over time with pastoral views. The current main house has 3 bedrooms and two bathrooms, however ... Click here for more details

Address: 18 Allen Farm Road    Town: Chilmark    Link ID: 44362

Price: $2,500,000

Property Description:
Located in the agricultural heartland of Chilmark one mile from Lucy Vincent Beach this private 2.36 acre property has a charming 1+ bedroom cottage with screened porch. There is a large building zone located between the eighty and one hundred foot contour with exciting architectural options, espec... Click here for more details

Address: 159 Lake Street    Town: Vineyard Haven    Link ID: 44396

Price: $2,400,000

Property Description:
Tucked back from the road on scenic Lake Street, this one-of-a-kind home offers privacy and charm on a beautifully landscaped 0.7 acre lot accented by mature trees and a classic stone wall. Inside, rich wood detailing, exposed beams, and high ceilings create a warm and inviting atmosphere. The homeâ... Click here for more details

Address: 14 Cow Bay Road    Town: Edgartown    Link ID: 44402

Price: $15,000,000

Property Description:
Set within the prestigious Cow Bay Association, one of the island’s most exclusive and sought-after enclaves, this extraordinary 1.5-acre estate embodies the pinnacle of refined coastal living. Accessed via private road through protected land, the property includes access to over 2,000 feet of pri... Click here for more details

Address: 382 Lighthouse Road    Town: Aquinnah    Link ID: 44399

Price: $2,950,000

Property Description:
Spacious contemporary set high off Lighthouse Road with unobstructed, amazing water views of the Vineyard Sound and Elizabeth Islands. Open concept design with soaring ceilings and modern architecture. A retreat for all seasons this house is fully insulated, heated and has central air. A center isl... Click here for more details

Address: 12 East Pasture Road    Town: Aquinnah    Link ID: 44393

Price: $3,495,000

Property Description:
This elegant architectural home is set within a lovely rolling meadow on four and a half generous acres, surrounded by stone walls, blue sky, and tranquility at all times of year. 12 East Pasture is a peaceful retreat on the westernmost side of Martha's Vineyard, known for the beautiful beaches and ... Click here for more details

Address: Lot 1 Dolan Avenue    Town: Vineyard Haven    Link ID: 44352

Price: $525,000

Property Description:
A level parcel in a convenient Vineyard Haven location offering ease and opportunity. Set within an established neighborhood, it’s just a short stroll or bike ride to public beach access at the end of Owen Little Way. Only one mile from the vibrant shops and restaurants of Main Street, and less th... Click here for more details

Address: 8 Paddock Road    Town: Oak Bluffs    Link ID: 44395

Price: $5,450,000

Property Description:
Refined Vineyard Living in The Preserve - Set atop a knoll overlooking sweeping grassland and the pond, this exceptional residence embodies the perfect balance of classic coastal architecture and modern sophistication. Located within the prestigious enclave of The Preserve, the home offers a combina... Click here for more details

Address: 31 North Street    Town: Edgartown    Link ID: 43213

Price: $4,589,000

Property Description:
Nothing was left untouched with this total renovation, and the downtown location of this home is superb. The Vineyard decorators team turned this home around with all new windows, new flooring, 4 full new timeless tiled bathrooms, all Viking appliances, beverage fridge, 6 burner stove, Miele coffee ... Click here for more details

Address: 63 Vineyard Meadow Farms Road    Town: West Tisbury    Link ID: 44385

Price: $2,000,000

Property Description:
Set within the coveted Vineyard Meadow Farms community, this West Tisbury property presents a rare opportunity to own a thoughtfully configured compound in one of the island’s most peaceful and sought-after settings. Privately sited on a generous parcel, the property is surrounded by natural beaut... Click here for more details

Address: 322 State Road    Town: Vineyard Haven    Link ID: 44344

Price: $2,700,000

Property Description:
Rare B2 Commercial Property on State Road in Vineyard Haven. Positioned in a high visibility location this 12,697SF commercial parcel offers two structures and ample on site parking. The main building has been extensively renovated and thoughtfully expanded. Currently configured as an open concept r... Click here for more details

Address: 17 Mariner Road    Town: Vineyard Haven    Link ID: 44388

Price: $899,000

Property Description:
This home has been patiently awaiting its next chapter in Vineyard living. Built in 1983, it offers a functional center-entrance layout with efficient use of space and modern systems already in place. The generously sized lot, both wide and deep, presents an excellent opportunity to expand the home'... Click here for more details

Address: 651 State Road    Town: West Tisbury    Link ID: 44363

Price: $1,495,000

Property Description:
Fabulous four-building farmhouse compound offered in the heart of West Tisbury. This cherished property features a well-maintained classic 1880 main house with 4 bedrooms and 3 baths, plus a fully separate guest cottage with 1 bedroom and 1 bath — offering immediate income potential through season... Click here for more details

Address: 10 Tilton Way    Town: Edgartown    Link ID: 44378

Price: $6,275,000

Property Description:
This Greek Revival style home blends timeless architecture with a bright, modern open floor plan, all presented in impeccable condition. A welcoming front foyer leads into a beautifully appointed kitchen featuring high-end appliances, a large center island, and seamless flow into the dining and livi... Click here for more details

Address: 35 Nats Farm Lane    Town: West Tisbury    Link ID: 44332

Price: $2,300,000

Property Description:
Nestled within the prestigious Nats Farm Association this beautifully crafted West Tisbury home offers a quintessential Martha’s Vineyard retreat. Designed for comfortable island living, the first floor features a bright, open floor plan with a well-appointed kitchen, dining area, and inviting liv... Click here for more details

Address: 46 Kennebec Avenue    Town: Oak Bluffs    Link ID: 44374

Price: $1,395,000

Property Description:
This exquisite Victorian home, lovingly preserved by the same family for over a generation, stands in outstanding condition and is perfectly situated in the vibrant heart of Oak Bluffs Center. Enjoy the convenience of being just steps away from the Public Beach, Steamship Authority, Oak Bluffs Harbo... Click here for more details

Address: 20 Union Court    Town: Vineyard Haven    Link ID: 44360

Price: $1,495,000

Property Description:
Welcome to 20 Union Court, Unit C at the Old Stone Bank Condominiums - a unique community in the heart of downtown Vineyard Haven. This two-level condo offers a truly special Vineyard lifestyle. Enter through the inviting porch into an open floor plan filled with character, thoughtful details, and s... Click here for more details

Address: 22 Old Harbor Lane    Town: Oak Bluffs    Link ID: 44113

Price: $1,850,000

Property Description:
Quintessential Waterview Farm! Built as a year round house with all the charm of the original cottages, this well-loved family home awaits a new generation. The sunny, open floor plan has two bedrooms and a full bath on each level and plenty of room to spread out. The skylit kitchen is cleverly tuck... Click here for more details