Address: 66 Hudson Avenue Town: Oak Bluffs Link ID: 44759
Sale Price: $1,296,000
Property Description:
This warm and welcoming home with exceptional outdoor living space is sited on a beautifully landscaped lot just 1.5 miles from downtown Oak Bluffs. The private backyard, designed and cultivated by Donaroma’s, features a fenced lawn with irrigation, fire pit, outdoor dining area, and built-in gril... Click here for more details
Address: 52 Oak Knoll Road Town: West Tisbury Link ID: 44609
Sale Price: $1,075,000
Property Description:
Year-round living in the desirable Island Farms Road neighborhood of West Tisbury. This well-built, three-bedroom, two-bath home offers a comfortable layout with a first-floor primary bedroom. While ready for your personal updates, the home provides a solid foundation to create your forever home.
Th... Click here for more details
Address: 25 Harbor View Avenue Town: Edgartown Link ID: 44744
Sale Price: $1,495,000
Property Description:
Escape to the laid-back charm of Chappaquiddick, where easy summer living awaits in this inviting single-story contemporary home. Designed for relaxation and effortless entertaining, the bright and airy interior features an open floor plan, soaring vaulted ceilings, and an abundance of windows that ... Click here for more details
Address: 8 Atwood Circle Town: Edgartown Link ID: 44459
Sale Price: $2,850,000
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: 205 South Road Town: Chilmark Link ID: 44028
Sale Price: $4,550,000
Property Description:
CLASSIC CHILMARK RETREAT. Set on nearly six acres of picturesque land, this Modern Chilmark Farmhouse home has been thoughtfully restored and expanded, offering a serene blend of timeless character and modern comfort. The main residence features 3 bedrooms and 3.5 baths, within approximately 5,400 s... Click here for more details
Address: 19 Katama Point Road Town: Edgartown Link ID: 44643
Sale Price: $2,950,000
Property Description:
Set on a beautifully landscaped parcel in the heart of Katama, this four-bedroom home offers an exceptional opportunity in one of Martha's Vineyard's most coveted locations. Second-floor water views, a short stroll to Katama Landing, and easy access to both South Beach and Edgartown Village create t... Click here for more details
Address: 385 Barnes Road Town: Oak Bluffs Link ID: 42465
Sale Price: $5,208,000
Property Description:
SPECTACULAR WATERFRONT ESCAPE WITH POOL AND UNFORGETTABLE SUNSETS. Set along a coveted stretch of Lagoon frontage, this beautifully designed waterfront home captures the essence of relaxed luxury on Martha’s Vineyard. With 125 feet of private sandy beachfront and over 5,400 square feet of living s... Click here for more details
Address: 8 Paddock Road Town: Oak Bluffs Link ID: 44395
Sale Price: $5,300,000
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: 51 Summer Street Town: Vineyard Haven Link ID: 44326
Sale Price: $1,275,000
Property Description:
NEWLY PRICED AT $1,295,000 — CLASSIC VINEYARD CHARACTER, THOUGHTFUL UPDATES AND MOVE-IN-READY CONVENIENCE
Just moments from Main Street, the harbor, ferry, shops and restaurants, 51 Summer Street offers the warmth of a classic Vineyard home with the comfort of meaningful modern improvements. Orig... Click here for more details
Address: 81 Leland Avenue Town: Vineyard Haven Link ID: 44184
Sale Price: $1,836,000
Property Description:
Close to town with exceptional indoor / outdoor flow & privacy.
Consider this beautifully designed home just minutes from town. The first floor features a bright, open kitchen + dining area flowing into a welcoming living room with a fireplace. From there, step onto a spacious deck—ideal for al f... Click here for more details
Address: 100 Connies Way Town: Vineyard Haven Link ID: 44787
Sale Price: $2,500,000
Property Description:
Located in the sought-after Mink Meadows community on West Chop, Connie’s Way is a rare combination of space, privacy, and established amenities. The 2,571 square foot Main House has central air conditioning, swimming pool and an attached two-car garage. There is also a separate 696 square foot ce... Click here for more details
Address: 11 Oak Lane Town: West Tisbury Link ID: 44446
Sale Price: $2,185,000
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: 9 Marthas Road Town: Edgartown Link ID: 44819
Sale Price: $1,500,000
Property Description:
Set on over a half an acre in Edgartown’s desirable Island Grove neighborhood, this three-bedroom, two-bath classic Cape offers an exceptional expansion opportunity in a convenient Katama location. The existing 1,560-square-foot home can be enjoyed as-is while plans are developed for a renovation,... Click here for more details
Address: 3 Jacobs Neck Road (North Lot 1) Town: Edgartown Link ID: 43922
Sale Price: $2,100,000
Property Description:
Build your dream home on the special 7.2 acre North lot 1 private wooded property with 1/2 ownership in the beautiful 4.5 acre meadow in the grand Boldwater Association(BWA) on the glorious Edgartown Great Pond with approx. 3,000 ft of private barrier beach. BWA is 40 homesites on 450 acres with 15... Click here for more details
Address: 8 Woodhaven Drive Town: Edgartown Link ID: 44582
Sale Price: $3,225,000
Property Description:
Hidden behind a veil of privacy on a generous coastal sanctuary, an extraordinary property waits to be discovered. This custom masterpiece blends timeless architecture with a modern, elusive sophistication, offering comfortable finished living space within an impressive total structure. Cross the th... Click here for more details
Address: 61 Stonewall Road Town: Chilmark Link ID: 44449
Sale Price: $4,550,000
Property Description:
Introducing a refined contemporary Chilmark beach house with water views and deeded access to Stonewall Beach on the Atlantic Ocean. The property is set within the storied Stonewall Road and Beach Association - where homes are held for generations and lifelong friendships take root - and offers a tr... Click here for more details
Address: 101 Tradewinds Road Town: Oak Bluffs Link ID: 43985
Sale Price: $1,100,000
Property Description:
Motivated sellers - a great opportunity for a savvy buyer! Set on just over half an acre near downtown Oak Bluffs abutting permanently preserved acres by Land Bank - a rare find in central Oak Bluffs! This home blends classic Midcentury architectural character with abundant natural light from floor-... Click here for more details
Address: 54 Amelias Crossing Town: Vineyard Haven Link ID: 44464
Sale Price: $2,200,000
Property Description:
COASTAL CHIC RETREAT IN VINEYARD HAVEN. Located less than five blocks from Main Street in Vineyard Haven, this classically styled home is perfectly positioned for easy access to restaurants, shops, the harbor, and the ferry, offering the ideal blend of in-town convenience, relaxed island living, an... Click here for more details
Address: 124 Skiff Avenue Town: Vineyard Haven Link ID: 44458
Sale Price: $500,000
Property Description:
NEWLY RENOVATED ~ 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: 10 Danls Way Town: West Tisbury Link ID: 44350
Sale Price: $1,650,000
Property Description:
Historic West Tisbury farmhouse with detached guest cottage on 1.27 acres in the heart of West Tisbury. Just moments from Alley's General Store, 7a Foods, North Tisbury Village, and a short drive to beaches and both up- and downd Island destinations. This property presents a rare opportunity for a f... Click here for more details
Address: 98 Farm Neck Way Town: Oak Bluffs Link ID: 44316
Sale Price: $3,500,000
Property Description:
Farm Neck Golf Club – Undeveloped Water View Parcel with Membership
A truly rare opportunity to acquire a 1.92-acre undeveloped parcel within the prestigious Farm Neck Golf Club community, one of the last remaining opportunities of its kind. This exceptional offering features sweeping water views... Click here for more details
Address: 42 Marthas Road Town: Edgartown Link ID: 44890
Sale Price: $1,900,000
Property Description:
A RARE KATAMA JEWEL BOX — TURNKEY LUXURY TODAY, WITH ROOM TO GROW.
In one of Edgartown's most coveted enclaves, this beautifully reimagined three-bedroom, two-bath residence offers the ease of new construction with timeless Vineyard character. Taken down to the frame and rebuilt in 2024 by a hand... Click here for more details
Address: 4 Fifth Street North Town: Edgartown Link ID: 44420
Sale Price: $950,000
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: 4 Wilsons Lane Town: Edgartown Link ID: 43592
Sale Price: $1,430,000
Property Description:
Build your dream home in Katama just 2 miles to the parking area at South Beach, and the same distance to the heart of vibrant Edgartown village. This wooded parcel of vacant land is almost an acre in size and will support SEVEN bedrooms once tied into town sewer. Swimming pool and Accessory Dwellin... Click here for more details
Address: 50 Hidden Cove Road Town: Oak Bluffs Link ID: 44263
Sale Price: $2,150,000
Property Description:
Sengekontacket–Walk into a “turn-key” opportunity located within the desirable Hidden Cove community, centrally located to the down-Island villages, ferries, shopping and dininig, and just steps (.3 miles) from Sengekontacket Pond with access to State Beach and Nantucket Sound beyond. The lovi... Click here for more details
Address: 38 Pinehurst Road Town: Edgartown Link ID: 43998
Sale Price: $4,200,000
Property Description:
NEWLY BUILT 4-BEDROOM HOME WITH POOL – 10-Minute WALK TO TOWN,
Enjoy modern living in this beautifully furnished, recently built 4-bedroom home featuring a heated saltwater pool and a stylish 20' x 30' entertainment barn—all just a short walk to downtown Edgartown.The home offers two floors of b... Click here for more details
Address: 20 Edson Forrest Road Town: West Tisbury Link ID: 44269
Sale Price: $3,800,000
Property Description:
Exquisite home befitting its stunning location on four serene acres surrounded by conservation and agricultural lands and overlooking a neighbor's private pond. This special spot is authentic up-island character at its best. A full restoration of this this three-bedroom house (with six-bedroom septi... Click here for more details