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

Property description and photographs provided by listing agent: Sandpiper Realty

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

Property description and photographs provided by listing agent: Cronigs Real Estate

Address: 41 Crowell Lane Town: Vineyard Haven Link ID: 43322

Price: $4,900,000

Property Description:
The wait is over, move right into your West Chop dream home! Located in the picturesque landscape of West Chop, this luxurious new development by Novo Builds offers an exquisite blend of modern design and coastal charm. Known for their innovative designs and high-quality craftsmanship, Novo Builds i... Click here for more details

Property description and photographs provided by listing agent: Vineyard Dream Realty LLC

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

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

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

Price: $4,500,000

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

Property description and photographs provided by listing agent: Island Real Estate

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

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

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

Property description and photographs provided by listing agent: Viewpoints

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

Property description and photographs provided by listing agent: Viewpoints

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

Property description and photographs provided by listing agent: Compass | Point B

Address: 159 Lake Street Town: Vineyard Haven Link ID: 43742

Price: $2,595,000

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

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

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

Property description and photographs provided by listing agent: Vineyard Village Realty

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

Property description and photographs provided by listing agent: Donnelly + Co

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

Property description and photographs provided by listing agent: Viewpoints

Address: 151 Tashmoo Avenue Town: Vineyard Haven Link ID: 43901

Price: $2,295,000

Property Description:
This Colonial Style home with wrap around porch is beautifully maintained and nicely sited on almost a half acre. The first floor is thoughtfully designed and offers an open floor plan that includes an ample mudroom with half bath and is just off the side porch that takes you into the well equipped ... Click here for more details

Property description and photographs provided by listing agent: Karen M. Overtoom R.E.

Address: 28 Pine Tree Lane Town: Vineyard Haven Link ID: 43868

Price: $2,250,000

Property Description:
Enjoy beach-close living—just 0.2 miles to the shore—in sought-after West Chop. This welcoming 5BR/3.5BA colonial blends classic Vineyard character with modern comforts, including central air, an updated kitchen, and three fireplaces. Approximately 3,152± sq ft (expanded from 2,632± with a 520... Click here for more details

Property description and photographs provided by listing agent: Compass | Point B

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

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

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

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

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

Price: $1,650,000

Property Description:
SHOWINGS START TUESDAY FEBRUARY 2. 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

Property description and photographs provided by listing agent: Feiner Real Estate

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

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

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

Property description and photographs provided by listing agent: Sandpiper Realty

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

Price: $1,495,000

Property Description:
Country Living so close to Town! Lovely 3/4 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 dec... Click here for more details

Property description and photographs provided by listing agent: Portfolio Properties

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

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

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

Property description and photographs provided by listing agent: Keller Williams Realty

Address: 344 Greenwood Avenue Town: Vineyard Haven Link ID: 43902

Price: $1,300,000

Property Description:
This move-in ready four-bedroom, being offered fully furnished, delivers effortless living, simply bring your swimsuit and settle in. Featuring an open and inviting layout, the living space seamlessly extends to the large deck and heated pool, perfect for relaxing or entertaining. Conveniently locat... Click here for more details

Property description and photographs provided by listing agent: Sandpiper Realty

Address: 185 Sandpiper Lane Town: Vineyard Haven Link ID: 43969

Price: $1,299,000

Property Description:
Experience sun-drenched living in one of Tashmoo Woods’ most desirable floor plans. This beautifully maintained 3-bedroom, 3-bath home offers full access to the coveted Tashmoo Woods amenities, including a pristine pool and pool house, multiple tennis courts, a children’s play area, a private la... Click here for more details

Property description and photographs provided by listing agent: Feiner Real Estate

Address: 96 Dunham Avenue Town: Vineyard Haven Link ID: 39390

Price: $1,150,000

Property Description:
This attractive colonial style home is located in a terrific neighborhood. Just a short distance to the center of town with nearly 1/2 acre of rolling treed land. The features include a cathedral ceiling over the kitchen and dining room. A large fireplace highlights the living room. From upstairs y... Click here for more details

Property description and photographs provided by listing agent: Cronigs Real Estate

Address: 95 Tashmoo Avenue Town: Vineyard Haven Link ID: 44079

Price: $995,000

Property Description:
This terrific in-town neighborhood allows you easy access to Main Street, the library, shops, restaurants, the Steamship Authority and more. Hardwood floors throughout. Spacious and combined living/dining room. The attached garage measures 14’ x 23’ . With a good size yard for the outside activ... Click here for more details

Property description and photographs provided by listing agent: Cronigs Real Estate

Address: 22 Clark Avenue Town: Vineyard Haven Link ID: 43892

Price: $985,000

Property Description:
A Sweet Spot to call Home. West Chop charms are many in this delightful setting. Acres upon acres of nearby conservation trails make walks, hikes and bike rides an easy daily appeal. Equal distance to Owen Little Way town beach and Vineyard Haven Main Street shops and amenities as well as harbor and... Click here for more details

Property description and photographs provided by listing agent: Studio Realty

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

Price: $835,000

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

Property description and photographs provided by listing agent: Wallace & Co. Sotheby's

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

Property description and photographs provided by listing agent: Anchor Realty of Martha's Vineyard

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

Price: $625,000

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

Property description and photographs provided by listing agent: Island Real Estate

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

Price: $600,000

Property Description:
Rare opportunity to build your dream home in a quiet, well-established Vineyard Haven neighborhood. This level parcel offers excellent potential with flexible zoning that allows for as many bedrooms as will fit within the allowable footprint, governed by 20-foot front and rear setbacks and 10-foot s... Click here for more details

Property description and photographs provided by listing agent: Grace Hagerty Real Estate Inc

Address: 124 Skiff Avenue Town: Vineyard Haven Link ID: 43386

Price: $599,000

Property Description:
Newly priced ~ fully renovated building and move-in ready! Outstanding, year-round, two-bedroom condo on the ground level with dedicated parking, and conveniently located close to the ferry, shops, and restaurants on Main Street, Vineyard Haven. This building (Building A) is undergoing a complete re... Click here for more details

Property description and photographs provided by listing agent: Donnelly + Co

Address: 10 State Road Town: Vineyard Haven Link ID: 44088

Price: $395,000

Property Description:
Sweet office condo in the heart of Vineyard haven. Reception area, meeting room/office and 2nd office with a door to a porch overlooking Veterans park. This property has a storage unit in the basement which is dry and fine for a variety of storage uses. Newer construction utilizes high efficiency... Click here for more details

Property description and photographs provided by listing agent: Feiner Real Estate