181

Vineyard Haven, MA Homes for Sale

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  • 0 Temahigan Ave & Dover St Unit 22602202, Oak Bluffs, MA 02557
    0 Temahigan Ave & Dover St Unit 22602202, Oak Bluffs, MA 02557
    0 Temahigan Ave & Dover St Unit 22602202, Oak Bluffs, MA 02557
    /8

    $1,049,000

    $151K PRICE DROP
    • Land
    • 10,890 Sq Ft
    • $4,196,000 per Acre

    0 Temahigan Ave & Dover St Unit 22602202, Oak Bluffs, MA 02557

    Welcome to # 0 Temahigan Ave & Dover Street, Oak Bluffs. Build Your Martha's Vineyard Dream Home. Rare opportunity to own a level, cleared corner lot in desirable Oak Bluffs, with paved roads bordering two sides, ready for construction of your Martha's Vineyard dream home. Approved for up to 6 bedrooms, this exceptional property includes an approved 6-bedroom septic design, with room for a

    Agent Photo

    Rene Ben David

    Ocean Park Realty, Inc.

    0 Temahigan Ave & Dover St Unit 22602202, Oak Bluffs, MA 02557
  • 33 Alyssa Ln, Vineyard Haven, MA 02568
    33 Alyssa Ln, Vineyard Haven, MA 02568
    33 Alyssa Ln, Vineyard Haven, MA 02568
    /13

    $1,325,000

    $170K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,304 Sq Ft

    33 Alyssa Ln, Vineyard Haven, MA 02568

    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. Living room with propane fired wood stove and half bath also on the first floor. Interior stairs

    Agent Photo

    Stephanie Burke

    Portfolio Properties

    33 Alyssa Ln, Vineyard Haven, MA 02568
  • 21 Island Inn Rd Unit 38G, Oak Bluffs, MA 02568
    21 Island Inn Rd Unit 38G, Oak Bluffs, MA 02568
    21 Island Inn Rd Unit 38G, Oak Bluffs, MA 02568
    /43

    $389,000

    $139K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 590 Sq Ft

    21 Island Inn Rd Unit 38G, Oak Bluffs, MA 02568

    Welcome to Unit 38G at the Island Inn, offering resort-style living in an exceptional Oak Bluffs location just steps from the beach. This desirable ground-floor end unit features a large glass slider opening to the patio, with stairs leading to the heated outdoor pool just a few feet away. Accommodating up to six guests, the unit features one bedroom with a queen bed, a separate sleeping area

    Agent Photo

    Rene Ben David

    Ocean Park Realty Inc

    21 Island Inn Rd Unit 38G, Oak Bluffs, MA 02568
  • 33 Alyssa Ln, Vineyard Haven, MA 02568
    33 Alyssa Ln, Vineyard Haven, MA 02568
    33 Alyssa Ln, Vineyard Haven, MA 02568
    /9

    $1,325,000

    $170K PRICE DROP
    • 4 Beds
    • 4 Baths
    • 2,304 Sq Ft

    33 Alyssa Ln, Vineyard Haven, MA 02568

    Country Living so close to Town! Lovely 4 Bedroom 2,304 sq ft Colonial Cape with Garage and lower level living space . Open kitchen, dining & entertainment area. Sliders open to Large side deck. High Ceilings Wood floors Living Room with additional nook. Half bath. Interior stairs to lower level with office/bedroom, half bath, private exterior entrance and garage. 2nd floor has large primary

    Agent Photo

    Stephanie Burke

    Portfolio Properties

    33 Alyssa Ln, Vineyard Haven, MA 02568
  • 0 Temahigan Ave Unit 160, Oak Bluffs, MA 02568
    0 Temahigan Ave Unit 160, Oak Bluffs, MA 02568
    0 Temahigan Ave Unit 160, Oak Bluffs, MA 02568
    /12

    $1,049,000

    $151K PRICE DROP
    • Land
    • 10,890 Sq Ft
    • $4,196,000 per Acre

    0 Temahigan Ave Unit 160, Oak Bluffs, MA 02568

    Welcome to # 0 Temahigan Ave & Dover Street, Oak Bluffs.Build Your Martha’s Vineyard Dream Home.Rare opportunity to own a level, cleared corner lot in desirable Oak Bluffs, with paved roads bordering two sides, ready for construction of your Martha’s Vineyard dream home. Approved for up to 6 bedrooms, this exceptional property includes an approved 6-bedroom septic design, with room for a

    Agent Photo

    Rene Ben David

    Ocean Park Realty Inc

    0 Temahigan Ave Unit 160, Oak Bluffs, MA 02568
  • 27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568
    27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568
    27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568
    /8

    $310,000

    • 1 Bed
    • 1 Bath
    • 783 Sq Ft

    27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568

    Welcome to 27 Island Inn, Unit 10C, a comfortable one-bedroom, one-bath Martha's Vineyard retreat offering an ideal combination of personal enjoyment and rental opportunity. Accommodating up to four guests, 10C features a queen bedroom, sofa bed, cozy living area, well-equipped kitchenette. A unique feature is the adjoining door to Unit 9C, a studio with two double beds, full bath and

    Agent Photo

    Rene Ben David

    Ocean Park Realty, Inc.

    27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568
  • 21 Island Inn Rd Unit 38 G, Oak Bluffs, MA 02568
    21 Island Inn Rd Unit 38 G, Oak Bluffs, MA 02568
    21 Island Inn Rd Unit 38 G, Oak Bluffs, MA 02568
    /27

    $389,000

    $139K PRICE DROP
    • 1 Bed
    • 1.5 Baths
    • 590 Sq Ft

    21 Island Inn Rd Unit 38 G, Oak Bluffs, MA 02568

    Welcome to Unit 38G at the Island Inn, offering resort-style living in an exceptional Oak Bluffs location just steps from the beach. This desirable ground-floor end unit features a large glass slider opening to the patio, with stairs leading to the heated outdoor pool just a few feet away. Accommodating up to six guests, the unit features one bedroom with a queen bed, a separate sleeping area

    Agent Photo

    Rene Ben David

    Ocean Park Realty, Inc.

    21 Island Inn Rd Unit 38 G, Oak Bluffs, MA 02568
  • 2 Winemack St, Oak Bluffs, MA 02557
    2 Winemack St, Oak Bluffs, MA 02557
    2 Winemack St, Oak Bluffs, MA 02557
    /28

    $1,095,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,456 Sq Ft

    2 Winemack St, Oak Bluffs, MA 02557

    Located at the southern end of Winemack Street, this inviting 3-bedroom, 2-bath Oak Bluffs home offers a quiet residential setting in a neighborhood of both year-round and seasonal homes, while remaining remarkably close to everything Oak Bluffs has to offer. Just approximately 1.2 miles from downtown, you’ll enjoy convenient access to the ferries, Oak Bluffs Harbor, beaches, shopping,

    Agent Photo

    Rene Ben David

    Ocean Park Realty Inc

    2 Winemack St, Oak Bluffs, MA 02557
  • 27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568
    27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568
    27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568
    /41

    $287,500

    • 1 Bed
    • 1 Bath
    • 388 Sq Ft

    27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568

    Welcome to 27 Island Inn, Unit 9C, an inviting Martha’s Vineyard retreat offering the perfect combination of personal enjoyment and rental opportunity. This comfortable studio accommodates up to four guests with two double beds, a full bath, kitchenette with a 2-burner cooktop, cable TV and free WiFi. A unique opportunity is adjoining Unit 10C, a separate 1-bedroom, 1-bath suite accommodating up

    Agent Photo

    Rene Ben David

    Ocean Park Realty Inc

    27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568
  • 27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568
    27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568
    27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568
    /32

    $310,000

    • 1 Bed
    • 1 Bath
    • 419 Sq Ft

    27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568

    Welcome to 27 Island Inn, Unit 10C, a comfortable one-bedroom, one-bath Martha’s Vineyard retreat offering an ideal combination of personal enjoyment and rental opportunity. Accommodating up to four guests, 10C features a queen bedroom, sofa bed, cozy living area, well-equipped kitchenette. A unique feature is the adjoining door to Unit 9C, a studio with two double beds, full bath and

    Agent Photo

    Rene Ben David

    Ocean Park Realty Inc

    27 Island Inn Rd Unit 10C, Oak Bluffs, MA 02568
  • 49 The Blvd, Edgartown, MA 02539
    49 The Blvd, Edgartown, MA 02539
    49 The Blvd, Edgartown, MA 02539
    /52

    $2,850,000

    • 5 Beds
    • 3 Baths
    • 1,957 Sq Ft

    49 The Blvd, Edgartown, MA 02539

    A rare opportunity to own this classic waterfront property on Sengekontacket Pond, offering sweeping 180 degree views across the pond and salt marsh toward the Causeway, the iconic Jaws bridge, State Beach, Nantucket Sound and beyond.Set along the Boulevard, behind a traditional white picket fence, this .66 acre property features two side-by-side cottages dating back to the 1940s and captures

    Agent Photo

    Stephanie Burke

    Portfolio Properties

    49 The Blvd, Edgartown, MA 02539
  • 27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568
    27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568
    27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568
    /16

    $287,500

    • 1 Bed
    • 1 Bath
    • 388 Sq Ft

    27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568

    Welcome to 27 Island Inn, Unit 9C, an inviting Martha's Vineyard retreat offering the perfect combination of personal enjoyment and rental opportunity. This comfortable studio accommodates up to four guests with two double beds, a full bath, kitchenette with a 2-burner cooktop, cable TV and free WiFi. A unique opportunity is adjoining Unit 10C, a separate 1-bedroom, 1-bath suite accommodating up

    Agent Photo

    Rene Ben David

    Ocean Park Realty, Inc.

    27 Island Inn Rd Unit 9C, Oak Bluffs, MA 02568
  • 33 Island Inn Rd Unit 25F, Oak Bluffs, MA 02568
    33 Island Inn Rd Unit 25F, Oak Bluffs, MA 02568
    33 Island Inn Rd Unit 25F, Oak Bluffs, MA 02568
    /27

    $260,000

    • 1 Bed
    • 1 Bath
    • 319 Sq Ft

    33 Island Inn Rd Unit 25F, Oak Bluffs, MA 02568

    Welcome to 27 Island Inn, Unit 25F, a comfortable studio offering the perfect combination of a Martha’s Vineyard getaway and rental opportunity. Accommodating up to four guests, this inviting unit features two double beds, one full bath, a convenient kitchenette, cable TV and free WiFi. Island Inn is a seasonal resort, open April through October, offering a relaxed, pet-friendly setting with a

    Agent Photo

    Rene Ben David

    Ocean Park Realty Inc

    33 Island Inn Rd Unit 25F, Oak Bluffs, MA 02568
  • 33 Island Inn Rd Unit 25 F, Oak Bluffs, MA 02568
    33 Island Inn Rd Unit 25 F, Oak Bluffs, MA 02568
    33 Island Inn Rd Unit 25 F, Oak Bluffs, MA 02568
    /22

    $260,000

    • 1 Bed
    • 1 Bath
    • 319 Sq Ft

    33 Island Inn Rd Unit 25 F, Oak Bluffs, MA 02568

    Welcome to 27 Island Inn, Unit 25F, a comfortable studio offering the perfect combination of a Martha's Vineyard getaway and rental opportunity. Accommodating up to four guests, this inviting unit features two double beds, one full bath, a convenient kitchenette, cable TV and free WiFi. Island Inn is a seasonal resort, open April through October, offering a relaxed, pet-friendly setting with a

    Agent Photo

    Rene Ben David

    Ocean Park Realty, Inc.

    33 Island Inn Rd Unit 25 F, Oak Bluffs, MA 02568
  • 47 Winemack St, Oak Bluffs, MA 02557
    47 Winemack St, Oak Bluffs, MA 02557
    47 Winemack St, Oak Bluffs, MA 02557
    /18

    $1,100,000

    $99K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,302 Sq Ft

    47 Winemack St, Oak Bluffs, MA 02557

    Oak Bluffs -East Chop-Close to the beach. Two Year-round cottages on one lot. Stay in one and rent the other, the possibilities are great with this amazing opportunity to own close to the beach and just a mile to Oak Bluffs center. The front house is two bedrooms 1 bath: freshly painted with new flooring. The second home nestled in the back of the lot is an open floor plan with one bedroom, one

    Lisa Lucier Anchor Realty of MV

    47 Winemack St, Oak Bluffs, MA 02557
  • 37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
    /21

    $849,000

    $20K PRICE DROP
    • 1 Bed
    • 1 Bath
    • 797 Sq Ft

    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557

    In-Town Oak Bluffs Condo with Panoramic Water ViewsExperience the best of island living in this charming in-town Oak Bluffs condo, offering just under 800 square feet of comfortable and versatile living space.The condo features one generously sized bedroom plus a separate sleep nook, offering flexibility for guests, a home office, or additional sleeping accommodations. The nook could

    Lisa Lucier Anchor Realty of Martha's Vineyard

    37 Circuit Ave Unit 5, Oak Bluffs, MA 02557
  • 68 Pond View Dr, Oak Bluffs, MA 02557
    68 Pond View Dr, Oak Bluffs, MA 02557
    68 Pond View Dr, Oak Bluffs, MA 02557
    /6

    $975,000

    • Land
    • 1.07 Acres
    • $911,215 per Acre

    68 Pond View Dr, Oak Bluffs, MA 02557

    Create your ideal island retreat on this exceptional 1.068-acre parcel in Oak Bluffs. This desirable homesite comes with approved plans for a six-bedroom septic system, saving valuable time and expense as you begin the building process. The property also includes a topographic/boundary survey and soil test, providing a strong foundation for planning and development. Subject to the Town of Oak

    Casandra Hyland Sandpiper Realty, Inc.

    68 Pond View Dr, Oak Bluffs, MA 02557
  • 18 Wood Duck Way, Edgartown, MA 02539
    18 Wood Duck Way, Edgartown, MA 02539
    18 Wood Duck Way, Edgartown, MA 02539
    /23

    $1,800,000

    • 4 Beds
    • 3 Baths
    • 2,864 Sq Ft

    18 Wood Duck Way, Edgartown, MA 02539

    Welcome to your coastal retreat in sought-after Sengekontacket, offered fully turnkey and ready to enjoy from day one. This light-filled contemporary home blends comfort, style, and exceptional community amenities in one of Martha's Vineyard's most desirable central Island locations.Designed with soaring vaulted ceilings and oversized windows, the home is flooded with natural sunlight

    Janna O'Loughlin Portfolio Properties

    18 Wood Duck Way, Edgartown, MA 02539
  • 20 James Pond Way, Vineyard Haven, MA 02568
    20 James Pond Way, Vineyard Haven, MA 02568
    20 James Pond Way, Vineyard Haven, MA 02568
    /33

    $3,600,000

    • 5 Beds
    • 3 Baths
    • 2,701 Sq Ft

    20 James Pond Way, Vineyard Haven, MA 02568

    Tucked away on 4.5 acres off Lambert's Cove Road, this unique property offers privacy and peaceful views to James Pond. A private boardwalk leads to a boathouse with direct access to James Pond, perfect for paddling across to Lambert's Cove and enjoying the nearby James Pond Preserve. The home features a spacious living room with cathedral ceilings and a wood burning fireplace, opening onto a

    Sheila Morse Island Real Estate

    20 James Pond Way, Vineyard Haven, MA 02568
  • 22 Oklahoma Ave, Vineyard Haven, MA 02568
    22 Oklahoma Ave, Vineyard Haven, MA 02568
    22 Oklahoma Ave, Vineyard Haven, MA 02568
    /19

    $1,250,000

    $50K PRICE DROP
    • 4 Beds
    • 2.5 Baths
    • 1,738 Sq Ft

    22 Oklahoma Ave, Vineyard Haven, MA 02568

    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-demand rental to offset the mortgage. The main house, featuring a wonderful sun-room, a cheerful

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's International Realty

    22 Oklahoma Ave, Vineyard Haven, MA 02568
  • 0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568
    0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568
    0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568
    /4

    $625,000

    • Land
    • 14,997 Sq Ft
    • $1,815,277 per Acre

    0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568

    Oak Bluffs Buildable Lot – Prime Location. This flat 2-bedroom building lot is ideally located just moments from the Hudson Avenue access to scenic Lagoon Pond, with easy access to both Farm Neck Golf Club and downtown Oak Bluffs. Situated in a neighborhood of newly constructed homes, this lot presents an excellent opportunity to become part of a growing community in Oak Bluffs. According to the

    Andrew McElhinney Compass LLC

    0-A California Ave Unit Part lot 79, Oak Bluffs, MA 02568
  • 68 Pond View Dr Unit 2, Oak Bluffs, MA 02557
    68 Pond View Dr Unit 2, Oak Bluffs, MA 02557
    68 Pond View Dr Unit 2, Oak Bluffs, MA 02557
    /6

    $975,000

    • Land
    • 1.07 Acres
    • $912,921 per Acre

    68 Pond View Dr Unit 2, Oak Bluffs, MA 02557

    Create your ideal island retreat on this exceptional 1.068-acre parcel in Oak Bluffs. This desirable homesite comes with approved plans for a six-bedroom septic system, saving valuable time and expense as you begin the building process.The property also includes a topographic/boundary survey and soil test, providing a strong foundation for planning and development.Subject to the Town of

    Casandra Hyland Sandpiper Realty

    68 Pond View Dr Unit 2, Oak Bluffs, MA 02557
  • 30 Water Gate Rd, Vineyard Haven, MA 02568
    30 Water Gate Rd, Vineyard Haven, MA 02568
    30 Water Gate Rd, Vineyard Haven, MA 02568
    /21

    $3,495,000

    $1M PRICE DROP
    • 5 Beds
    • 4.5 Baths
    • 4,816 Sq Ft

    30 Water Gate Rd, Vineyard Haven, MA 02568

    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 retreat, with an effortless indoor-outdoor flow that embraces the surrounding landscape. Bedrooms are

    Peyton Wallace Studio Realty

    30 Water Gate Rd, Vineyard Haven, MA 02568
  • 29 and 33 Lagoon Pond Rd, Tisbury, MA 02568
    29 and 33 Lagoon Pond Rd, Tisbury, MA 02568
    29 and 33 Lagoon Pond Rd, Tisbury, MA 02568
    /39

    $3,295,000

    • 5 Beds
    • 4 Baths
    • 2,330 Sq Ft

    29 and 33 Lagoon Pond Rd, Tisbury, MA 02568

    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, investment potential, and an amenity that is nearly impossible to find in town with expansive parking.

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    29 and 33 Lagoon Pond Rd, Tisbury, MA 02568
  • 116 Franklin Terrace, Vineyard Haven, MA 02568
    116 Franklin Terrace, Vineyard Haven, MA 02568
    116 Franklin Terrace, Vineyard Haven, MA 02568
    /38

    $1,325,000

    $25K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 1,714 Sq Ft

    116 Franklin Terrace, Vineyard Haven, MA 02568

    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 center island, ideal for everyday living and casual entertaining. Two 1st floor bedrooms and a full

    Pricila Ray Keller Wiliams Realty Cape Cod & Colonial Partners

    116 Franklin Terrace, Vineyard Haven, MA 02568
  • 7 Highland Ave, Oak Bluffs, MA 02557
    7 Highland Ave, Oak Bluffs, MA 02557
    7 Highland Ave, Oak Bluffs, MA 02557
    /4

    $809,000

    • Land
    • 16,988 Sq Ft
    • $2,074,359 per Acre

    7 Highland Ave, Oak Bluffs, MA 02557

    Rare opportunity in East Chop. Beautiful lot in a serene, wooded area, walking distance to town, beach, and ferries. Secluded yet accessible. This is a pre-existing nonconforming lot, with a legal opinion letter attached stating buildability. Buyer to perform all due diligence regarding town building requirements. Opportunity for buyer to design to their own specifications.

    Shera Toledo eXp Realty, LLC

    7 Highland Ave, Oak Bluffs, MA 02557
  • 27 Double Ox Rd, Oak Bluffs, MA 02557
    27 Double Ox Rd, Oak Bluffs, MA 02557
    27 Double Ox Rd, Oak Bluffs, MA 02557
    /12

    $3,400,000

    New Construction
    • 3 Beds
    • 4.5 Baths
    • 3,260 Sq Ft

    27 Double Ox Rd, Oak Bluffs, MA 02557

    Set on a private 1.34-acre parcel along a winding paved road in Oak Bluffs, this exceptional to-be-built luxury residence offers the perfect blend of modern sophistication and island charm. The home features over 3,200 square feet of beautifully crafted living space, including a first-floor primary suite, open-concept great room, gourmet kitchen with pantry, and seamless indoor-outdoor living

    Lesley Heidt Sandpiper Realty, Inc.

    27 Double Ox Rd, Oak Bluffs, MA 02557
  • 33 Goethals Way, Vineyard Haven, MA 02568
    33 Goethals Way, Vineyard Haven, MA 02568
    33 Goethals Way, Vineyard Haven, MA 02568
    /19

    $7,950,000

    $3M PRICE DROP
    • 5 Beds
    • 2.5 Baths
    • 2,794 Sq Ft

    33 Goethals Way, Vineyard Haven, MA 02568

    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. You have the opportunity to own one of the finest estates gracing the Vineyard Haven harbor front -- so admired by all visitors to the

    Buder Team Sandpiper Realty, Inc.

    33 Goethals Way, Vineyard Haven, MA 02568
  • 0 Old Country Ln Unit 4, Vineyard Haven, MA 02568
    0 Old Country Ln Unit 4, Vineyard Haven, MA 02568
    /2

    $450,000

    • Land
    • 20,538 Sq Ft
    • $954,401 per Acre

    0 Old Country Ln Unit 4, Vineyard Haven, MA 02568

    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.

    Brenda Galligan Karen M. Overtoom R.E.

    0 Old Country Ln Unit 4, Vineyard Haven, MA 02568
  • 323 County Rd, Oak Bluffs, MA 02557
    323 County Rd, Oak Bluffs, MA 02557
    323 County Rd, Oak Bluffs, MA 02557
    /33

    $1,225,000

    Open Sat 10AM - 12PM
    • 1 Bed
    • 2 Baths
    • 1,428 Sq Ft

    323 County Rd, Oak Bluffs, MA 02557

    This charming Cape-style home is set on a beautifully landscaped lot filled with colorful blooming perennials, offering a peaceful setting just off the bike path. Ideally located, it's only a short ride to the town center and ferry, making it an excellent year-round residence, vacation getaway, or proven income-producing investment.The home features a bright, open-concept kitchen, dining,

    Nancy Beckwith Anchor Realty of Martha's Vineyard

    323 County Rd, Oak Bluffs, MA 02557
  • 10 Woodhaven Dr, Edgartown, MA 02539
    10 Woodhaven Dr, Edgartown, MA 02539
    10 Woodhaven Dr, Edgartown, MA 02539
    /59

    $2,650,000

    • 3 Beds
    • 2.5 Baths
    • 2,874 Sq Ft

    10 Woodhaven Dr, Edgartown, MA 02539

    Edgartown - Room to Live. Space to Breathe. Tucked into more than an acre of peaceful woodland, 10 Woodhaven Drive is the kind of Vineyard home that invites you to settle in and stay awhile. Generous rooms, multiple gathering spaces and an easy connection to the outdoors create a home that feels equally suited to quiet Island weekends, a house full of summer guests or comfortable year-round

    Leslie C. Floyd Portfolio Properties

    10 Woodhaven Dr, Edgartown, MA 02539
  • 95 Hines Point Rd, Vineyard Haven, MA 02568
    95 Hines Point Rd, Vineyard Haven, MA 02568
    95 Hines Point Rd, Vineyard Haven, MA 02568
    /39

    $4,050,000

    $645K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,606 Sq Ft

    95 Hines Point Rd, Vineyard Haven, MA 02568

    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 ceilings and large windows facing the water where you can watch sunrise over the water. A first floor

    Elissa Lash Tea Lane Associates

    95 Hines Point Rd, Vineyard Haven, MA 02568
  • 7 Boylston Dr, Edgartown, MA 02539
    7 Boylston Dr, Edgartown, MA 02539
    7 Boylston Dr, Edgartown, MA 02539
    /21

    $1,475,000

    • 3 Beds
    • 2 Baths
    • 1,680 Sq Ft

    7 Boylston Dr, Edgartown, MA 02539

    Well-maintained three-bedroom, two-bath home set on a quiet road in a convenient Edgartown location. The property is bordered by more than 100 acres of conservation land, offering a peaceful setting and added privacy while remaining close to Edgartown Village, beaches, bike paths, and everyday amenities.The home features comfortable living and dining spaces along with a beautifully

    Patrick McCarthy Grace Hagerty Real Estate Inc

    7 Boylston Dr, Edgartown, MA 02539
  • 8 Pequot Ave, Oak Bluffs, MA 02557
    8 Pequot Ave, Oak Bluffs, MA 02557
    8 Pequot Ave, Oak Bluffs, MA 02557
    /15

    $1,925,000

    • 5 Beds
    • 1 Bath
    • 2,232 Sq Ft

    8 Pequot Ave, Oak Bluffs, MA 02557

    Directly Across from Inkwell Beach, this Victorian Queen has stood the test of time. Partially insulated to extend the season, the new kitchen and bath are cozy in winter and open and bright in summer. 5 bedrooms, 1.5 baths with an outdoor shower, there's plenty of room for family and friends. The front porch has been a gathering place for 50+ years, and the views have not been expanded. So much

    Kerry Quinlan-Potter Breakwater MV

    8 Pequot Ave, Oak Bluffs, MA 02557
  • 33 Lagoon Pond Rd, Vineyard Haven, MA 02568
    33 Lagoon Pond Rd, Vineyard Haven, MA 02568
    33 Lagoon Pond Rd, Vineyard Haven, MA 02568
    /41

    $1,975,000

    $175K PRICE DROP
    • 3 Beds
    • 3 Baths
    • 1,680 Sq Ft

    33 Lagoon Pond Rd, Vineyard Haven, MA 02568

    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 coastal charm complete with an open floor plan, luxury kitchen featuring quartz countertops, custom

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    33 Lagoon Pond Rd, Vineyard Haven, MA 02568
  • 4 High Meadow Ln, Oak Bluffs, MA 02557
    4 High Meadow Ln, Oak Bluffs, MA 02557
    4 High Meadow Ln, Oak Bluffs, MA 02557
    /36

    $2,260,000

    $335K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,810 Sq Ft

    4 High Meadow Ln, Oak Bluffs, MA 02557

    Set within the coveted Meadow View Farms community, this exceptional post-and-beam residence offers timeless craftsmanship, generous living spaces, and nearly an acre of private beautifully landscaped grounds with significant potential for expansion.A full-length farmer’s porch creates a gracious arrival and provides the perfect setting to relax. Inside, the sun-drenched main level is defined

    Kate Burnside Portfolio Properties

    4 High Meadow Ln, Oak Bluffs, MA 02557
  • 41 Edgartown Rd, Vineyard Haven, MA 02568
    41 Edgartown Rd, Vineyard Haven, MA 02568
    41 Edgartown Rd, Vineyard Haven, MA 02568
    /26

    $1,299,000

    $100K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,968 Sq Ft

    41 Edgartown Rd, Vineyard Haven, MA 02568

    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 rental income, investment, employee housing, or multigenerational living. Ready for thoughtful

    Peyton Wallace Studio Realty LLC

    41 Edgartown Rd, Vineyard Haven, MA 02568
  • 124 Skiff Ave Unit G-11, Vineyard Haven, MA 02568
    124 Skiff Ave Unit G-11, Vineyard Haven, MA 02568
    124 Skiff Ave Unit G-11, Vineyard Haven, MA 02568
    /15

    $725,000

    • 2 Beds
    • 1 Bath
    • 703 Sq Ft

    124 Skiff Ave Unit G-11, Vineyard Haven, MA 02568

    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.

    Lisa Lucier Anchor Realty of MV

    124 Skiff Ave Unit G-11, Vineyard Haven, MA 02568
  • 50 Canonicus Ave, Oak Bluffs, MA 02557
    50 Canonicus Ave, Oak Bluffs, MA 02557
    50 Canonicus Ave, Oak Bluffs, MA 02557
    /17

    $849,000

    $146K PRICE DROP
    • 2 Beds
    • 0.5 Baths
    • 952 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
  • 5 Pine Tree Ln, Vineyard Haven, MA 02568
    5 Pine Tree Ln, Vineyard Haven, MA 02568
    5 Pine Tree Ln, Vineyard Haven, MA 02568
    /21

    $1,999,000

    • 4 Beds
    • 3 Baths
    • 2,730 Sq Ft

    5 Pine Tree Ln, Vineyard Haven, MA 02568

    Blending 1920s charm with modern luxury, this beautifully renovated home is tucked away in the sought-after West Chop area of Vineyard Haven. Just steps from the neighborhood beach on the pristine shores of Vineyard Sound, this elegant seaside retreat offers the perfect mix of historic character and contemporary comfort. Inside, a thoughtfully designed floor plan welcomes you with generous living

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    5 Pine Tree Ln, Vineyard Haven, MA 02568

Showing Results 1 - 40, Page 1 of 5

Massachusetts Dukes County

Real Estate & Homes for Sale in Vineyard Haven, MA

Frequently Asked Questions

What are the most popular zip codes in Vineyard Haven, MA?
The most popular zip codes in Vineyard Haven, MA include 02568, 02575, 02536, 02539 and 02543.
What are the most popular neighborhoods near Vineyard Haven, MA?
The most popular neighborhoods near Vineyard Haven, MA are Vineyard Haven, Oak Bluffs, West Tisbury, Edgartown and Woods Hole.
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