Vineyard Haven Properties for Sale

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

Price: $7,950,000 | Status: Active

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: 59 Hagerty Drive | Town: Vineyard Haven | Link ID: 44845

Price: $6,150,000 | Status: Active

Property Description:
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... Click here for more details

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

Price: $6,000,000 | Status: Active

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: 20 Sunnyside Avenue | Town: Vineyard Haven | Link ID: 44868

Price: $5,995,000 | Status: Active

Property Description:
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€... Click here for more details

Address: 41 Hagerty Drive | Town: Vineyard Haven | Link ID: 44567

Price: $5,950,000 | Status: Active

Property Description:
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 | Status: Active

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 | Status: Active

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: $4,050,000 | Status: Active

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: 94 Weaver Lane | Town: Vineyard Haven | Link ID: 44191

Price: $3,999,999 | Status: Pending

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: 30 Water Gate Road | Town: Vineyard Haven | Link ID: 44248

Price: $3,995,000 | Status: Active

Property Description:
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: 35 Mt Aldworth Road | Town: Vineyard Haven | Link ID: 43974

Price: $3,499,000 | Status: Pending

Property Description:
Welcome to a stunning new construction-in-progress home that blends modern coastal living with the island charm. Set on an elevated site with distant water views, this thoughtfully designed living space, plus an additional 900 square foot basement with both finished and unfinished areas—perfect fo... Click here for more details

Address: 29 & 33 Lagoon Pond Road | Town: Vineyard Haven | Link ID: 44734

Price: $3,295,000 | Status: Active

Property Description:
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... Click here for more details

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

Price: $3,200,000 | Status: Active

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: 36 Hines Point Road | Town: Vineyard Haven | Link ID: 44589

Price: $3,100,000 | Status: Active

Property Description:
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... Click here for more details

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

Price: $2,995,000 | Status: Pending

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. 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 | Status: Active

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: 27 Spring Street | Town: Vineyard Haven | Link ID: 44279

Price: $2,895,000 | Status: Active

Property Description:
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: 124 Main Street | Town: Vineyard Haven | Link ID: 44806

Price: $2,695,000 | Status: Active

Property Description:
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... Click here for more details

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

Price: $2,695,000 | Status: Active

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

Price: $2,525,000 | Status: Active

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 encompassing 3,704 square feet of thoughtfully designed living space. Rich hardwood flooring, custom cabinetry, elegant Restora... Click here for more details

Address: 272 Bigelow Road | Town: Vineyard Haven | Link ID: 44862

Price: $2,500,000 | Status: Pending

Property Description:
Welcome to Mink Meadows, a picturesque neighborhood in the West Chop section of Vineyard Haven. This sought-after enclave offers a private, rural feel while keeping residents conveniently close to town. Set on a lush 2.2-acre lot, 272 Bigelow Road offers more than 3,200 square feet of living space d... Click here for more details

Address: 54 Amelias Crossing | Town: Vineyard Haven | Link ID: 44464

Price: $2,325,000 | Status: Pending

Property Description:
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: 70 Spring Street | Town: Vineyard Haven | Link ID: 42020

Price: $2,300,000 | Status: Active

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: 125 Mayflower Lane | Town: Vineyard Haven | Link ID: 44942

Price: $2,295,000 | Status: Active

Property Description:
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... Click here for more details

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

Price: $2,290,000 | Status: Active

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: 88 Franklin Street | Town: Vineyard Haven | Link ID: 44820

Price: $2,250,000 | Status: Active

Property Description:
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... Click here for more details

Address: 21 Woodlawn Avenue | Town: Vineyard Haven | Link ID: 43234

Price: $2,200,000 | Status: Pending

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: 159 Lake Street | Town: Vineyard Haven | Link ID: 44396

Price: $2,195,000 | Status: Active

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

Address: 18 Sylvan Avenue | Town: Vineyard Haven | Link ID: 44892

Price: $2,095,000 | Status: Active

Property Description:
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... Click here for more details

Address: 0 State Road | Town: Vineyard Haven | Link ID: 44340

Price: $2,000,000 | Status: Active

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: 398 Main Street | Town: Vineyard Haven | Link ID: 44460

Price: $2,000,000 | Status: Active

Property Description:
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... Click here for more details

Address: 237 Lagoon Pond Road | Town: Vineyard Haven | Link ID: 44301

Price: $1,999,500 | Status: Active

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: 135 Mayflower Lane | Town: Vineyard Haven | Link ID: 44758

Price: $1,995,000 | Status: Active

Property Description:
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... Click here for more details

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

Price: $1,975,000 | Status: Active

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

Price: $1,975,000 | Status: Pending

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: 0 Weaver Lane (Lot 5) | Town: Vineyard Haven | Link ID: 44733

Price: $1,800,000 | Status: Active

Property Description:
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... Click here for more details

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

Price: $1,799,000 | Status: Active

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: 37 Old Hedge Row | Town: Vineyard Haven | Link ID: 44612

Price: $1,770,000 | Status: Pending

Property Description:
Move in ready and easy to show! Just atop a modest knoll sits this well cared for, light filled, privately sited, four bedroom custom home. A six bedroom septic offers further spatial enhancement, or ADU potential with proper Town permitting. Convenient to downtown, public library, shopping, eate... Click here for more details

Address: 41 & 0 Cook Road | Town: Vineyard Haven | Link ID: 44557

Price: $1,690,000 | Status: Active

Property Description:
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... Click here for more details

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

Price: $1,625,000 | Status: Active

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 | Status: Active

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: 528 Main Street | Town: Vineyard Haven | Link ID: 44816

Price: $1,600,000 | Status: Active

Property Description:
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... Click here for more details

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

Price: $1,595,000 | Status: Active

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 | Status: Active

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: 20 Union Court | Town: Vineyard Haven | Link ID: 44360

Price: $1,495,000 | Status: Pending

Property Description:
Welcome to 20 Union Court, Unit C at the Old Stone Bank Condominiums - a unique community in the heart of downtown Vineyard Haven. This two-level condo offers a truly special Vineyard lifestyle. Enter through the inviting porch into an open floor plan filled with character, thoughtful details, and s... Click here for more details

Address: 110 Clover Hill Drive | Town: Vineyard Haven | Link ID: 44254

Price: $1,495,000 | Status: Active

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 id... Click here for more details

Address: 39 Ferro Way | Town: Vineyard Haven | Link ID: 44398

Price: $1,488,000 | Status: Active

Property Description:
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... Click here for more details

Address: 21 West Spring Street | Town: Vineyard Haven | Link ID: 44737

Price: $1,450,000 | Status: Active

Property Description:
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... Click here for more details

Address: 70 Edgartown Vineyard Haven Road | Town: Vineyard Haven | Link ID: 44839

Price: $1,429,900 | Status: Active

Property Description:
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... Click here for more details

Address: 5 Paula Avenue | Town: Vineyard Haven | Link ID: 44590

Price: $1,400,000 | Status: Active

Property Description:
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... Click here for more details

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

Price: $1,395,000 | Status: Active

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 Davis Street | Town: Vineyard Haven | Link ID: 44648

Price: $1,365,000 | Status: Pending

Property Description:
Discover the charm of Vineyard Haven in this delightful two-bedroom, three bath cottage, ideally located just moments from downtown, the Steamship Authority, and the picturesque Lagoon. Whether you're looking for a year-round residence, vacation retreat, or investment property, this home offers the ... Click here for more details

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

Price: $1,325,000 | Status: Active

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

Price: $1,325,000 | Status: Active

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: 41 Edgartown Vineyard Haven Road | Town: Vineyard Haven | Link ID: 44736

Price: $1,299,000 | Status: Active

Property Description:
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... Click here for more details

Address: 51 Summer Street | Town: Vineyard Haven | Link ID: 44326

Price: $1,295,000 | Status: Pending

Property Description:
NEWLY PRICED AT $1,295,000 — CLASSIC VINEYARD CHARACTER, THOUGHTFUL UPDATES AND MOVE-IN-READY CONVENIENCE Just moments from Main Street, the harbor, ferry, shops and restaurants, 51 Summer Street offers the warmth of a classic Vineyard home with the comfort of meaningful modern improvements. Orig... Click here for more details

Address: 41 Cook Road | Town: Vineyard Haven | Link ID: 44746

Price: $1,285,000 | Status: Active

Property Description:
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 ... Click here for more details

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

Price: $1,250,000 | Status: Active

Property Description:
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... Click here for more details

Address: 299 Daggett Avenue Unit A | Town: Vineyard Haven | Link ID: 44426

Price: $1,175,000 | Status: Active

Property Description:
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: 261 Sandpiper Lane | Town: Vineyard Haven | Link ID: 44304

Price: $1,175,000 | Status: Active

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: 41 Renear Street | Town: Vineyard Haven | Link ID: 44713

Price: $1,150,000 | Status: Active

Property Description:
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... Click here for more details

Address: 72 Moonstone Way | Town: Vineyard Haven | Link ID: 44638

Price: $1,149,000 | Status: Pending

Property Description:
Nestled in a quiet neighborhood just a short stroll from Lake Tashmoo and less than a mile from Main Street, Owen Park Beach, and the Steamship Authority, this lovingly maintained Colonial Saltbox offers the perfect blend of comfort, convenience, and island charm. With a strong rental history, the h... Click here for more details

Address: 61 Wood Chips Circle | Town: Vineyard Haven | Link ID: 44510

Price: $1,095,000 | Status: Active

Property Description:
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: $975,000 | Status: Pending

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: 96 Dunham Avenue | Town: Vineyard Haven | Link ID: 44578

Price: $949,000 | Status: Active

Property Description:
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: 74 Chase Lane & 25 Norton Ave Land Lot | Town: Vineyard Haven | Link ID: 44715

Price: $945,000 | Status: Active

Property Description:
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... Click here for more details

Address: 36 Circuit Avenue | Town: Vineyard Haven | Link ID: 44767

Price: $899,000 | Status: Active

Property Description:
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... Click here for more details

Address: 124 Skiff Avenue | Town: Vineyard Haven | Link ID: 44848

Price: $725,000 | Status: Active

Property Description:
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.

Address: 52 Heath Hen Lane | Town: Vineyard Haven | Link ID: 44535

Price: $639,000 | Status: Active

Property Description:
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: 44458

Price: $550,000 | Status: Active

Property Description:
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... Click here for more details

Address: Lot 1 Dolan Avenue | Town: Vineyard Haven | Link ID: 44352

Price: $525,000 | Status: Active

Property Description:
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... Click here for more details

Address: 0 Old Country Lane | Town: Vineyard Haven | Link ID: 44867

Price: $450,000 | Status: Active

Property Description:
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.

Address: 124 Skiff Avenue | Town: Vineyard Haven | Link ID: 44689

Price: $429,000 | Status: Pending

Property Description:
Welcome to Unit B-12 at the Causeway Condominiums, a turnkey studio offering comfortable, low-maintenance island living just a short walk to the charming village of Vineyard Haven. Thoughtfully designed to maximize space and functionality, this inviting residence features warm bamboo flooring throug... Click here for more details