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Island Wide Listings
SEARCH MARTHA'S VINEYARD ISLAND WIDE LISTINGS
Vineyard Haven Real Estate Listings
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SEARCH RESULTS: 62 Listings
Vineyard Haven - All Property Types
33 Goethals Way, Vineyard Haven MA 02568

LINK ID: 43413
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 33 Goethals Way, Vineyard Haven MA 02568
Type: Single Family Residence
$7,950,000.00

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...

Property Details

59 Hagerty Drive, Vineyard Haven MA 02568

LINK ID: 44845
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 59 Hagerty Drive, Vineyard Haven MA 02568
Type: Single Family Residence
$6,150,000.00

Tucked away on a quiet street in coveted West Chop, this pristine property offers exceptional privacy, stunning scenery, and easy access to downtown Vineyard Haven. Designed for effortless indoor-outdoor living, this sophisticated compound combines timeless charm with every modern amenity. The first...

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395 State Road, Vineyard Haven MA 02568

LINK ID: 43655
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 395 State Road, Vineyard Haven MA 02568
Type: Commercial
$6,000,000.00

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 ...

Property Details

20 Sunnyside Avenue, Vineyard Haven MA 02568

LINK ID: 44868
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 20 Sunnyside Avenue, Vineyard Haven MA 02568
Type: Single Family Residence
$5,995,000.00

Waterfront Estate with Deep-Water Dock & Private Beach. Experience an exceptional Martha’s Vineyard waterfront lifestyle at this rare Lagoon Pond offering, ideally located just minutes from Vineyard Haven’s vibrant harbor, restaurants and shops. The property features a private deep-water dockâ€...

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41 Hagerty Drive, Vineyard Haven MA 02568

LINK ID: 44567
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 41 Hagerty Drive, Vineyard Haven MA 02568
Type: Single Family Residence
$5,950,000.00

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...

Property Details

31 Lamberts Cove Road  & 0 Plum Cove Road, Vineyard Haven MA 02568

LINK ID: 43366
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 31 Lamberts Cove Road & 0 Plum Cove Road, Vineyard Haven MA 02568
Type: Single Family Residence
$5,800,000.00

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...

Property Details

16 Frog Hollow, Vineyard Haven MA 02568

LINK ID: 43954
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 16 Frog Hollow, Vineyard Haven MA 02568
Type: Single Family Residence
$4,695,000.00

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...

Property Details

95 Hines Point Road, Vineyard Haven MA 02568

LINK ID: 44144
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 95 Hines Point Road, Vineyard Haven MA 02568
Type: Single Family Residence
$4,050,000.00

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...

Property Details

30 Water Gate Road, Vineyard Haven MA 02568

LINK ID: 44248
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 30 Water Gate Road, Vineyard Haven MA 02568
Type: Single Family Residence
$3,995,000.00

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...

Property Details

29 & 33 Lagoon Pond Road, Vineyard Haven MA 02568

LINK ID: 44734
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 29 & 33 Lagoon Pond Road, Vineyard Haven MA 02568
Type: Single Family Residence
$3,295,000.00

Rare Downtown Vineyard Haven Compound Offering! An exceptional opportunity to own two separate properties being offered together in the heart of Vineyard Haven. Just moments from the ferry terminal, restaurants, shops, and the harbor, this unique package offers the ideal blend of luxury living, inve...

Property Details

70 Spring Street and William St. Lot, Vineyard Haven MA 02568

LINK ID: 42618
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 70 Spring Street and William St. Lot, Vineyard Haven MA 02568
Type: Single Family Residence
$3,200,000.00

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...

Property Details

36 Hines Point Road, Vineyard Haven MA 02568

LINK ID: 44589
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 36 Hines Point Road, Vineyard Haven MA 02568
Type: Single Family Residence
$3,100,000.00

HINES POINT WATERFRONT GEM with 85 feet of frontage on the Lagoon, offering ever-changing water views and the perfect vantage point to watch the Steamship Authority ferries arrive in Vineyard Haven Harbor. Enjoy the charming, timeless cottage with a one-car garage as an idyllic summer retreat, or br...

Property Details

21 Davis Street, Vineyard Haven MA 02568

LINK ID: 44210
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 21 Davis Street, Vineyard Haven MA 02568
Type: Single Family Residence
$2,925,000.00

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...

Property Details

27 Spring Street, Vineyard Haven MA 02568

LINK ID: 44279
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 27 Spring Street, Vineyard Haven MA 02568
Type: Single Family Residence
$2,895,000.00

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 ...

Property Details

124 Main Street, Vineyard Haven MA 02568

LINK ID: 44806
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 124 Main Street, Vineyard Haven MA 02568
Type: Single Family Residence
$2,695,000.00

Historic Water View Elegance Meets Modern Luxury in Vineyard Haven: Step into a piece of Martha's Vineyard history with this exceptionally charming antique Cape, originally dating back to 1808. While the home proudly retains its authentic historical character, boasting exquisite period details, rich...

Property Details

187 Lagoon Pond Road, Vineyard Haven MA 02568

LINK ID: 43834
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 187 Lagoon Pond Road, Vineyard Haven MA 02568
Type: Single Family Residence
$2,695,000.00

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...

Property Details

21 Davis Street, Vineyard Haven MA 02568

LINK ID: 44187
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 21 Davis Street, Vineyard Haven MA 02568
Type: Single Family Residence
$2,525,000.00

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 encompassing 3,704 square feet of thoughtfully designed living space. Rich hardwood flooring, custom cabinetry, elegant Restora...

Property Details

70 Spring Street, Vineyard Haven MA 02568

LINK ID: 42020
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 70 Spring Street, Vineyard Haven MA 02568
Type: Single Family Residence
$2,300,000.00

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...

Property Details

125 Mayflower Lane, Vineyard Haven MA 02568

LINK ID: 44942
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 125 Mayflower Lane, Vineyard Haven MA 02568
Type: Single Family Residence
$2,295,000.00

Nestled on an acre of beautifully landscaped grounds in a tranquil, park-like setting, this home is tucked away on a quiet lane within an established neighborhood. Located just a quarter mile from miles of Land Bank walking trails and less than two miles from Main Street, it offers the perfect oppor...

Property Details

NEW LISTING

268 Tashmoo Avenue, Vineyard Haven MA 02568

LINK ID: 43633
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 268 Tashmoo Avenue, Vineyard Haven MA 02568
Type: Single Family Residence
$2,290,000.00

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...

Property Details

88 Franklin Street, Vineyard Haven MA 02568

LINK ID: 44820
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 88 Franklin Street, Vineyard Haven MA 02568
Type: Single Family Residence
$2,250,000.00

Tucked away in a private, beautifully landscaped setting, this charming Vineyard farmhouse offers a wonderful blend of privacy, space, and in-town convenience. Just moments from town, the ferry, and shopping, the four-bedroom, three-bath home sits on a spacious 30,000-square-foot lot with a five-bed...

Property Details

21 Woodlawn Avenue, Vineyard Haven MA 02568

LINK ID: 43234
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 21 Woodlawn Avenue, Vineyard Haven MA 02568
Type: Single Family Residence
$2,200,000.00

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 ...

Property Details

159 Lake Street, Vineyard Haven MA 02568

LINK ID: 44396
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 159 Lake Street, Vineyard Haven MA 02568
Type: Single Family Residence
$2,195,000.00

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...

Property Details

18 Sylvan Avenue, Vineyard Haven MA 02568

LINK ID: 44892
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 18 Sylvan Avenue, Vineyard Haven MA 02568
Type: Single Family Residence
$2,095,000.00

COMING SOON! Welcome to 18 Sylvan Avenue, a delightful, custom-crafted four-bedroom, four-bath, contemporary-style home set at the end of a quiet neighborhood road in Vineyard Haven. Surrounded by eight acres of conservation land, the property offers a peaceful setting with a spacious wraparound dec...

Property Details

0 State Road, Vineyard Haven MA 02568

LINK ID: 44340
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 0 State Road, Vineyard Haven MA 02568
Type: Unimproved Land
$2,000,000.00

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....

Property Details

398 Main Street, Vineyard Haven MA 02568

LINK ID: 44460
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 398 Main Street, Vineyard Haven MA 02568
Type: Single Family Residence
$2,000,000.00

Ideally situated on Main Street in Vineyard Haven, just moments from the Yacht Club and West Chop, this charming four-bedroom, six-bathroom home offers the perfect blend of convenience, comfort, and Island living. Set on a quarter-acre lot, the property features a private and inviting backyard—i...

Property Details

237 Lagoon Pond Road, Vineyard Haven MA 02568

LINK ID: 44301
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 237 Lagoon Pond Road, Vineyard Haven MA 02568
Type: Single Family Residence
$1,999,500.00

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...

Property Details

5 Pine Tree Lane, Vineyard Haven MA 02568

LINK ID: 43291
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 5 Pine Tree Lane, Vineyard Haven MA 02568
Type: Single Family Residence
$1,999,000.00

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...

Property Details

UNDER CONTRACT

135 Mayflower Lane, Vineyard Haven MA 02568

LINK ID: 44758
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 135 Mayflower Lane, Vineyard Haven MA 02568
Type: Multi Family
$1,995,000.00

Ideally situated just minutes from the ferry, downtown Vineyard Haven, and West Tisbury, this charming, meticulously maintained property offers exceptional flexibility for year-round living, seasonal escape, or income potential. The main residence features three bedrooms and an inviting open-concep...

Property Details

33 Lagoon Pond Road, Vineyard Haven MA 02568

LINK ID: 43812
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 33 Lagoon Pond Road, Vineyard Haven MA 02568
Type: Single Family Residence
$1,975,000.00

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...

Property Details

0 Weaver Lane (Lot 5), Vineyard Haven MA 02568

LINK ID: 44733
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 0 Weaver Lane (Lot 5), Vineyard Haven MA 02568
Type: Unimproved Land
$1,800,000.00

This 1.1-acre waterfront lot is located at the end of a quiet lane abutting 20+ acres of conservation land. The level and heavily wooded lot sits high on a bluff overlooking the Lagoon. The lot has been engineered, and the bounds have been staked. A buyer would be able to connect to Town water ne...

Property Details

79 Beach Road # B14, Vineyard Haven MA 02568

LINK ID: 44193
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 79 Beach Road # B14, Vineyard Haven MA 02568
Type: Commercial
$1,799,000.00

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...

Property Details

41 & 0 Cook Road, Vineyard Haven MA 02568

LINK ID: 44557
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 41 & 0 Cook Road, Vineyard Haven MA 02568
Type: Single Family Residence
$1,690,000.00

Included in the asking price are two separate parcels: a beautifully updated 3-bedroom home and an adjacent 16,000 square foot buildable lot. No subdivision is required. The lot is ready for your plans or may be sold separately after closing, offering exceptional flexibility for a family compound, s...

Property Details

26 Union Court # 7, Vineyard Haven MA 02568

LINK ID: 43064
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 26 Union Court # 7, Vineyard Haven MA 02568
Type: Condominium
$1,625,000.00

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...

Property Details

26 Union Court # 7, Vineyard Haven MA 02568

LINK ID: 44294
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 26 Union Court # 7, Vineyard Haven MA 02568
Type: Single Family Residence
$1,625,000.00

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...

Property Details

528 Main Street, Vineyard Haven MA 02568

LINK ID: 44816
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 528 Main Street, Vineyard Haven MA 02568
Type: Single Family Residence
$1,600,000.00

Expanded cottage with in-law suite, garage, and detached studio. On the way to West Chop, it is equidistant to Downtown Vineyard Haven, the flagpole at West Chop, Mink Meadows Golf Club, and Vineyard Haven Yacht Club. This 4 bedroom, 4 bathroom property offers a flexible floor plan, including a priv...

Property Details

PRICE CHANGE

22 Old Lighthouse Road, Vineyard Haven MA 02568

LINK ID: 43800
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 22 Old Lighthouse Road, Vineyard Haven MA 02568
Type: Single Family Residence
$1,595,000.00

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 ...

Property Details

455 State Road # 8, Vineyard Haven MA 02568

LINK ID: 43832
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 455 State Road # 8, Vineyard Haven MA 02568
Type: Commercial
$1,500,000.00

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...

Property Details

110 Clover Hill Drive, Vineyard Haven MA 02568

LINK ID: 44254
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 110 Clover Hill Drive, Vineyard Haven MA 02568
Type: Single Family Residence
$1,495,000.00

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...

Property Details

39 Ferro Way, Vineyard Haven MA 02568

LINK ID: 44398
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 39 Ferro Way, Vineyard Haven MA 02568
Type: Single Family Residence
$1,488,000.00

Tucked away on a quiet cul-de-sac, this beautifully maintained multi-family property offers the perfect blend of privacy, flexibility, and convenience. Built in 2020, the home encompasses 2,884 square feet of thoughtfully designed living space, featuring a total of 5 bedrooms and 4 full bathrooms. T...

Property Details

21 West Spring Street, Vineyard Haven MA 02568

LINK ID: 44737
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 21 West Spring Street, Vineyard Haven MA 02568
Type: Single Family Residence
$1,450,000.00

Charming Property in the Heart of Vineyard Haven. A rare opportunity to own a beautifully maintained main house and guest house nestled on a generous 25,100 square foot lot in Tisbury. This special offering combines charm, privacy and versatility, surrounded by a stunningly landscaped yard with irri...

Property Details

70 Edgartown Vineyard Haven Road, Vineyard Haven MA 02568

LINK ID: 44839
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 70 Edgartown Vineyard Haven Road, Vineyard Haven MA 02568
Type: Single Family Residence
$1,429,900.00

Classic Vineyard Charm Meets Effortless Island Living! Brimming w/original character and timeless appeal, this delightful 3-bedroom, 3-bath home w/1BR, 1BA ADU offers a perfect blend of historic charm + thoughtful updates in one of Martha’s Vineyard’s most sought-after communities. Original hard...

Property Details

5 Paula Avenue, Vineyard Haven MA 02568

LINK ID: 44590
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 5 Paula Avenue, Vineyard Haven MA 02568
Type: Single Family Residence
$1,400,000.00

Discover the opportunity to make this spacious Vineyard Haven home your own, ideally located on the desirable lower end of Lambert's Cove Road. Just across from Pilot Hill Road and approximately one mile from the pristine shores of Lambert's Cove Beach, this well-positioned property offers the perfe...

Property Details

41 Edgartown Vineyard Haven Road, Vineyard Haven MA 02568

LINK ID: 44736
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 41 Edgartown Vineyard Haven Road, Vineyard Haven MA 02568
Type: Multi Family
$1,399,000.00

Located on the edge of downtown Vineyard Haven, just steps from the ferry, harbor, shops, restaurants, and beaches, this two-family property presents a rare opportunity. With full-floor residences offering a combined five bedrooms, the home provides exceptional flexibility for owner occupancy with r...

Property Details

4 Lagoon Pond Road, Vineyard Haven MA 02568

LINK ID: 42148
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 4 Lagoon Pond Road, Vineyard Haven MA 02568
Type: Single Family Residence
$1,395,000.00

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 ...

Property Details

116 Franklin Terrace, Vineyard Haven MA 02568

LINK ID: 44136
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 116 Franklin Terrace, Vineyard Haven MA 02568
Type: Single Family Residence
$1,325,000.00

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...

Property Details

33 Alyssa Lane, Vineyard Haven MA 02568

LINK ID: 43928
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 33 Alyssa Lane, Vineyard Haven MA 02568
Type: Single Family Residence
$1,325,000.00

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....

Property Details

41 Cook Road, Vineyard Haven MA 02568

LINK ID: 44746
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 41 Cook Road, Vineyard Haven MA 02568
Type: Single Family Residence
$1,285,000.00

Just moments from downtown Vineyard Haven, the ferry terminal, shops, restaurants, and harbor, this beautifully maintained three-bedroom home combines distinctive character with thoughtfully updated spaces, modern comforts, and a peaceful residential setting. The home offers over 2,300 square feet ...

Property Details

22 Oklahoma Avenue, Vineyard Haven MA 02568

LINK ID: 44007
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 22 Oklahoma Avenue, Vineyard Haven MA 02568
Type: Single Family Residence
$1,250,000.00

HOUSE + APARTMENT NEAR LAGOON! Discover a rare opportunity in a convenient Vineyard Haven neighborhood. This clean and bright, move-in ready property features a 3 BR, 1 BA main house plus a legal 1 BR, 1 BA accessory apartment, offering the perfect setup for multi-generational living or a high-deman...

Property Details

PRICE CHANGE

299 Daggett Avenue Unit A, Vineyard Haven MA 02568

LINK ID: 44426
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 299 Daggett Avenue Unit A, Vineyard Haven MA 02568
Type: Single Family Residence
$1,175,000.00

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...

Property Details

261 Sandpiper Lane # 12, Vineyard Haven MA 02568

LINK ID: 44304
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 261 Sandpiper Lane # 12, Vineyard Haven MA 02568
Type: Condominium
$1,175,000.00

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...

Property Details

PRICE CHANGE

41 Renear Street, Vineyard Haven MA 02568

LINK ID: 44713
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 41 Renear Street, Vineyard Haven MA 02568
Type: Single Family Residence
$1,150,000.00

Some properties you visit, and some properties you experience. Tucked behind mature gardens and a lush natural landscape, 41 Renear Street is a hidden Vineyard treasure — a classic 1927 cottage where timeless character, village convenience, and the beauty of the outdoors come together. Set on a g...

Property Details

61 Wood Chips Circle, Vineyard Haven MA 02575

LINK ID: 44510
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 61 Wood Chips Circle, Vineyard Haven MA 02575
Type: Single Family Residence
$1,095,000.00

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...

Property Details

96 Dunham Avenue, Vineyard Haven MA 02568

LINK ID: 44578
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 96 Dunham Avenue, Vineyard Haven MA 02568
Type: Single Family Residence
$949,000.00

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...

Property Details

74 Chase Lane & 25 Norton Ave Land Lot, Vineyard Haven MA 02568

LINK ID: 44715
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 74 Chase Lane & 25 Norton Ave Land Lot, Vineyard Haven MA 02568
Type: Single Family Residence
$945,000.00

Great Location Cape Cod style year round furnished home well maintained on a private dead end road close to Tashmoo Landing. New roof 2025, new windows, basement insulation replaced. A solid well built home ready for new owners to enjoy! Open concept kitchen to dining room. Three bedrooms and one fu...

Property Details

36 Circuit Avenue, Vineyard Haven MA 02568

LINK ID: 44767
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 36 Circuit Avenue, Vineyard Haven MA 02568
Type: Single Family Residence
$899,000.00

This cared for contemporary is located in a mature neighborhood abutting Sheriff's Meadow. It has a three bedroom, one bath reverse floor-plan design that captures ample natural light from a serene park-like setting. Hardwoods and ceramic tile flooring, A/C mini-split heat-pumps, a rear balcony dec...

Property Details

51 Daggett Avenue, Vineyard Haven MA 02568

LINK ID: 44881
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 51 Daggett Avenue, Vineyard Haven MA 02568
Type: Single Family Residence
$865,000.00

A fabulous location and a treasured historic home on Daggett Avenue in Tisbury. Ideally situated, the property is just 0.8 miles from Main Street in downtown Vineyard Haven, 0.9 miles from the public beach at Owen Park, and 1.2 miles from Tisbury Town Beach at the end of Owen Little Way. Filled wit...

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UNDER CONTRACT

124 Skiff Avenue # G11, Vineyard Haven MA 02568

LINK ID: 44848
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 124 Skiff Avenue # G11, Vineyard Haven MA 02568
Type: Condominium
$725,000.00

Vineyard Haven- Walk to the Ferry from this 2 bedroom condo with pool. Located near the downtown area a desirable place for a rental property or live there year-round. The property features common grounds, picnic tables, and seating by the pool to relax and enjoy the outdoors....

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52 Heath Hen Lane, Vineyard Haven MA 02568

LINK ID: 44535
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 52 Heath Hen Lane, Vineyard Haven MA 02568
Type: Unimproved Land
$639,000.00

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...

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124 Skiff Avenue # 11, Vineyard Haven MA 02568

LINK ID: 44458
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 124 Skiff Avenue # 11, Vineyard Haven MA 02568
Type: Condominium
$550,000.00

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...

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Lot 1 Dolan Avenue, Vineyard Haven MA 02568

LINK ID: 44352
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: Lot 1 Dolan Avenue, Vineyard Haven MA 02568
Type: Unimproved Land
$525,000.00

A level parcel in a convenient Vineyard Haven location offering ease and opportunity. Set on a no-through street within an established neighborhood, it’s just a short stroll or bike ride to public beach access at the end of Owen Little Way and the town library. Only one mile from the vibrant shops...

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0 Old Country Lane, Vineyard Haven MA 02568

LINK ID: 44867
Town: Vineyard Haven  |  all Vineyard Haven listings
Address: 0 Old Country Lane, Vineyard Haven MA 02568
Type: Unimproved Land
$450,000.00

Discover peace and privacy without sacrificing location. Nestled under a serene natural tree canopy, this central wooded parcel provides a quiet setting just minutes from local shops, dining, and beautiful beaches. Ready for your custom vision....

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ALISAN LOHAN-CONWAY PROPERTIES MARTHA'S VINEYARD
Martha's Vineyard Real Estate Sales and Rentals

PO Box 2670, Edgartown, MA 02539
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