Vineyard Haven Properties for Sale
Address: 33 Goethals Way | Town: Vineyard Haven | Link ID: 43413
Price: $9,250,000
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
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: 41 Hagerty Drive | Town: Vineyard Haven | Link ID: 44567
Price: $5,950,000
Welcome to your Vineyard dream home in the highly sought-after West Chop neighborhood. This exceptional brand-new construction offers 6 bedrooms, 6 full baths, and 1 half bath, thoughtfully designed with timeless coastal elegance and modern luxury. Filled with natural light, the home’s bright and... Click here for more details
Address: 31 Lamberts Cove Road & 0 Plum Cove Road | Town: Vineyard Haven | Link ID: 43366
Price: $5,800,000
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
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
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: 30 Water Gate Road | Town: Vineyard Haven | Link ID: 44248
Price: $4,695,000
Set privately in one of Vineyard Haven’s most tranquil enclaves, 30 Water Gate Road is a rare legacy offering defined by pastoral beauty and ready access to Lake Tashmoo. The nearly 5,000-square-foot residence offers five bedrooms and generous living spaces designed for both gathering and quiet re... Click here for more details
Address: 94 Weaver Lane | Town: Vineyard Haven | Link ID: 44191
Price: $4,500,000
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: 139 Main Street | Town: Vineyard Haven | Link ID: 44486
Price: $3,750,000
Nestled just two blocks from Vineyard Haven’s working harbor, 139 Main Street is a quietly grand in-town property with the feel of a private estate. Once two separate addresses—now gracefully combined into a single half-acre parcel—this home offers rare space, privacy, and timeless character i... Click here for more details
Address: 241 Daggett Avenue | Town: Vineyard Haven | Link ID: 44118
Price: $3,250,000
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
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
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. Venture outside into your private oasis, complete with ... Click here for more details
Address: 21 Davis Street | Town: Vineyard Haven | Link ID: 44210
Price: $2,925,000
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: 27 Spring Street | Town: Vineyard Haven | Link ID: 44279
Price: $2,895,000
Located in the William Street Historic District, this elegant Greek Revival home, built in 1842, has stood the test of time and has been thoughtfully expanded and renovated in recent years. This five-bedroom, four-bath residence combines historic character with modern comforts. The home features a ... Click here for more details
Address: 21 Davis Street | Town: Vineyard Haven | Link ID: 44187
Price: $2,825,000
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: 322 State Road | Town: Vineyard Haven | Link ID: 44344
Price: $2,700,000
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: 187 Lagoon Pond Road | Town: Vineyard Haven | Link ID: 43834
Price: $2,695,000
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: 54 Amelias Crossing | Town: Vineyard Haven | Link ID: 44464
Price: $2,595,000
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: 268 Tashmoo Avenue | Town: Vineyard Haven | Link ID: 43633
Price: $2,495,000
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: 159 Lake Street | Town: Vineyard Haven | Link ID: 44396
Price: $2,400,000
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: 70 Spring Street | Town: Vineyard Haven | Link ID: 42020
Price: $2,300,000
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
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: 21 Woodlawn Avenue | Town: Vineyard Haven | Link ID: 43234
Price: $2,200,000
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: 0 State Road | Town: Vineyard Haven | Link ID: 44340
Price: $2,000,000
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: 33 Lagoon Pond Road | Town: Vineyard Haven | Link ID: 43812
Price: $1,975,000
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: 81 Leland Avenue | Town: Vineyard Haven | Link ID: 44184
Price: $1,975,000
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
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
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: 41 & 0 Cook Road | Town: Vineyard Haven | Link ID: 44557
Price: $1,790,000
Experience the perfect blend of character, modern comfort, and future potential with this beautifully maintained Vineyard Haven property, offered together with an adjacent 16,000 square foot buildable lot. Encompassing approximately .69 acres in total, this unique offering provides immediate enjoyme... Click here for more details
Address: 26 Union Court | Town: Vineyard Haven | Link ID: 43064
Price: $1,625,000
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
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
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
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
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 id... Click here for more details
Address: 455 State Road | Town: Vineyard Haven | Link ID: 43832
Price: $1,500,000
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
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: 39 Ferro Way | Town: Vineyard Haven | Link ID: 44398
Price: $1,488,000
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 Lagoon Pond Road | Town: Vineyard Haven | Link ID: 42148
Price: $1,395,000
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: $1,369,000
Rare under-$1.4M value story in Vineyard Haven. In a Martha’s Vineyard price range where buyers are often choosing between smaller homes, dated interiors, limited bath count, or properties needing immediate improvements, 51 Summer Street offers a cleaner path. This updated 4-bedroom, 2.5-bath home... Click here for more details
Address: 116 Franklin Terrace | Town: Vineyard Haven | Link ID: 44136
Price: $1,325,000
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: 22 Oklahoma Avenue | Town: Vineyard Haven | Link ID: 44007
Price: $1,300,000
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: 261 Sandpiper Lane | Town: Vineyard Haven | Link ID: 44304
Price: $1,250,000
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: 299 Daggett Avenue Unit A | Town: Vineyard Haven | Link ID: 44426
Price: $1,249,000
This cheerful sun drenched three-bed & one bath home with cathedral ceilings sits on just over an acre of gently rolling land surrounded by mature pines, oaks and ornamental plantings. Inspired by Norwegian architecture, the current owner designed and built this home in 1999 with his wife who was a... Click here for more details
Address: 61 Wood Chips Circle | Town: Vineyard Haven | Link ID: 44510
Price: $1,195,000
Set on a private, wooded lot in Vineyard Haven, this recently built home offers a rare combination of immediate enjoyment and exceptional future potential. Built in 2021, the thoughtfully designed 1-bedroom residence features a bright, modern interior, energy-efficient solar panels, and a peaceful s... Click here for more details
Address: 15 Goah Way | Town: Vineyard Haven | Link ID: 44159
Price: $1,100,000
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
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: 96 Dunham Avenue | Town: Vineyard Haven | Link ID: 44578
Price: $949,000
NESTLED ON AN OVERSIZED LOT in a highly convenient Vineyard Haven location, this classic 1972 center-entrance Colonial offers timeless charm and exceptional potential. Inside, an inviting open-concept living space is anchored by a wood-burning fireplace, while soaring vaulted ceilings over the dinin... Click here for more details
Address: 52 Heath Hen Lane | Town: Vineyard Haven | Link ID: 44535
Price: $639,000
GOOD TO GO! This sunny 13,000-square-foot lot is ready for your Vineyard home. The property comes with a complete six-bedroom septic design prepared by Vineyard Land Surveying, allowing for both a main house and guest house. With key planning work already completed, this is an outstanding opportunit... Click here for more details
Address: 124 Skiff Avenue | Town: Vineyard Haven | Link ID: 43844
Price: $565,000
MOVE RIGHT IN! Just in time to ENJOY FOR THE SUMMER! 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 S... Click here for more details
Address: 124 Skiff Avenue | Town: Vineyard Haven | Link ID: 44458
Price: $550,000
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: Lot 1 Dolan Avenue | Town: Vineyard Haven | Link ID: 44352
Price: $525,000
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