Vineyard Haven Properties for Sale
Address: 59 Hagerty Drive | Town: Vineyard Haven | Link ID: 44845
Price: $6,150,000 | Status: Active
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
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
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: 31 Lamberts Cove Road & 0 Plum Cove Road | Town: Vineyard Haven | Link ID: 43366
Price: $5,800,000 | Status: Active
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: 41 Hagerty Drive | Town: Vineyard Haven | Link ID: 44567
Price: $5,750,000 | Status: Active
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: 16 Frog Hollow | Town: Vineyard Haven | Link ID: 43954
Price: $4,695,000 | Status: Active
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: 94 Weaver Lane | Town: Vineyard Haven | Link ID: 44191
Price: $3,999,999 | Status: Pending
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: 95 Hines Point Road | Town: Vineyard Haven | Link ID: 44144
Price: $3,850,000 | Status: Active
JUST APPROVED FOR A 4 BDR SEPTIC SYSTEM. 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... Click here for more details
Address: 30 Water Gate Road | Town: Vineyard Haven | Link ID: 44248
Price: $3,495,000 | Status: Active
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: 29 & 33 Lagoon Pond Road | Town: Vineyard Haven | Link ID: 44734
Price: $3,295,000 | Status: Active
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: Pending
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: $2,995,000 | Status: Active
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: 21 Davis Street | Town: Vineyard Haven | Link ID: 44210
Price: $2,925,000 | Status: Active
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
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
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: 322 State Road | Town: Vineyard Haven | Link ID: 45067
Price: $2,695,000 | Status: Active
Two structures. Exceptional visibility. Flexible possibilities. Your next investment awaits! Move in ready opportunity in a limited inventory commercial market ideal for investors or owner operators seeking visibility, versatility, and long term income potential on Martha’s Vineyard. Main Building... Click here for more details
Address: 187 Lagoon Pond Road | Town: Vineyard Haven | Link ID: 43834
Price: $2,595,000 | Status: Pending
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: $2,325,000 | Status: Active
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: 125 Mayflower Lane | Town: Vineyard Haven | Link ID: 44942
Price: $2,295,000 | Status: Active
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
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
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
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
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
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 deck overlooking... Click here for more details
Address: 0 State Road | Town: Vineyard Haven | Link ID: 44340
Price: $2,000,000 | Status: Active
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
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 far more space than meets the eye! Much larger than it appears in photographs, this surprisingly spacious property features generous living areas, a... Click here for more details
Address: 237 Lagoon Pond Road | Town: Vineyard Haven | Link ID: 44301
Price: $1,999,500 | Status: Active
Ideally located at the beginning of Hines Point, this light-filled, well-maintained home offers a central setting with easy access to the Lagoon, the MV Museum, and town. Public water access is just a short walk away, making it easy to enjoy all the benefits of this special area. Set on a gentle ris... Click here for more details
Address: 33 Lagoon Pond Road | Town: Vineyard Haven | Link ID: 43812
Price: $1,975,000 | Status: Active
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: 135 Mayflower Lane | Town: Vineyard Haven | Link ID: 44758
Price: $1,895,000 | Status: Active
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: 0 Weaver Lane (Lot 5) | Town: Vineyard Haven | Link ID: 44733
Price: $1,800,000 | Status: Active
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
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: $1,570,000 | Status: Active
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: 455 State Road | Town: Vineyard Haven | Link ID: 43832
Price: $1,500,000 | Status: Active
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: 22 Old Lighthouse Road | Town: Vineyard Haven | Link ID: 43800
Price: $1,499,000 | Status: Active
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: $1,495,000 | Status: Active
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: 21 West Spring Street | Town: Vineyard Haven | Link ID: 44737
Price: $1,450,000 | Status: Active
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: 95 Daggett Avenue | Town: Vineyard Haven | Link ID: 44945
Price: $1,395,000 | Status: Active
Centrally located at the top of Daggett Avenue, just blocks from the harbor and town beach, sits this charming turn of the century Cape. The covered porch graces the front of the home welcoming friends and family. Light spills into the living room that stretches across the front of the house featuri... Click here for more details
Address: 528 Main Street | Town: Vineyard Haven | Link ID: 44816
Price: $1,395,000 | Status: Active
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: 39 Ferro Way | Town: Vineyard Haven | Link ID: 44398
Price: $1,390,000 | Status: Active
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: 70 Edgartown Vineyard Haven Road | Town: Vineyard Haven | Link ID: 44839
Price: $1,359,900 | Status: Active
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: 116 Franklin Terrace | Town: Vineyard Haven | Link ID: 44136
Price: $1,325,000 | Status: Active
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: 41 Edgartown Vineyard Haven Road | Town: Vineyard Haven | Link ID: 44736
Price: $1,299,000 | Status: Active
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: 22 Oklahoma Avenue | Town: Vineyard Haven | Link ID: 44007
Price: $1,250,000 | Status: Active
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: 176 Sandpiper Lane | Town: Vineyard Haven | Link ID: 44982
Price: $1,200,000 | Status: Active
Set within an established island community, this spacious condominium offers tall ceilings, an open floor plan, abundant windows, and wonderful natural light, with views toward the surrounding woods. Its flexible layout and exceptional community amenities make it an inviting choice for year-round li... Click here for more details
Address: 33 Alyssa Lane | Town: Vineyard Haven | Link ID: 43928
Price: $1,200,000 | Status: Active
MOTIVATED SELLER. Please note substantial PRICE CHANGE. 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 ... Click here for more details
Address: 16 West Tashmoo Avenue | Town: Vineyard Haven | Link ID: 45070
Price: $1,200,000 | Status: Active
4 Bedroom 2 bath home with 2 bedroom 2 bath legal walkout basement apartment set on a 13,669 sqaure foot lot close to town and beaches. Property is located Tashmoo watershed and will require a Septic upgrade to a nitrogen reduction system per Tisbury Borad of Health. Septic Upgrade to be done at Buy... Click here for more details
Address: 5 Paula Avenue | Town: Vineyard Haven | Link ID: 44590
Price: $1,199,000 | Status: Active
Make this ideally situated Vineyard Haven home your own. 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 a wonderful blend of convenience,... Click here for more details
Address: 67 Lagoon Avenue | Town: Vineyard Haven | Link ID: 45026
Price: $1,195,000 | Status: Active
Enjoy the best of coastal living in this charming, move-in-ready 3-bedroom, 2-bath home, ideally situated on a corner lot in a friendly neighborhood along a paved road. Just a short stroll from the Lagoon’s sheltered shoreline, this home offers deeded waterfront access, bringing the beauty and tra... Click here for more details
Address: 261 Sandpiper Lane | Town: Vineyard Haven | Link ID: 44304
Price: $1,175,000 | Status: Active
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: 72 Moonstone Way | Town: Vineyard Haven | Link ID: 44638
Price: $1,149,000 | Status: Pending
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: 299 Daggett Avenue Unit A | Town: Vineyard Haven | Link ID: 44426
Price: $1,095,000 | Status: Active
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: 122 Cove Road | Town: Vineyard Haven | Link ID: 44993
Price: $1,077,000 | Status: Active
SHOWINGS TO BEGIN OCTOBER 29 Sun-drenched and full of potential, this center-unit townhouse is ready for you to make it your own! Located just over a mile from town in the private community of Tashmoo Wood, this property offers a wonderful opportunity to enjoy island living in a sought-after setting... Click here for more details
Address: 152 Edgartown Vineyard Haven Road | Town: Vineyard Haven | Link ID: 44866
Price: $975,000 | Status: Active
2-bedroom 2 Bath home with fully finished walkout basement with possible apartment with a few modifications. Bright kitchen and living area with fireplace. Great location on the VTA bus route giving you access to the entire Island. Convenient to town, parks and shopping. 3-bedroom title V septic, pr... Click here for more details
Address: 74 Chase Lane & 25 Norton Ave Land Lot | Town: Vineyard Haven | Link ID: 44715
Price: $905,000 | Status: Active
Great Location Turnkey Cape Cod style year round 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 full... Click here for more details
Address: 51 Daggett Avenue | Town: Vineyard Haven | Link ID: 44881
Price: $865,000 | Status: Pending
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... Click here for more details
Address: 96 Dunham Avenue | Town: Vineyard Haven | Link ID: 44578
Price: $849,000 | Status: Active
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: 124 Skiff Avenue | Town: Vineyard Haven | Link ID: 44848
Price: $725,000 | Status: Active
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
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: Lot 1 Dolan Avenue | Town: Vineyard Haven | Link ID: 44352
Price: $525,000 | Status: Active
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
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.