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: $6,000,000

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: 31 Lamberts Cove Road & 0 Plum Cove Road | Town: Vineyard Haven | Link ID: 43366

Price: $5,800,000

Property Description:
Tashmoo Farm, one of Martha’s Vineyard’s iconic properties, a take-your-breath-away landmark on Lamberts Cove Road! This country estate of over 10 acres is within close proximity of the village of Vineyard Haven with its boutiques and burgeoning restaurant scene, and yet feels secluded and remot... 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: 95 Hines Point Road | Town: Vineyard Haven | Link ID: 44144

Price: $4,695,000

Property Description:
A rare opportunity, this Hines Point waterfront compound offers expansive views of the Lagoon and 100 feet of private beach. The home was built and has been enjoyed by the same family for gathering and summer recreation over generations. The main house offers an open first floor layout with high cei... 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: 94 Weaver Lane | Town: Vineyard Haven | Link ID: 44191

Price: $4,500,000

Property Description:
Perched high above Lagoon Pond, this exceptional Martha's Vineyard estate offers a rare convergence of natural beauty, refined comfort, and Island living at its best. Set on 2.25 secluded acres, spectacular panoramic views stretch across the shimmering waters of Lagoon Pond, a private haven for kaya... Click here for more details

Address: 71 Stoney Hill Road | Town: Vineyard Haven | Link ID: 43158

Price: $3,990,000

Property Description:
A combination of luxury, comfort, and natural beauty, this expansive custom, five bedroom, post and beam home is sited on more than eight acres of land, surrounded by acres of Land Bank property. From the moment you step inside, you'll be captivated by the attention to detail and the high-end finish... 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. Featuring 4 spacious bedrooms, 4 full and one half bath. This thoughtfully designed home offers generous space. Step outside into your private oasis, complete with an ... 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: 21 Davis Street | Town: Vineyard Haven | Link ID: 44210

Price: $2,925,000

Property Description:
Ideally located just minutes from the heart of Vineyard Haven, 21 Davis Street offers exceptional island living in this beautifully crafted five-bedroom, four-bathroom home with 3,704 square feet of thoughtfully designed living space. Rich hardwood flooring, custom cabinetry, elegant Restoration Har... Click here for more details

Address: 21 Davis Street | Town: Vineyard Haven | Link ID: 44187

Price: $2,925,000

Property Description:
Ideally located just minutes from the heart of Vineyard Haven, 21 Davis Street offers exceptional island living in this beautifully crafted five-bedroom, four-bathroom home with 3,704 square feet of thoughtfully designed living space. Rich hardwood flooring, custom cabinetry, elegant Restoration Har... 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: 21 Woodlawn Avenue | Town: Vineyard Haven | Link ID: 43234

Price: $2,400,000

Property Description:
Thoughtfully designed with custom features throughout, this in-town Vineyard Haven home is the perfect blend of coastal charm and modern sophistication. The 4 bedroom 3 bath property offers a comfortable, easy flowing layout with gleaming hardwood floors and open sun-filled spaces. At the heart of ... 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: 237 Lagoon Pond Road | Town: Vineyard Haven | Link ID: 44301

Price: $2,250,000

Property Description:
Ideally located at the beginning of Hines Point, this light-filled, well-maintained home offers a central setting with easy access to the Lagoon, the MV Museum, and town. Public water access is just a short walk away, making it easy to enjoy all the benefits of this special area. Set on a gentle ris... 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: 0 State Road | Town: Vineyard Haven | Link ID: 44340

Price: $2,000,000

Property Description:
1/2 acre of commercial land in the State Road B-2 district. Possibilities are endless for the right business. Also available, next door, is a commercial building that currently has 10 rental units. $6,000,000.

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 income-producing potent... Click here for more details

Address: 79 Beach Road | Town: Vineyard Haven | Link ID: 44193

Price: $1,799,000

Property Description:
TISBURY MARKETPLACE offers an active and well-established setting for this beloved eatery. The year 'round destination hub draws proven foot traffic and a healthy commercial environment. Rocco’s Pizzeria anchors the corner of the water view plaza with sustained history and a devoted following. Ope... Click here for more details

Address: 26 Union Court | Town: Vineyard Haven | Link ID: 43064

Price: $1,625,000

Property Description:
Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes. The first level welcomes you with a primary suite featuring a full bath with a t... Click here for more details

Address: 26 Union Court | Town: Vineyard Haven | Link ID: 44294

Price: $1,625,000

Property Description:
Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes. The first level welcomes you with a primary suite featuring a full bath with a 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: 110 Clover Hill Drive | Town: Vineyard Haven | Link ID: 44254

Price: $1,575,000

Property Description:
Minutes to downtown and the ferry, this updated year-round home checks every box buyers are asking for right now: space, flexibility, and a move-in ready setup in a highly convenient location. 3 bedrooms, 4 bathrooms, and over 3,000 sq ft of living space, including a private lower-level apartment i... 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: 51 Summer Street | Town: Vineyard Haven | Link ID: 44326

Price: $1,395,000

Property Description:
Beautifully renovated and full of charm, this Vineyard Haven home combines stylish design with modern function in one of the island’s most sought-after neighborhoods. Every space has been thoughtfully planned to offer flexibility, comfort, and light, while maintaining the relaxed character that de... 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

Address: 261 Sandpiper Lane | Town: Vineyard Haven | Link ID: 44304

Price: $1,250,000

Property Description:
END UNIT WITH PRIVATE DRIVEWAY IN TASHMOO WOODS. This well-maintained 3-bedroom, 3-bath end-unit condo offers a rare combination of privacy, space, and access to one of Vineyard Haven’s most sought-after communities. As an end unit with its own private driveway, this home offers added separation... Click here for more details

Address: 50 Lantern Lane | Town: Vineyard Haven | Link ID: 43269

Price: $1,193,000

Property Description:
In a peaceful Vineyard Haven setting just moments from town, 50 Lantern Lane offers a refined take on classic island living. Privately sited in a quiet enclave yet only one mile from Main Street, Owen Park Beach, and dining and just 1.2 miles from the ferry—this property blends convenience with se... Click here for more details

Address: 15 Goah Way | Town: Vineyard Haven | Link ID: 44159

Price: $1,100,000

Property Description:
2 bedroom 2 bath cottage with 1 bedroom 1 bath ADU. Large 15,950 square foot lot, short distance to school and town. Second floor bedroom space is large and possibly convertable to 2 bedrooms. New windows and 2 mini split systems, ADU also has a mini split unit. ADU is beleived to have been built i... Click here for more details

Address: 119 North William Street | Town: Vineyard Haven | Link ID: 44260

Price: $950,000

Property Description:
A rare opportunity to own a historic Martha’s Vineyard home just moments from town. Originally built in 1900, this charming 3-bedroom, 1.5 bath home in Vineyard Haven offers 1,395 sq ft of living space on a 0.20-acre lot, blending classic island character with an unbeatable location! Enjoy the eas... Click here for more details

Address: 51 Lantern Lane | Town: Vineyard Haven | Link ID: 43210

Price: $775,000

Property Description:
Find your sweet spot in this charming starter home, ideally located on a quiet street yet within an effortless walk of everything. Forget the car and get your steps in! You're a short jaunt to essentials like Cronig's Market and Shirley's Hardware, AND local favorites including The Maker, Black Dog ... Click here for more details

Address: 79 Beach Road | Town: Vineyard Haven | Link ID: 43695

Price: $650,000

Property Description:
One of Vineyard Haven’s most popular and accessible locations in The Tisbury Marketplace. Water views of Lagoon Pond and Vineyard Haven Harbor. Unit C- 9 at 79 Beach Road offers highly visible exposure in a high-demand area in the Vineyard Haven business district—a few minutes from downtown and... Click here for more details

Address: 124 Skiff Avenue | Town: Vineyard Haven | Link ID: 43844

Price: $599,000

Property Description:
MOVE RIGHT IN! This sunny end unit is being offered furnished! Spacious living area opens to an eat-in kitchen with a new Bosch dishwasher. Bedroom number one has a queen bed. Bedroom two has two single beds. Conveniently located within close proximity to Main Street shops, the ferry and bus termina... Click here for more details

Address: 00 Bernard Circle | Town: Vineyard Haven | Link ID: 43613

Price: $535,000

Property Description:
Great opportunity to build in a quiet, well-established Vineyard Haven neighborhood. This level parcel offers excellent potential with flexible zoning that allows for as many bedrooms as can be accommodated within the allowable footprint, defined by 20-foot front and rear setbacks and 10-foot side s... Click here for more details