Vineyard Haven, MA Homes for Sale

• 

  

  

  /21

  $975,000

  • Land
  • 11,621 Sq Ft
  • $3,654,423 per Acre

  31 Temahigan Ave Unit 139.1, Oak Bluffs, MA 02568

  HEAD START BUILD OPPORTUNITY IN OAK BLUFFS WITH POTENTIAL WATER VIEWS OF THE VINEYARD HAVEN HARBOR. Rare opportunity to secure a prime parcel in a sought-after Oak Bluffs location with valuable groundwork already in place and potential views of Vineyard Haven Harbor. The property features an existing foundation and on-site materials, offering a meaningful head start for buyers looking to build

  J.R. Ross Portfolio Properties

  31 Temahigan Ave Unit 139.1, Oak Bluffs, MA 02568
• 

  

  

  /24

  $925,000 Pre-Foreclosure

  • 2 Beds
  • 2 Baths
  • 1,000 Sq Ft

  67 Hudson Ave, Oak Bluffs, MA 02557

  Located in a convenient Oak Bluffs setting, this 2-bedroom, 2-bath home offers approximately 1,000 square feet of living space on a generous .69-acre lot. Built in 2014, the property presents an excellent opportunity for a year-round residence, vacation getaway, or investment.The property is being sold as is. Buyers and their agents are encouraged to perform their own due diligence and verify

  Marilyn Moses Ocean Park Realty Inc

  67 Hudson Ave, Oak Bluffs, MA 02557
• 

  

  

  /19

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 1,164 Sq Ft

  3 Kims Way, Oak Bluffs, MA 02557

  Recently updated Oak Bluffs ranch-style home ideally located near Downtown and Oak Bluffs Harbor. Step inside to discover vaulted ceilings and an airy open floor plan that seamlessly connects the living room, dining area, and a spacious kitchen featuring granite countertops and updated appliances. The private primary suite is thoughtfully positioned off the main living area and offers a full bath

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  3 Kims Way, Oak Bluffs, MA 02557
• 

  

  /2

  $1,250,000

  • 1 Bed
  • 1 Bath
  • 855 Sq Ft

  0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568

  Unique new construction opportunity on Pennsylvania Ave in Oak Bluffs! Offered preconstruction so there is the ability to customize, this modern carriage house includes a spacious 1-bedroom apartment (855 sq ft with full kitchen, living room and bathroom) above a 2-car garage. Ideal for year round or seasonal residents, or businesses seeking to solve workforce housing needs along with secure

  Peyton Wallace Studio Realty

  0 Pennsylvania Ave Unit 43914, Oak Bluffs, MA 02568
• 

  

  

  /27

  $2,825,000

  • 5 Beds
  • 2 Baths
  • 2,386 Sq Ft

  187 Lagoon Pond Rd, Vineyard Haven, MA 02568

  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 sits on 1.5 acres of pastoral land and offers 5 bedrooms, 2 full baths, solar panels, barn, and a newly

  Erin Leighton Compass

  187 Lagoon Pond Rd, Vineyard Haven, MA 02568
• 

  

  /7

  $599,000

  • Land
  • 3,197 Sq Ft
  • $8,160,763 per Acre

  112 Dukes County Ave Unit 209, Oak Bluffs, MA 02557

  Downtown Oak Bluffs B1-zoned parcel offering a rare mixed-use development opportunity in one of Martha’s Vineyard’s most iconic and active locations. Conveniently located near Inkwell Beach, Oak Bluffs Harbor, the Steamship Authority, day-trip ferry services, Circuit Avenue, and Ocean Park. This level lot includes an existing poured concrete foundation and Martha’s Vineyard Commission–approved

  Rose Ryley Wallace & Co. Sotheby's

  112 Dukes County Ave Unit 209, Oak Bluffs, MA 02557
• 

  

  /15

  $510,000

  • 1 Bed
  • 1.5 Baths
  • 591 Sq Ft

  21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557

  Own a piece of the Vineyard dream with a fully furnished, beautifully updated condo perfectly designed for comfort and vacation living at the Island Inn Country Club in Oak Bluffs. The location is just off Beach Road, a short distance to beaches, downtown Circuit Ave, and a lovely drive along Beach Road to Edgartown Village. The bike path, public transportation, and a popular restaurant with live

  Sheila Morse Island Real Estate

  21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557
• 

  

  /23

  $899,000

  • 1 Bed
  • 1.5 Baths
  • 1,182 Sq Ft

  4 Quail Run Unit 1, Oak Bluffs, MA 02557

  Located in a desirable waterfront community, this newly painted end-unit condo offers 1 bedroom plus a versatile loft and 1.5 bathrooms, combining comfort with easy, low-maintenance ownership. Residents enjoy a community dock, pond access, kayak storage, boat launch, a clubhouse, and tennis courts. This year-round home is filled with natural light and features a spacious deck —perfect for

  Jarrett Hurwitz Keller Williams Realty

  4 Quail Run Unit 1, Oak Bluffs, MA 02557
• 

  /2

  $525,000

  • Land
  • 10,454 Sq Ft
  • $2,187,500 per Acre

  Lot 1 Dolan Ave, Tisbury, MA 02568

  A level parcel in a convenient Vineyard Haven location offering ease and opportunity. Just one mile from the vibrant shops and restaurants of Main Street, and less than two miles from the sandy shores of Lake Tashmoo beach, the setting provides the perfect balance of convenience and island living. The parcel is not within the Nitrogen Management District, meaning no enhanced septic system is

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  Lot 1 Dolan Ave, Tisbury, MA 02568
• 

  

  /43

  $1,600,000

  • 3 Beds
  • 3 Baths
  • 1,737 Sq Ft

  150 Cove Rd Unit 10, Vineyard Haven, MA 02568

  The Premiere Townhouse at Tashmoo Wood. Elegantly renovated, this sun-filled end unit is fresh and modern with fine finish details. From the moment you step onto the expanded wrap-around deck, you will begin to see the fine craftsmanship of the property. Walk through the front entry and you will gain further appreciation for the meticulous attention to detail. Expansive windows fill the living

  Michele Moore Island Real Estate

  150 Cove Rd Unit 10, Vineyard Haven, MA 02568
• 

  

  /22

  $899,000

  • 2 Beds
  • 0.5 Baths
  • 953 Sq Ft

  50 Canonicus Ave, Oak Bluffs, MA 02557

  Rare Opportunity to Be in a Special Location and Neighborhood! Loved by generations, this quintessential Vineyard cottage has been in the same family since its creation in 1900. Step back in time and enjoy easy cottage living of yesteryear with modern updates including newer windows and electrical. Nestled under mature trees and just .3 mile to Inkwell Beach, join this close-knit neighborhood and

  Michele Moore Island Real Estate

  50 Canonicus Ave, Oak Bluffs, MA 02557
• 

  

  /39

  $2,400,000

  • 4 Beds
  • 3 Baths
  • 2,562 Sq Ft

  21 Woodlawn Ave, Vineyard Haven, MA 02568

  Experience the perfect blend of coastal charm and modern sophistication in this beautifully designed Vineyard Haven home. Ideally situated in-town, this 4-bedroom, 3-bath home offers a comfortable, easy flowing layout, complemented by gleaming hardwood floors and a warm, inviting atmosphere. Located just a short stroll from the ferry, vibrant shops, restaurants and the Vineyard Haven Yacht Club,

  Beth Welch Viewpoints; Bobbi Flake Reed, Inc.

  21 Woodlawn Ave, Vineyard Haven, MA 02568
• 

  

  /34

  $1,250,000

  • 3 Beds
  • 3 Baths
  • 1,682 Sq Ft

  261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568

  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 and a more single-family feel—along with a one-car garage and additional storage for bikes and beach

  Jennifer O'hanlon Compass LLC

  261 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
• 

  

  /14

  $5,100,000

  • Land
  • 2.34 Acres
  • $2,182,285 per Acre

  7 Overview Ln Unit 47, Oak Bluffs, MA 02557

  A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy exclusive

  Alyssa Halisky Wallace & Co. Sotheby's

  7 Overview Ln Unit 47, Oak Bluffs, MA 02557
• 

  

  /14

  $5,100,000

  • Land
  • 2.34 Acres
  • $2,179,487 per Acre

  7 Overview Ln, Oak Bluffs, MA 02557

  A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association on Martha's Vineyard. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck,

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  7 Overview Ln, Oak Bluffs, MA 02557
• 

  

  /8

  $695,000

  • Land
  • 11,417 Sq Ft
  • $2,651,660 per Acre

  35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557

  GOING, GOING... GONE!This is the LAST 3-bedroom lot available in Cluster C.12 lots SOLD 9 homes already built.Welcome to Lagoon Ridge Oak Bluffs’ newest and most sought-after neighborhood. This exceptional 3-bedroom building lot sits on a lofty setting approximately 95 feet above Lagoon Pond, offering sweeping sky views, vibrant sunsets, and refreshing sea breezes.The lot is ready

  Marilyn Moses Ocean Park Realty Inc

  35 Double Ox Rd Unit 42, Oak Bluffs, MA 02557
• 

  /2

  $799,000

  • Land
  • 39,639 Sq Ft
  • $878,022 per Acre

  22 Bramble Path, West Tisbury, MA 02568

  Flat building lot centrally located in West Tisbury. A perc test has been done that supports a four bedroom title five system. It is the buyers responsibility to install utilities, well and septic.

  Michele Casavant Vineyard Village Realty

  22 Bramble Path, West Tisbury, MA 02568
• 

  

  /15

  $1,100,000

  • 3 Beds
  • 3 Baths
  • 1,581 Sq Ft

  15 Goah Way, Vineyard Haven, MA 02568

  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 in 2017. Property is loacted in Tashmoo watershed district and will require an upgrade to an nitrogen

  Roy Cutrer Jr Laer Realty Partners

  15 Goah Way, Vineyard Haven, MA 02568
• 

  

  /41

  $2,950,000

  • 5 Beds
  • 4 Baths
  • 3,361 Sq Ft

  735 Franklin St, Vineyard Haven, MA 02568

  Welcome to this stunning 4-bedroom, 3-bathroom primary residence along with a 1-bedroom studio apartment over the one-car garage, ideally located in West Chop! Together, they include approximately 3,871 square feet of beautifully renovated living space (an additional 510 sqft of living space on the 3rd floor in the main house is not included on the town assessment). Situated on a .99-acre lot,

  Emily Flake Viewpoints

  735 Franklin St, Vineyard Haven, MA 02568
• 

  /2

  $525,000

  • Land
  • 10,240 Sq Ft
  • $2,233,092 per Acre

  Lot 1 Dolan Ave Unit 7, Tisbury, MA 02568

  A level parcel in a convenient Vineyard Haven location offering ease and opportunity. Just one mile from the vibrant shops and restaurants of Main Street, and less than two miles from the sandy shores of Lake Tashmoo beach, the setting provides the perfect balance of accessibility and island living. The parcel is not within the Nitrogen Management District, meaning no enhanced septic system is

  Katie Donahue Sandpiper Realty

  Lot 1 Dolan Ave Unit 7, Tisbury, MA 02568
• 

  

  /20

  $1,390,000

  • 3 Beds
  • 2 Baths
  • 1,428 Sq Ft

  5 Seth's Path, Oak Bluffs, MA 02557

  Desirable picturesque Deer Run location. Just steps from the bike path, this centrally located home is a perfect island retreat. You can enjoy the multi level deck and patio overlooking a wonderful in ground pool. The large lot provides for plenty of room for gardening or games and backs up to an idyllic open field. This house is perfectly set back off of the small cul de sac. Wonderful location

  Robin Perschel Feiner Real Estate

  5 Seth's Path, Oak Bluffs, MA 02557
• 

  

  /46

  $1,795,000

  • 3 Beds
  • 2.5 Baths
  • 1,406 Sq Ft

  17 John Wesley Ave, Vineyard Haven, MA 02568

  Welcome to this year-round East Chop Victorian Gingerbread home, close to Oak Bluffs Harbor, Jetty Beach, and downtown. The amazing wrap-around porch is perfectly designed for spending lazy summers with friends and family. Many a party has been hosted on this generous porch, made more enticing by an open-plan first floor with a large kitchen, living room, and dining area. The first floor features

  kyle Neyer Tea Lane Associates

  17 John Wesley Ave, Vineyard Haven, MA 02568
• 

  

  /59

  $1,435,000

  • 3 Beds
  • 1.5 Baths
  • 1,456 Sq Ft

  101 Tradewinds Rd, Oak Bluffs, MA 02557

  Set on just over half an acre near downtown Oak Bluffs abutting permanently preserved acres by Land Bank - a rare find in central Oak Bluffs! This home blends classic Midcentury architectural character with abundant natural light from floor-to-ceiling windows and soaring post-and-beam ceilings creating a warm and inviting space. The interior features hardwood floors in the dramatic great room

  Nya Clarke Martha's Vineyard Island-Wide Realty

  101 Tradewinds Rd, Oak Bluffs, MA 02557
• 

  

  /7

  $599,000

  • Land
  • 3,049 Sq Ft
  • $8,557,143 per Acre

  112 Dukes County Ave, Oak Bluffs, MA 02557

  Downtown Oak Bluffs B1-zoned parcel offering a rare mixed-use development opportunity in one of Martha’s Vineyard’s most iconic and active locations. Conveniently located near Inkwell Beach, Oak Bluffs Harbor, the Steamship Authority, day-trip ferry services, Circuit Avenue, and Ocean Park.This level lot includes an existing poured concrete foundation and Martha’s Vineyard Commission–approved

  Rose Ryley Wallace & Co. Sotheby's International Realty

  112 Dukes County Ave, Oak Bluffs, MA 02557
• 

  

  /4

  $465,000

  • Land
  • 9,997 Sq Ft
  • $2,026,144 per Acre

  0 California Ave Unit 76 42933, Oak Bluffs, MA 02568

  Nice level building lot ready for your ideas on how best to create your near town home on a quiet street. This is an established neighborhood and one of the last lots left to build on. Perc test has been done. This is in Zone 2 which allows for a one bedroom home of any size. Water and electric are nearby.

  Jim Joyce Carroll & Vincent R.E.

  0 California Ave Unit 76 42933, Oak Bluffs, MA 02568
• 

  

  /10

  $1,425,000

  • Land
  • 3.01 Acres
  • $473,422 per Acre

  38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568

  The Tower Hill land, once known as the Dancing Hills, is considered by many a sacred Island space. Standing on the ridge top, you're at one of the highest points on Martha's Vineyard. This 3.01 acre parcel looks out over the trees of Red Farm and the dramatic blue expanse of Vineyard Sound. It's easy to understand why this property is so special. There's a generous designated building envelope of

  Elissa Lash Tea Lane Associates

  38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568
• 

  

  /35

  $1,995,000

  • 12 Beds
  • 2.5 Baths
  • 1,431 Sq Ft

  33 Vineyard Ave, Oak Bluffs, MA 02557

  Welcome to 33 Vineyard Avenue in Oak Bluffs on Martha's Vineyard. This fully renovated property features a 2BR/2BA main home plus a separate 1BR/1BA suite--an ideal move-in ready residence with flexible investment potential.The main home offers a light-filled interior with wood floors, exposed beamwork, and elevated finishes. Open living flows into a gourmet kitchen with suede-finish stone

  Allison Cameron Parry Douglas Elliman of MA, LLC

  33 Vineyard Ave, Oak Bluffs, MA 02557
• 

  

  /13

  $1,645,000

  • Land
  • 3.32 Acres
  • $495,482 per Acre

  26 Flint Hill Rd Unit 3B, West Tisbury, MA 02575

  Stop Searching. Start Building. You've toured dozens of homes. Nothing feels right. What if your dream home on Martha's Vineyard simply hasn't been built yet? This rare 3.32-acre West Tisbury hilltop is the blank canvas you've been waiting for. Glacial boulders, open pasture, and cathedral oaks with Land Bank-preserved Arrowhead Farm and protected Rodgers Path land on two sides - a setting unlike

  Dawn Bellante-Holand Sandpiper Realty

  26 Flint Hill Rd Unit 3B, West Tisbury, MA 02575
• 

  

  /18

  $1,195,000

  • 3 Beds
  • 2 Baths
  • 1,188 Sq Ft

  10 Winthrop Ave, Oak Bluffs, MA 02557

  Oak Bluffs- Fully renovated and just completed, this three-bedroom, two-bath home is ready for immediate occupancy! Ideally located just moments from downtown Oak Bluffs and the vibrant harborfront, you’ll enjoy easy access to shops, dining, beaches, and ferry connections. Featuring modern updates throughout, this home offers the perfect blend of comfort and convenience.

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  10 Winthrop Ave, Oak Bluffs, MA 02557
• 

  

  /36

  $1,295,000 Open Sat 11AM - 1PM

  • 3 Beds
  • 1 Bath
  • 1,033 Sq Ft

  9 Brunswick Ave, Oak Bluffs, MA 02557

  PRIME LOCATION! LESS THAN A 5-MINUTE WALK TO OAK BLUFFS HARBOR! Beautifully Renovated in Oak Bluffs! This move-in ready home at 9 Brunswick Ave has been thoughtfully & extensively UPDATED INSIDE AND OUT. Enjoy peace of mind w/ NEW septic system, siding, windows, water line from the street, & upgraded electrical & plumbing. Interior boasts new flooring, insulation, fresh paint, a stylishly

  Alice Pierce Coldwell Banker Realty - Hingham

  9 Brunswick Ave, Oak Bluffs, MA 02557
• 

  

  /36

  $4,695,000

  • 7 Beds
  • 4.5 Baths
  • 5,320 Sq Ft

  8 Fresh Pond Rd, Oak Bluffs, MA 02557

  The Ultimate Oak Bluffs Compound: A rare opportunity to own a stunning seven-bedroom estate, thoughtfully designed for both luxurious living and exceptional rental potential. This expansive property features a newly built pool, lush landscaping, and direct access to Fresh Pond—ideal for kayaking, paddleboarding, and swimming. Perfect for entertaining, the home showcases a dramatic great room, an

  Jarrett Hurwitz Keller Williams Realty

  8 Fresh Pond Rd, Oak Bluffs, MA 02557
• 

  

  /9

  $535,000

  • Land
  • 9,997 Sq Ft
  • $2,331,155 per Acre

  00 Bernard Cir Unit 10, Tisbury, MA 02568

  Great opportunity to build in a quiet, well-established Vineyard Haven neighborhood. This level parcel offers excellent potential with flexible zoning that allows for as many bedrooms as can be accommodated within the allowable footprint, defined by 20-foot front and rear setbacks and 10-foot side setbacks. The property is located outside the Major Tisbury Watershed boundaries, meaning an

  Patrick McCarthy Grace Hagerty Real Estate Inc

  00 Bernard Cir Unit 10, Tisbury, MA 02568
• 

  

  /37

  $1,195,000

  • 4 Beds
  • 2 Baths
  • 2,059 Sq Ft

  4 Rock Pond Rd, Vineyard Haven, MA 02568

  4 Bedroom ++ home, has room for your family and your in-home business. This is the home that has it all. An abundance of light, space and potential. A large Atrium off the living room invites in the light and warmth of outside, creating an oasis of possibilities-The expansive open living-kitchen-dining area has space for all to gather, the wood stove and kitchen bringing warmth and sunlight

  Kerry Quinlan-Potter Breakwater MV

  4 Rock Pond Rd, Vineyard Haven, MA 02568
• 

  

  /19

  $2,950,000

  • 3 Beds
  • 3 Baths
  • 3,506 Sq Ft

  24 Cournoyer Rd, Vineyard Haven, MA 02568

  This mixed use building is zoned for residential and commercial use. It is extremely well built with an emphasis on non-toxic materials throughout. High ceilings on all three levels. There are radiant floors mixed with forced hot air/AC. The building offers a variety of uses for a new owner. The existing spaces are very versatile and would be ideal for any service oriented business given the

  Jill Napior Tea Lane Associates

  24 Cournoyer Rd, Vineyard Haven, MA 02568
• 

  

  /18

  $799,000

  • 2 Beds
  • 1 Bath
  • 623 Sq Ft

  1 Pease Ave, Oak Bluffs, MA 02557

  Tucked away on a quiet no-thru street near the Tabernacle and Trinity Park, this meticulously maintained year-round Martha’s Vineyard Camp Meeting Association cottage blends charm and convenience. Thoughtful 2023 updates—including a new kitchen with stainless steel appliances, refreshed bathroom, upgraded insulation and electrical, three mini-splits, onsite laundry, spiral staircase, and new

  Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

  1 Pease Ave, Oak Bluffs, MA 02557

Showing Results 81 - 115, Page 3 of 3