Vineyard Haven, MA Homes

• 

  

  

  /21

  Est $1,391,470 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,736 Sq Ft

  71 Rogers Way, Oak Bluffs, MA 02557

  71 Rogers Way, Oak Bluffs, MA 02557
• 

  

  

  /35

  $2,395,000 Pending

  • 4 Beds
  • 3.5 Baths
  • 3,014 Sq Ft

  10 Wood Duck Way, Oak Bluffs, MA 02557

  Perched on a hill, this waterfront house encompasses three levels of living. Thoughtfully designed and well cared for, this home provides calming water views and direct access to Wiggy’s freshwater Pond from almost every room. The main level boasts a kitchen fitted with high-end appliances and opens to the dining room, deck, and airy living room with exposed beams, a gas fireplace, and large

  Marcia Sullivan Garvey Donnelly + Co.

  10 Wood Duck Way, Oak Bluffs, MA 02557
• 

  

  /2

  $1,390,000 Sold Jul 22, 2025

  • 1,299 Sq Ft
  • $1,070/SF
  • 0 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1984

  57 Colonial Dr, Vineyard Haven, MA 02568

  Not listed in LINK.

  LINK Email Cache LINK

  57 Colonial Dr, Vineyard Haven, MA 02568
• 

  

  

  /159

  Est $3,723,430 Not Listed For Sale

  • 9 Beds
  • 3.5 Baths
  • 4,488 Sq Ft

  1 Narragansett Ave, Oak Bluffs, MA 02557

  1 Narragansett Ave, Oak Bluffs, MA 02557
• 

  

  

  /9

  $4,995,000 Pending

  • 5 Beds
  • 6.5 Baths
  • 4,216 Sq Ft

  64 Crowell Ln, Tisbury, MA 02568

  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 stunning new build offers the perfect blend of modern luxury and coastal charm, making it an ideal

  Joe & Nicole Holland Vineyard Dream Realty LLC

  64 Crowell Ln, Tisbury, MA 02568
• 

  /2

  $515,000 Sold Jul 15, 2025

  • Land
  • 0.46 Acre
  • $1,114,719 per Acre

  • 0 Days On Market

  64 Deer Run Rd, Oak Bluffs, MA 02568

  Not listed in LINK.

  LINK Email Cache LINK

  64 Deer Run Rd, Oak Bluffs, MA 02568
• 

  

  /43

  Est $919,766 Not Listed For Sale

  • 2 Beds
  • 0.5 Baths
  • 1,042 Sq Ft

  8 Wesleyan Grove, Oak Bluffs, MA 02557

  8 Wesleyan Grove, Oak Bluffs, MA 02557
• 

  

  /4

  $680,000 Pending

  • Land
  • 0.55 Acre
  • $1,236,364 per Acre

  72 Windsor Dr, Edgartown, MA 02539

  A picturesque half-acre lot in the desirable Westminster Acres neighborhood, perfect for building your Martha's Vineyard home. This spacious, buildable lot is ready to accommodate a 4-bedroom residence. Located at the end of a peaceful paved road, you'll enjoy the tranquility of the area while having easy access to all the best island amenities, including beautiful beaches, scenic bike paths,

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  72 Windsor Dr, Edgartown, MA 02539
• 

  /2

  $975,000 Sold Jul 02, 2025

  • 1,056 Sq Ft
  • $923/SF
  • 0 Days On Market

  • 3 Beds
  • 1 Bath
  • Built 1974

  28 Second Ave, Oak Bluffs, MA 02557

  Not Listed in LINK

  LINK Email Cache LINK

  28 Second Ave, Oak Bluffs, MA 02557
• 

  

  /34

  Est $1,009,374 Not Listed For Sale

  • 4 Beds
  • 2 Baths
  • 1,165 Sq Ft

  12 Cottage Park, Oak Bluffs, MA 02557

  12 Cottage Park, Oak Bluffs, MA 02557
• 

  

  /33

  $925,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 987 Sq Ft

  1 Cottage Park, Oak Bluffs, MA 02557

  The Star Spangled Manor, a beautifully restored gem nestled in the heart of Oak Bluffs within the historic Martha's Vineyard Camp Meeting Association. Located on a pedestrian street, you'll be mere steps away from the shops and restaurants of Circuit Ave., Ocean Park, and the Oak Bluffs beaches. This cherished three-bedroom, three-bathroom cottage seamlessly blends vintage charm with modern

  Diana Gilmore Island Real Estate

  1 Cottage Park, Oak Bluffs, MA 02557
• 

  /2

  $1,100,000 Sold Jun 17, 2025

  • 2,912 Sq Ft
  • $378/SF
  • 0 Days On Market

  • 2 Beds
  • 2 Baths
  • Built 1989

  17 Front St, Oak Bluffs, MA 02557

  Not listed in LINK.

  LINK Email Cache LINK

  17 Front St, Oak Bluffs, MA 02557
• 

  

  /35

  Est $892,183 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 956 Sq Ft

  16 Victorian Park, Oak Bluffs, MA 02557

  16 Victorian Park, Oak Bluffs, MA 02557
• 

  

  /14

  $685,000 Pending

  • 2 Beds
  • 1.5 Baths
  • 782 Sq Ft

  10 Siloam Ave, Oak Bluffs, MA 02557

  The cottage has been maintained throughout the years, with a new roof in 2015, at which time it was insulated. The original Campground charm has been preserved thoughtfully. New mahogany boards are on front porch and a new paint job on the exterior of the cottage was done last year. The kitchen cabinets have been crafted by a master wood worker and there is a new kitchen floor and appliances.

  Elise LeBovit Gay Head Realty

  10 Siloam Ave, Oak Bluffs, MA 02557
• 

  /2

  $630,000 Sold Mar 25, 2025

  • 655 Sq Ft
  • $962/SF
  • 0 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1880

  56 Narragansett Ave Unit 3B, Oak Bluffs, MA 02557

  Not listed in LINK

  LINK Email Cache LINK

  56 Narragansett Ave Unit 3B, Oak Bluffs, MA 02557
• 

  

  /31

  Est $1,147,454 Not Listed For Sale

  • 4 Beds
  • 1.5 Baths
  • 1,299 Sq Ft

  1 Bayliss Ave, Oak Bluffs, MA 02557

  1 Bayliss Ave, Oak Bluffs, MA 02557
• 

  /2

  $899,000 Pending

  • Land
  • 4.2 Acres
  • $214,048 per Acre

  5A2.12 State Rd, Tisbury, MA 02568

  This is a beautiful 3.5 acre piece of land! Stunning and Peaceful!

  Fred Mascolo Jane Brown Assoc.

  5A2.12 State Rd, Tisbury, MA 02568
• 

  /2

  $750,000 Sold Mar 12, 2025

  • Land
  • 1.01 Acres
  • $742,574 per Acre

  • 235 Days On Market

  6 Lauras Way, Edgartown, MA 02539

  Generous Wooded 1 acre wooded homesite located on a quiet and private cul-de-sac in the upscale Smith Hollow neighborhood of Edgartown just minutes to Village shops and activities with easy access to Vineyard Haven and Oak Bluffs Ferry terminals, commercial shops, restaurants, schools and churches. Topography of lot affords the opportunity to be creative with design and separation of outbuildings.

  Bob Sparks American Real Estate LLC

  6 Lauras Way, Edgartown, MA 02539
• 

  

  /45

  Est $1,142,829 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,646 Sq Ft

  31 Winthrop Ave, Oak Bluffs, MA 02557

  31 Winthrop Ave, Oak Bluffs, MA 02557
• 

  

  /37

  $1,499,000 Pending

  • 3 Beds
  • 2.5 Baths
  • 2,232 Sq Ft

  25 Boylston Dr, Edgartown, MA 02539

  CUSTOM BUILT EXPANDED CAPE IN A QUIET EDGARTOWN NEIGHBORHOOD. Set on 1⁄2 acre, this pristine and meticulously maintained home has quality features throughout, including beautiful wide pine floors and top-quality appliances. Enter into this charming home to the first-floor open living space that includes a living room, dining area both with custom built-ins and a large kitchen with premium quartz

  Patricia Lyman Compass

  25 Boylston Dr, Edgartown, MA 02539
• 

  /2

  $4,450,000 Sold Mar 05, 2025

  • 3,698 Sq Ft
  • $1,203/SF
  • 0 Days On Market

  • 7 Beds
  • 6.5 Baths
  • Built 2018

  90 Munroe Ave, Oak Bluffs, MA 02568

  Not listed in LINK.

  LINK Email Cache LINK

  90 Munroe Ave, Oak Bluffs, MA 02568
• 

  

  /45

  Not Listed For Sale

  • 3 Beds
  • 3 Baths
  • 1,632 Sq Ft

  27 Leslie Ln, Oak Bluffs, MA 02568

  27 Leslie Ln, Oak Bluffs, MA 02568
• 

  

  /17

  $725,000 Pending

  • 2 Beds
  • 2 Baths
  • 1,068 Sq Ft

  181 Circuit Ave, Oak Bluffs, MA 02557

  Location, location, location!! This chic, turnkey cottage has been completely renovated! Park your car, drop your bags and walk to everything - beaches, shops, restaurants, parks and the ferry! Enjoy the front deck, backyard patio or saunter across to Veira Park. Perfect family getaway or a great investment property with strong rental income history! Enjoy this adorable home all year around!

  Jennifer B. DaSilva Compass

  181 Circuit Ave, Oak Bluffs, MA 02557
• 

  /2

  $1,645,000 Sold Feb 21, 2025

  • 2,576 Sq Ft
  • $639/SF
  • 6 Days On Market

  • 4 Beds
  • 3.5 Baths
  • Built 1974

  49 Oak Ln, West Tisbury, MA 02575

  Private and serene on more than 2 acres, with over 2,500 s/f of living space, high ceilings, wide windows, 2 first-floor bedroom suites, and meadow views throughout - discover the perfect balance of sophistication and charm at 49 Oak Lane. When you consider the additional benefit of access to Lamberts Cove Beach, it truly is the ideal setting to enjoy your Vineyard lifestyle. The expanded first

  Dawn Bellante Sandpiper Realty Inc

  49 Oak Ln, West Tisbury, MA 02575
• 

  

  /28

  Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 1,514 Sq Ft

  26 Sea Glen Rd, Oak Bluffs, MA 02557

  26 Sea Glen Rd, Oak Bluffs, MA 02557
• 

  /2

  $595,000 Pending

  • Land
  • 0.27 Acre
  • $2,228,464 per Acre

  5 Temahigan Ave Unit 4-139-0, Oak Bluffs, MA 02568

  Serious Seller.......Price will be discounted for cash sale................A perfect Vineyard location that is convenient to beaches, a bike path and both downtown Oak Bluffs and Vineyard Haven. This is a unique location in an area of very substantial homes. Per an island engineer, your future house can possibly have up to seven bedrooms and have up to three floors. Include on the property

  Ed Charter Arrowhead Homes

  5 Temahigan Ave Unit 4-139-0, Oak Bluffs, MA 02568
• 

  /2

  $1,700,000 Sold Feb 21, 2025

  • 2,026 Sq Ft
  • $839/SF
  • 174 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1993

  54 Bold Meadow Rd, Edgartown, MA 02539

  Discover Edgartown's Best Kept Secret - Bold Meadow. Move right in and enjoy the Vineyard lifestyle in a spacious 3 bedroom, 2 and a half bath home with a beautiful first floor primary suite with walk-in closet and spa bath, a spacious open floor plan and extensive deck designed for outdoor living. All just minutes to West Tisbury and Edgartown Village centers, the MV airport with convenient

  Dawn Bellante Sandpiper Realty Inc

  54 Bold Meadow Rd, Edgartown, MA 02539
• 

  

  /21

  Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,900 Sq Ft

  4 Elisha Ln, Oak Bluffs, MA 02557

  4 Elisha Ln, Oak Bluffs, MA 02557
• 

  

  /7

  $1,250,000 Pre-Foreclosure

  • Land
  • 1.62 Acres
  • $771,605 per Acre

  44 Iron Hill Rd, Oak Bluffs, MA 02557

  Drive past bucolic horse pastures and Duartes Pond to a sweet neighborhood near the Alpaca Farm. This property at the end of a cul-de-sac on Iron Hill Road is filled with possibilities. This 1.6-acre lot has 60,000 sq ft+ and can therefore accommodate up to 6 bedrooms with the 10,000 sq ft per bedroom rule. There is a current home on the property is in need of renovations or start fresh and build

  Cheri Mason LandVest MV

  44 Iron Hill Rd, Oak Bluffs, MA 02557
• 

  /2

  $2,400,000 Sold Feb 04, 2025

  • 3,035 Sq Ft
  • $791/SF
  • 213 Days On Market

  • 6 Beds
  • 4.5 Baths
  • Built 2007

  23 Oak Ln, Vineyard Haven, MA 02568

  Oasis in the woods of West Tisbury! This meticulously constructed, updated and well-maintained home is set on an expansive, yet private, 2.7 acre parcel. This 6-bedroom home has three levels of living space, 2,363 square feet on the spacious first floor, 672 over the garage and 1,877 in the bright, sunlight-filled lower level, for a total of 4,912 square feet. This home abounds in gathering

  Lynn Buder Sandpiper Realty Inc

  23 Oak Ln, Vineyard Haven, MA 02568
• 

  

  /4

  Est $1,083,610 Not Listed For Sale

  • 2 Beds
  • 1.5 Baths
  • 1,525 Sq Ft

  28 Vineyard Ave, Oak Bluffs, MA 02557

  28 Vineyard Ave, Oak Bluffs, MA 02557
• 

  

  /47

  $2,499,000 Pre-Foreclosure

  • 4 Beds
  • 2.5 Baths
  • 2,544 Sq Ft

  47 Tiffany Dr, Oak Bluffs, MA 02557

  Your private oasis with a POOL awaits in this beautifully updated Lagoon Hills retreat on over 1.5 acres. Enjoy a carefree, single-level lifestyle featuring an open-concept kitchen and dining area, spacious living room, office and exercise room — all thoughtfully designed for comfort and flow. Step outside to a stunning backyard anchored by a sparkling pool, surrounded by decks, patios, and lush

  Jennifer DaSilva Compass | Point B

  47 Tiffany Dr, Oak Bluffs, MA 02557
• 

  /2

  $950,000 Sold Jan 23, 2025

  • 2,188 Sq Ft
  • $434/SF
  • 282 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 1983

  40 Hidden Cove Rd Unit 16, Oak Bluffs, MA 02557

  The living comes easy at this three-bedroom Oak Bluffs condominium in the highly regarded Hidden Cove Association. This spacious unit offers a bright, open feel on all three levels- living, dining, and kitchen, which extends to an outdoor deck on the main floor, a primary suite with a private sitting area on the upper level, and two spacious guest rooms and a bath on the lower level. Amenities

  Katherine Donahue Sandpiper Realty Inc

  40 Hidden Cove Rd Unit 16, Oak Bluffs, MA 02557
• 

  

  /10

  Est $1,086,595 Not Listed For Sale

  • 3 Beds
  • 1 Bath
  • 1,093 Sq Ft

  55 Tuckernuck Ave, Oak Bluffs, MA 02557

  55 Tuckernuck Ave, Oak Bluffs, MA 02557
• 

  /2

  $825,000 Pre-Foreclosure

  • 3 Beds
  • 2 Baths
  • 1,248 Sq Ft

  69 Summit Ave, Vineyard Haven, MA 02568

  Charming Three-Bedroom Home Close to Town and the Water Nestled on a quarter-acre lot, this three-bedroom, two-full-bath home offers comfort, convenience, and great potential. The property features a full unfinished basement with interior access and a three-bedroom septic system (passed inspection; recommended pumping being done). The home is being sold “as is.” Inside, enjoy wood floors

  Susan Wallo Compass | The O'Hanlon Group

  69 Summit Ave, Vineyard Haven, MA 02568
• 

  /2

  $2,380,000 Sold Jan 21, 2025

  • 2,770 Sq Ft
  • $859/SF
  • 94 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 2012

  41 Bold Meadow Rd, Edgartown, MA 02539

  Welcome to Bold Meadow, a peaceful community nestled beside the serene state forest in Edgartown. Residents here enjoy access to association tennis courts and nearby walking trails and bike paths for relaxation and recreation. This custom-built Colonial-style home, crafted with care by its builder-owner, offers a harmonious blend of style and comfort. Its open floor plan was thoughtfully designed

  Emma Kennedy Sandpiper Realty Inc

  41 Bold Meadow Rd, Edgartown, MA 02539
• 

  

  /29

  Est $1,570,399 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 2,235 Sq Ft

  21 Pheasant Ln, Oak Bluffs, MA 02557

  21 Pheasant Ln, Oak Bluffs, MA 02557
• 

  

  /41

  $8,900,000 Pre-Foreclosure

  • 8 Beds
  • 9 Baths
  • 8,560 Sq Ft

  150 E Chop Dr, Oak Bluffs, MA 02557

  Big Bluff. The crown jewel of East Chop. Timeless elegance and unmatched craftsmanship on the shores of Martha’s Vineyard. Renowned architect M. Hutker and preeminent builder J.G.Early teamed up to create this magnificent waterfront estate. 8,500 Sq. ft. of pure luxury. Open-concept living with large picture windows, a chef’s kitchen with island, high-end appliances, wet bar, and sunlit breakfast

  Moira Lown Coldwell Banker Realty - Wellesley

  150 E Chop Dr, Oak Bluffs, MA 02557
• 

  /2

  $1,125,000 Sold Jan 21, 2025

  • 1,512 Sq Ft
  • $744/SF
  • 32 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1994

  13 Flamingo Dr, Edgartown, MA 02539

  This well-maintained three-bedroom Cape is ideally situated in the sought-after Dodgers Hole Association. The home offers comfortable living spaces with a bright, inviting interior, featuring a spacious living room with vaulted ceilings and a skylight that fills the space with natural light. The large back deck seamlessly extends the living space outdoors, perfect for relaxing or entertaining.

  Katherine Donahue Sandpiper Realty Inc

  13 Flamingo Dr, Edgartown, MA 02539
• 

  

  /25

  Est $948,412 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 941 Sq Ft

  25 Menahan St, Oak Bluffs, MA 02557

  25 Menahan St, Oak Bluffs, MA 02557

Showing Results 601 - 640, Page 16 of 18