Vineyard Haven Properties for Sale

Address: 33 Goethals Way | Town: Vineyard Haven | Link ID: 43413

Price: $10,500,000

Property Description:
A rare opportunity -- a Vineyard harbor front property with a Victorian gambrel cottage restored to its original grandeur of a century ago, an expansive front yard, 180 degree commanding views of the active harbor, private sandy beach, and unmatched serenity. As you enter Vineyard Haven Harbor on t... Click here for more details

Address: 395 State Road | Town: Vineyard Haven | Link ID: 43655

Price: $8,000,000

Property Description:
This well known commercial property, the Pine Village Shops, is being offered to the market for the first time. Currently set up with nine separate rental spaces, all occupied. The location is situated in the center of the State Road commercial district. State Road is heavily trafficked and seen by ... Click here for more details

Address: 16 Frog Hollow | Town: Vineyard Haven | Link ID: 43954

Price: $4,695,000

Property Description:
Downtown Vineyard Haven with Harbor Views. Positioned between the energy of Main Street and the quiet prestige of West Chop, this location delivers a rare balance of downtown access, privacy, and harbor frontage. Built in 2015, the three-bedroom, two-bath modern ranch is designed for easy first-floo... Click here for more details

Address: 11 Macs Lane | Town: Vineyard Haven | Link ID: 44075

Price: $4,500,000

Property Description:
A unique opportunity to own a one of a kind property complete with fourteen bedrooms, flanked with large picture windows and water views from all three living levels. Currently being run as a state licensed, private pay, assisted living facility. In addition to the fourteen bedrooms and twelve full ... Click here for more details

Address: 241 Daggett Avenue | Town: Vineyard Haven | Link ID: 44118

Price: $3,250,000

Property Description:
Built in 2016 by Squash Meadow Builders, this exceptional five-bedroom Colonial is ideally situated just moments from the sandy shores of Tashmoo Beach on Vineyard Sound. Thoughtfully designed across four levels of living, the home seamlessly blends timeless architecture with modern comfort. The mai... Click here for more details

Address: 70 Spring Street and William St. Lot | Town: Vineyard Haven | Link ID: 42618

Price: $3,200,000

Property Description:
NOW INCLUDING RARE 12,527 S.F. TOWN APPROVED BUILDING LOT ON WILLIAM STREET! Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House*, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Str... Click here for more details

Address: 9 Hagerty Drive | Town: Vineyard Haven | Link ID: 42846

Price: $2,995,000

Property Description:
West Chop Dream Home in the Making! Experience the charm of this brand-new Shingle Style Colonial, currently under construction—where modern luxury meets timeless elegance. Featuring 4 spacious bedrooms, 4 full baths, and a half bath, this inviting home offers ample space for relaxing, entertainin... Click here for more details

Address: 735 Franklin Street | Town: Vineyard Haven | Link ID: 42999

Price: $2,950,000

Property Description:
Welcome to this stunning 4-bedroom, 3-bathroom primary residence along with a 1-bedroom studio apartment over the one-car garage, ideally located in West Chop! Together, they include approximately 3,871 square feet of beautifully renovated living space (an additional 510 sqft of living space on the... Click here for more details

Address: 187 Lagoon Pond Road | Town: Vineyard Haven | Link ID: 43834

Price: $2,825,000

Property Description:
For the very first time, the historic Ben Luce Homestead (circa 1850) is being offered on the open market. This charming farmhouse blends rich Island history with timeless appeal. Once home to Benjamin Norton Luce (1840–1912) — Civil War veteran, blacksmith, and town constable — the property s... Click here for more details

Address: 268 Tashmoo Avenue | Town: Vineyard Haven | Link ID: 43633

Price: $2,495,000

Property Description:
Welcome to this meticulously maintained home which features an attractive open kitchen with an island that seats four. The kitchen has a wall of built in appliances and a walk-in pantry for ease of cooking. The kitchen flows into the open dining area and lounge area with a wall of sliding glass doo... Click here for more details

Address: 61 Causeway Road | Town: Vineyard Haven | Link ID: 43495

Price: $2,495,000

Property Description:
Welcome to this fabulous property nestled just a short stroll from all the best of Vineyard Haven. Easily accessible and within close proximity to the ferry, downtown shops, restaurants, galleries, Owen Park Beach, and the MV Playhouse, the location is ideal. This beautifully designed home has been ... Click here for more details

Address: 70 Spring Street | Town: Vineyard Haven | Link ID: 42020

Price: $2,300,000

Property Description:
Storybook setting in the quaint seaside village of Vineyard Haven, the commanding Captain Gilbert L. Smith House, c. 1854, affords an enchanting opportunity for space and privacy within the highly sought after William Street Historic District and just two blocks to all the shops, restaurants, galler... Click here for more details

Address: 33 Lagoon Pond Road | Town: Vineyard Haven | Link ID: 43812

Price: $2,150,000

Property Description:
Brand new construction in the heart of downtown Vineyard Haven! This pristine and thoughtfully designed 3-bedroom, 3-bathroom home offers modern downtown living just steps away from the ferry terminal, restaurants, shops and all that Vineyard Haven has to offer. Where luxury meets sophisticated coas... Click here for more details

Address: 5 Pine Tree Lane | Town: Vineyard Haven | Link ID: 43291

Price: $1,999,000

Property Description:
Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and... Click here for more details

Address: 81 Leland Avenue | Town: Vineyard Haven | Link ID: 44184

Price: $1,975,000

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: 378 State Road | Town: Vineyard Haven | Link ID: 44091

Price: $1,950,000

Property Description:
MIXED USE PROPERTY WITH PROFESSIONAL OFFICES AND TWO-BEDROOM APARTMENT – Extensively renovated mixed-use property offering commercial + residential use in a high-visibility location on State Road in Tisbury. This versatile property presents a true live-work opportunity with strong income-producing... Click here for more details

Address: 52 Carrolls Way | Town: Vineyard Haven | Link ID: 44002

Price: $1,650,000

Property Description:
SHOWINGS START TUESDAY FEBRUARY 3. It's a home but also used as a business! R-20 zoning with historical home business uses next to Carrolls Trucking and other mixed uses. Currently its used as a 3-bedroom home with a 1-bedroom apartment, a business is being run out of the huge 576 sq. ft office. T... Click here for more details

Address: 150 Cove Road | Town: Vineyard Haven | Link ID: 43136

Price: $1,600,000

Property Description:
The Premiere Townhouse at Tashmoo Wood. Elegantly renovated, this sun-filled end unit is fresh and modern with fine finish details. From the moment you step onto the expanded wrap-around deck, you will begin to see the fine craftsmanship of the property. Walk through the front entry and you will gai... Click here for more details

Address: 22 Old Lighthouse Road | Town: Vineyard Haven | Link ID: 43800

Price: $1,595,000

Property Description:
This spacious 5-bedroom, 3-bathroom home is located in a quiet enclave off Main Street, Vineyard Haven. Just half a mile to the vibrant restaurant and shopping scene in the village, and even closer to the library, Owen Little Beach, and Yacht Club. Thoughtfully designed across three finished levels ... Click here for more details

Address: 455 State Road | Town: Vineyard Haven | Link ID: 43832

Price: $1,500,000

Property Description:
Prime commercial opportunity in Vineyard Haven, Martha’s Vineyard’s vibrant year-round community! This 2,614± sq. ft. corner commercial condominium in popular Woodland Center Marketplace —one of the largest in a well-managed association—offers outstanding visibility and versatile space. Cur... Click here for more details

Address: 33 Alyssa Lane | Town: Vineyard Haven | Link ID: 43928

Price: $1,495,000

Property Description:
Country Living so close to Town! Lovely 4 Bedroom 2,304sq ft. Colonial Cape perched on a rise on Alyssa Lane off West Spring Street. Open Kitchen with handcrafted side cabinets and Island with stool seating. Dining, sitting, entertainment area with sliders open to a generous front to back side deck.... Click here for more details

Address: 22 Oklahoma Avenue | Town: Vineyard Haven | Link ID: 44007

Price: $1,445,000

Property Description:
3 BEDROOM HOUSE + 1 BEDROOM APARTMENT! Discover a rare opportunity in a convenient Vineyard Haven neighborhood. This move-in ready property features a 3 BR, 1.5 BA main house plus a legal 1 BR, 1 BA accessory apartment, offering the perfect setup for multi-generational living or a high-demand rental... Click here for more details

Address: 4 Lagoon Pond Road | Town: Vineyard Haven | Link ID: 42148

Price: $1,395,000

Property Description:
Located at the five corners, this rare commercial property presents an opportunity to set your future business venture up for success. This prime location captures the attention of every single vehicle disembarking the Vineyard Haven Ferry! There are 2.5 parking spots included. Please note that the ... Click here for more details

Address: 116 Franklin Terrace | Town: Vineyard Haven | Link ID: 44136

Price: $1,350,000

Property Description:
Nestled on a quiet street just moments from the heart of Vineyard Haven, this well-maintained 4 BR, 3 BA home offers a winning blend of comfort, privacy, and classic island appeal. The sun-filled main level features an open-concept living area flowing seamlessly into a bright, updated kitchen with c... Click here for more details