Vineyard Haven Properties for Sale on Martha's Vineyard

Address: 1005 Main Street Town: Vineyard Haven Link ID: 42077

Price: $6,000,000

Property Description:
The price above reflects the Reserve Price for the property, which is being marketed for sale by luxury private auction. Bidding is open through November 13. Seller reserves the right to accept or reject bids. 5% Buyer's Premium. Additional terms apply. Please visit Paramount Realty USA's website fo... Click here for more details

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

Address: 71 Stoney Hill Road Town: Vineyard Haven Link ID: 41384

Price: $5,500,000

Property Description:
A combination of luxury, comfort, and natural beauty, this expansive custom, five bedroom, post and beam home is sited on more than seven acres of land, surrounded by acres of Land Bank property. From the moment you step inside, you'll be captivated by the attention to detail and the high-end finish... Click here for more details

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

Address: 64 Crowell Lane Town: Vineyard Haven Link ID: 42462

Price: $4,995,000

Property Description:
Welcome to your Vineyard Dream in the heart of West Chop! Built by Novo Builds, a renowned construction company that is recognized for their innovative designs and high-quality craftsmanship. Novo Builds is set to enhance the landscape of this iconic island with their latest development. This stunn... Click here for more details

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

Address: 11 Macs Lane Town: Vineyard Haven Link ID: 41504

Price: $4,945,000

Property Description:
A unique opportunity to own a one of a kind property with capacity for twenty people complete with fourteen bedrooms, flanked with large picture windows and water views from all three living levels. Currently being run as a state licensed, private pay, assisted living facility. In addition to the fo... Click here for more details

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

Address: 317 State Road Town: Vineyard Haven Link ID: 41272

Price: $3,650,000

Property Description:
Location, Location, Location. Largest available parcel in State Road commercial corridor with 1.47 acres of land. Fully tenanted on month to month leases including single family house and other buildings. Lots of vacant commercial land, unwooded and ripe for development of some kind. Commercially zo... Click here for more details

Property description and photographs provided by listing agent: Sawyer Realty Group

Address: 151 Beach Road Town: Vineyard Haven Link ID: 42030

Price: $3,300,000

Property Description:
7500 sq ft+ commercial office building in the Waterfront/Commercial District of Vineyard Haven. There are currently 10 rented office spaces with several long-term tenants in place who enjoy the building's excellent condition and waterfront location with stunning views over both the Harbor and Lagoon... Click here for more details

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

Address: 36 Tashmoo Avenue Town: Vineyard Haven Link ID: 42136

Price: $3,295,000

Property Description:
This beautifully renovated gambrel-style home in Vineyard Haven seamlessly blends classic charm with modern luxury. This pristine residence is nestled within a private, hedge-lined yard in one of Vineyard Haven’s most quiet and quaint neighborhoods. With the new heated salt-water pool, outdoor sh... Click here for more details

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

Address: 49 William Street Town: Vineyard Haven Link ID: 41839

Price: $3,250,000

Property Description:
Welcome to the timeless elegance of the Captain Swain House, nestled on the prestigious historic William Street in Vineyard Haven. This distinguished Greek Revival main residence and barn-style guest house seamlessly merges historical charm with modern luxury. Step into this meticulously updated 4-... Click here for more details

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

Address: 70 Spring Street Town: Vineyard Haven Link ID: 42020

Price: $3,200,000

Property Description:
Fairy tale setting in the quaint seaside village of Vineyard Haven, aka Holmes Hole in the day, 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 t... Click here for more details

Property description and photographs provided by listing agent: Viewpoints

Address: 37 Memphremagog Avenue Town: Vineyard Haven Link ID: 42076

Price: $3,195,000

Property Description:
Welcome to your dream home in the exclusive Lower Makonikey Association, a serene enclave on Martha's Vineyard. This meticulously crafted 3,284 square-foot residence with a 3-car garage is a masterpiece of design and comfort, set on 3.21 acres of lush, tree-lined grounds accented by historic stone w... Click here for more details

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

Address: 484 Main Street Town: Vineyard Haven Link ID: 42565

Price: $2,795,000

Property Description:
Rare opportunity to own one of the largest wooded properties in West Chop. This 1.86 acre property includes over an acre of undeveloped wooded land, a beautiful historic colonial home that has been meticulously renovated and a newly developed adorable detached studio. The main house features an op... Click here for more details

Property description and photographs provided by listing agent: Premier Properties

Address: 89 Main Street Town: Vineyard Haven Link ID: 41926

Price: $2,775,000

Property Description:
Gorgeous waterview home tucked into a corner of Vineyard Haven village. This property is a landmark thanks to its distinctive red door and the stunning flowerbeds visible to passersby. The quaint exterior disguises what greets the visitor upon entering - a sophisticated combination of traditional an... Click here for more details

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

Address: 5 Pine Tree Lane Town: Vineyard Haven Link ID: 42345

Price: $2,490,000

Property Description:
This meticulously renovated 1920s gem is nestled in the desirable West Chop area of Vineyard Haven, offering a perfect blend of historical charm and modern luxury. With deeded access to a pristine beach on Vineyard Sound, this exquisite residence is a seaside haven. Step inside to discover a spaciou... Click here for more details

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

Address: 79 Beach Road Town: Vineyard Haven Link ID: 42272

Price: $2,400,000

Property Description:
Rocco's Pizza in the Tisbury Marketplace...an Iconic Island Eatery and Definitely Some of the Best Pizza on the Island! For Sale is this "Turn-key" business along with the 2 commercial condominiums totaling 1309 sq.ft., which the business occupies. There is also a water view roof-top deck, with an... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 42 Daggett Avenue Town: Vineyard Haven Link ID: 41917

Price: $2,295,000

Property Description:
Steps to Vineyard Haven Yacht Club – Spacious Family Retreat in Prime Location! Welcome to this expansive family home, perfectly located just steps from the Owen Little Way Beach, Vineyard Haven Yacht Club, and a short stroll to downtown Vineyard Haven’s shopping, restaurants, and the main ferr... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 21 William Street Town: Vineyard Haven Link ID: 42342

Price: $2,150,000

Property Description:
Welcome to this charming 3-bedroom home, ideally situated on the tranquil end of William Street, just steps from the vibrant heart of downtown Vineyard Haven. This inviting residence boasts a spacious primary suite conveniently located on the main level, offering ease and privacy. The open and airy ... Click here for more details

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

Address: 46 Red Buoy Lane Town: Vineyard Haven Link ID: 41919

Price: $2,095,000

Property Description:
Nestled in Vineyard Haven, 46 Red Buoy Lane is an exquisite and sophisticated home completed in 2022. This residence offers 4 bedrooms and 3.5 bathrooms and spans a generous 1,816 square feet. The property's unique offering of a one-bedroom apartment in the basement is noteworthy, providing an addit... Click here for more details

Property description and photographs provided by listing agent: Compass LLC

Address: 126 Border Road Town: Vineyard Haven Link ID: 42394

Price: $2,000,000

Property Description:
Perfectly sited on a knoll with expansive water views at the head of the Lagoon, it is a few short steps to the private sandy shore for swimming, kayaking or continue down the pond out to open water. Designed by the owner's architect father (Nembhard Culin a renowned watercolor artist,) it worked as... Click here for more details

Property description and photographs provided by listing agent: Conroy & Company R.E., Inc.

Address: 97 Snake Hollow Town: Vineyard Haven Link ID: 42407

Price: $1,975,000

Property Description:
Nestled in a private neighborhood in Vineyard Haven conveniently located to the ferry and town for plenty of shopping and dining, this renovated home is move-in ready and sited on 1.5 generous acres. There are two entrances to the home. The most operational is off the side deck where you enter the f... Click here for more details

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

Address: 36 Ferro Way Town: Vineyard Haven Link ID: 41255

Price: $1,799,000

Property Description:
Discover the pinnacle of luxury living in Vineyard Haven with this exceptional 5-bedroom, 3.5 bath home, now enhanced by a brand-new farmer's porch. Only 3 years old, this residence seamlessly marries modern sophistication with timeless charm, providing an idyllic retreat for families seeking the f... Click here for more details

Property description and photographs provided by listing agent: Compass LLC

Address: 27 Chapde Lane Town: Vineyard Haven Link ID: 42419

Price: $1,795,000

Property Description:
DELIGHTFUL VINEYARD HAVEN HOME WITH TIMELESS CHARM. Located at the end of a lightly traveled lane and surrounded by stunning gardens and stone retaining walls, this smartly-design and meticulously maintained residence provides a modern and spacious environment for comfortable island living. Upon ent... Click here for more details

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

Address: 191 Spring Hill Road Town: Vineyard Haven Link ID: 41876

Price: $1,795,000

Property Description:
THIS IMMACULATELY MAINTAINED AND UPGRADED HOME WITH GUEST COTTAGE AND NEW SEPTIC IS A RARE FIND! Situated on a quiet cul-de-sac and located only minutes from downtown Vineyard Haven, with its unique shops, restaurants, entertainment, markets, beaches, and more…. this five-bedroom home is MOVE-IN-R... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 128 Spring Street Town: Vineyard Haven Link ID: 42344

Price: $1,750,000

Property Description:
The historic town of Vineyard Haven was known as the home of ship builders, where many large schooners were built over the years. There still exists a ship builder in Vineyard Haven, Gannon & Benjamin Marine Railway is located right next to the Black Dog. This quaint town was called Holmes Hole unti... Click here for more details

Property description and photographs provided by listing agent: C McManus Realty Group

Address: 77 Winyah Circle Town: Vineyard Haven Link ID: 42341

Price: $1,699,000

Property Description:
Tucked away down a long drive-way in a quiet neighborhood sits this beautiful property that has been lovingly renovated and cared for over the last 10 years. It is located minutes to the lagoon, downtown Vineyard Haven and the Ferry. There is a walking path from the house to the Lagoon which is part... Click here for more details

Property description and photographs provided by listing agent: C McManus Realty Group

Address: 26 Union Court Town: Vineyard Haven Link ID: 41938

Price: $1,689,000

Property Description:
PANORAMIC VIEWS OF VINEYARD HAVEN HARBOR, VINEYARD SOUND, AND THE CAPE COD COASTLINE! This is a rare chance to acquire a BRAND NEW, STUNNING, and STAND-ALONE Condo offering more than 1500 square feet of stylish living space filled with natural light and expansive windows. The gourmet kitchen boasts ... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 249 State Road Town: Vineyard Haven Link ID: 41409

Price: $1,495,000

Property Description:
Spend your time on the Vineyard this summer as a homeowner, not a renter. You haven't missed the boat. And if you live here, you will never miss the boat. This fully furnished, classic Vineyard-style home can be your home in time for spring. This beautifully restored 3-bedroom, 2-bath home has tou... Click here for more details

Property description and photographs provided by listing agent: Laer Realty Partners

Address: 62 Lagoon Pond Road Town: Vineyard Haven Link ID: 41722

Price: $1,475,000

Property Description:
A must see property located in the heart of Vineyard Haven. This three-bedroom, two bath, colonial style condo boasts expansive living spread over three floors. Completed in 2019, this energy efficient 1682 sq ft home includes a 5 KW solar PV system. The open layout of the first floor includes a mod... Click here for more details

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

Address: 261 Sandpiper Lane Town: Vineyard Haven Link ID: 42254

Price: $1,450,000

Property Description:
ASSOCIATION POOL, TENNIS, LAKE TASHMOO BEACH, PLUS GOLF NEARBY! This meticulously maintained 2+ bedroom, 3 bathroom end unit condo in the prestigious Tashmoo Woods Association has it ALL! The updated kitchen, with granite countertops and high-end appliances, opens to a dining room with access to a... Click here for more details

Property description and photographs provided by listing agent: Compass | The O'Hanlon Group

Address: 261 Sandpiper Lane Town: Vineyard Haven Link ID: 42083

Price: $1,450,000

Property Description:
ASSOCIATION POOL, TENNIS, LAKE TASHMOO BEACH, PLUS GOLF NEARBY! Welcome to this meticulously maintained 2+ bedroom, 3 bathroom end unit condo in the prestigious Tashmoo Woods Association. The updated kitchen, with granite countertops and high-end appliances, opens to a dining room with access to a ... Click here for more details

Property description and photographs provided by listing agent: Compass | The O'Hanlon Group

Address: 180 Main Street Town: Vineyard Haven Link ID: 42352

Price: $1,350,000

Property Description:
Austin House - Recently renovated, in-town and being offered "turn-key", this top floor condo has water views and features an open floor-plan design. The kitchen has white quartz countertops, shaker cabinetry and a large pantry. The unit has A/C, in-unit laundry, new appliances, 2 bedrooms, 2 baths ... Click here for more details

Property description and photographs provided by listing agent: Landmarks at TODAY Real Estate

Address: 200 Sandpiper Lane Town: Vineyard Haven Link ID: 42525

Price: $1,299,000

Property Description:
Ideal Tashmoo Woods Association, located adjacent to Mink Meadows Golf Course and minutes from downtown Vineyard Haven. This location offers private association beach on Vineyard Sound, access to Lake Tashmoo and association dock, heated pool, tennis courts, basketball court and playground, all on 1... Click here for more details

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

Address: 200 Sandpiper Lane Town: Vineyard Haven Link ID: 42568

Price: $1,299,000

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

Address: 160 Causeway Road Town: Vineyard Haven Link ID: 41194

Price: $1,200,000

Property Description:
This charming three bedroom, two bathroom home has many attractive features including a lovely green lawn, mature plantings and a detached garage. Large open living room with wood floors and beautiful built-in bookshelves overlooking a formal dining room and a screened in porch. Spacious first flo... Click here for more details

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

Address: 19 Renear Street Town: Vineyard Haven Link ID: 42315

Price: $1,195,000

Property Description:
This four bedroom, three bathroom home is just a short walk to Downtown Vineyard Haven. The home was renovated in 2017 which included expanding the second floor, new windows, new roof, and new siding. The first floor features an open living/dining area, kitchen with stainless steel appliances, a ful... Click here for more details

Property description and photographs provided by listing agent: Ocean Park Realty Inc

Address: 31 Davis Street Town: Vineyard Haven Link ID: 40145

Price: $1,090,000

Property Description:
The 80's are back in this comfortable family "Home". Clean, well maintained by the talented builder owner. Space with good sized bedrooms and plenty of storage and closets. Newly updated 2nd Floor Full Bath is ready for your finishing touches, not finished. The exterior is nicely planted with many s... Click here for more details

Property description and photographs provided by listing agent: Seacoast Properties

Address: 00 Kennebago Avenue - 65-E-1 Town: Vineyard Haven Link ID: 41044

Price: $868,000

Property Description:
This 3 + acre Lower Makonikey lot with mature trees is a short distance away from a deeded private association beach. A quiet friendly community with protective covenants. The lot has been surveyed and a building envelope has been established. To date no testing or septic design has been performed.

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

Address: 126 Border Road Town: Vineyard Haven Link ID: 42438

Price: $800,000

Property Description:
Sublime hillside site with old growth trees and walking easement to 16' of sandy lagoon pond beach. This property is in the lagoon pond water shed and will require a NitROE denitrification component on the septic system. All information should be verified by the Vineyard Haven Building Department an... Click here for more details

Property description and photographs provided by listing agent: Conroy & Company R.E., Inc.

Address: 00 Tashmoo Avenue Town: Vineyard Haven Link ID: 42317

Price: $730,000

Property Description:
Stunning Building Lot in Vineyard Haven! Discover this beautiful 1/3-acre building lot on Tashmoo Avenue, nestled in the serene Baylis Woods community. This prime location offers easy access to Main Street, the Harbor, Owen Park, and Lake Tashmoo, as well as nearby boating and tennis facilities. E... Click here for more details

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

Address: 0 Edgartown Vineyard Haven Road Town: Vineyard Haven Link ID: 42220

Price: $639,000

Property Description:
LAND: just over an acre of gently sloping land, located 1.5 miles from the Ferry terminal and all of the lovely shops and restaurants on Main Street. Abutting The Beech Tree Preserve, a MV Land Bank property, that meanders down to the lagoon. Potential for 2nd floor distant waterview. This unique o... Click here for more details

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