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Vineyard Haven, MA Homes for Sale

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  • 33 Alyssa Ln, Vineyard Haven, MA 02568
    33 Alyssa Ln, Vineyard Haven, MA 02568
    33 Alyssa Ln, Vineyard Haven, MA 02568
    /12

    $1,495,000

    • 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

    (508) 687-6441

    33 Alyssa Ln, Vineyard Haven, MA 02568
  • 94 Weaver Ln, Vineyard Haven, MA 02568
    94 Weaver Ln, Vineyard Haven, MA 02568
    94 Weaver Ln, Vineyard Haven, MA 02568
    /36

    $4,500,000

    • 4 Beds
    • 3 Baths
    • 2,715 Sq Ft

    94 Weaver Ln, Vineyard Haven, MA 02568

    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 finest. Set on 2.25 secluded acres, panoramic views stretch across the shimmering waters, a private haven for kayaking, sailing, and peaceful exploration. Inside, four bedrooms and three full bathrooms are complemented by generous windows

    Emma Kennedy Sandpiper Realty, Inc.

    94 Weaver Ln, Vineyard Haven, MA 02568
  • 50 Hidden Cove Rd, Edgartown, MA 02539
    50 Hidden Cove Rd, Edgartown, MA 02539
    50 Hidden Cove Rd, Edgartown, MA 02539
    /46

    $2,400,000

    • 5 Beds
    • 3.5 Baths
    • 3,873 Sq Ft

    50 Hidden Cove Rd, Edgartown, MA 02539

    Sengekontacket–Walk into a “turn-key” opportunity in the desirable Hidden Cove community, just steps (.3 miles) from Sengekontacket Pond with access to State Beach and Nantucket Sound beyond. The lovingly-maintained 4 bedroom, 2.5 bath, 2 car garage main home sits high on the 1.5 acre property offering an abundance of natural light that flows into the open living and entertaining spaces. The

    Sean Federowicz Landmarks at TODAY Real Estate

    50 Hidden Cove Rd, Edgartown, MA 02539
  • 17 John Wesley Ave, Vineyard Haven, MA 02568
    17 John Wesley Ave, Vineyard Haven, MA 02568
    17 John Wesley Ave, Vineyard Haven, MA 02568
    /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
  • 110 Clover Hill Dr, Vineyard Haven, MA 02568
    110 Clover Hill Dr, Vineyard Haven, MA 02568
    110 Clover Hill Dr, Vineyard Haven, MA 02568
    /31

    $1,575,000

    • 3 Beds
    • 4 Baths
    • 3,072 Sq Ft

    110 Clover Hill Dr, Vineyard Haven, MA 02568

    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 ideal for guests, extended family, or income potential. The main level offers hardwood floors, a

    India Rose Feiner Real Estate

    110 Clover Hill Dr, Vineyard Haven, MA 02568
  • 3 Hidden Cove Rd, Oak Bluffs, MA 02557
    3 Hidden Cove Rd, Oak Bluffs, MA 02557
    3 Hidden Cove Rd, Oak Bluffs, MA 02557
    /53

    $2,295,000

    • 4 Beds
    • 3 Baths
    • 3,015 Sq Ft

    3 Hidden Cove Rd, Oak Bluffs, MA 02557

    COMING SOON: HIDDEN COVE GEM WITH SERENE POND VIEWS AND COVETED WATER ACCESS. Located in the desirable Hidden Cove enclave, a 65+ acre water-access community with direct access to Sengekontacket Pond and Nantucket Sound, this inviting contemporary home offers privacy, comfort, and high-end finishes throughout. Community amenities include a private boat dock, walking trails, pickleball and tennis,

    Wendy Harman Compass | Point B

    3 Hidden Cove Rd, Oak Bluffs, MA 02557
  • 1 Red Arrow Rd, Vineyard Haven, MA 02568
    1 Red Arrow Rd, Vineyard Haven, MA 02568
    1 Red Arrow Rd, Vineyard Haven, MA 02568
    /33

    $1,600,000

    • 4 Beds
    • 2.5 Baths
    • 2,000 Sq Ft

    1 Red Arrow Rd, Vineyard Haven, MA 02568

    South Mountain designed and built, energy efficient home that takes excellent advantage of the 3-acre parcel's southerly orientation with both passive solar gain and solar panels. The sun-lit great room combines living room, dining and kitchen and opens out onto the lovely screened porch and patio beyond. The original 3-bedroom home was thoughtfully expanded by buiding out finished space in the

    Candy DaRosa Feiner Real Estate

    1 Red Arrow Rd, Vineyard Haven, MA 02568
  • 4 Quail Run Unit 1, Oak Bluffs, MA 02557
    4 Quail Run Unit 1, Oak Bluffs, MA 02557
    4 Quail Run Unit 1, 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
  • 78 Forest Ave, Oak Bluffs, MA 02557
    78 Forest Ave, Oak Bluffs, MA 02557
    78 Forest Ave, Oak Bluffs, MA 02557
    /15

    $1,050,000

    • 4 Beds
    • 2 Baths
    • 1,547 Sq Ft

    78 Forest Ave, Oak Bluffs, MA 02557

    This beautifully updated four-bedroom, two-bath home combines thoughtful design with quality craftsmanship. The open floor plan features reclaimed wood floors and custom built-in cabinetry. The stunning kitchen with handcrafted cabinets and stainless steel appliances features slate flooring from Vermont and PaperStone® countertops. Every detail was intentionally chosen, as the owners lovingly

    Jennifer O'hanlon Compass LLC

    78 Forest Ave, Oak Bluffs, MA 02557
  • 21 Davis St, Vineyard Haven, MA 02568
    21 Davis St, Vineyard Haven, MA 02568
    21 Davis St, Vineyard Haven, MA 02568
    /24

    $2,925,000

    • 5 Beds
    • 4 Baths
    • 3,704 Sq Ft

    21 Davis St, Vineyard Haven, MA 02568

    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 Hardware vanities, and custom tilework throughout the bathrooms reflect the care and craftsmanship the

    Paul Pertile The Agency

    21 Davis St, Vineyard Haven, MA 02568
  • 28 Beach Rd, Oak Bluffs, MA 02557
    28 Beach Rd, Oak Bluffs, MA 02557
    28 Beach Rd, Oak Bluffs, MA 02557
    /33

    $3,750,000

    • 4 Beds
    • 2.5 Baths
    • 1,800 Sq Ft

    28 Beach Rd, Oak Bluffs, MA 02557

    Location, Location, location....This is rare opportunity to own a water front property with 240 degree views of the Harbor and Sound. The property is 5 minutes from either Ferry terminal and walking distance to East beach . The house is suitable for year round living , seasonal income and comfort through and through

    Scott Lewis Lewis Real Estate Services, LLC

    28 Beach Rd, Oak Bluffs, MA 02557
  • 1 Dodgers Hole Rd, Edgartown, MA 02539
    1 Dodgers Hole Rd, Edgartown, MA 02539
    1 Dodgers Hole Rd, Edgartown, MA 02539
    /16

    $1,295,000

    • 4 Beds
    • 2 Baths
    • 1,512 Sq Ft

    1 Dodgers Hole Rd, Edgartown, MA 02539

    This four-bedroom cape-style home offers a comfortable and convenient lifestyle, ideally located just off the bike path with easy access to town and the bus route. Designed with an open floor plan, the main living area provides a seamless flow between the kitchen, dining, and living spaces—perfect for everyday living and entertaining. The first floor features two well-sized bedrooms and a full

    Nora Jardin Island Real Estate

    1 Dodgers Hole Rd, Edgartown, MA 02539
  • 8 Fresh Pond Rd, Oak Bluffs, MA 02557
    8 Fresh Pond Rd, Oak Bluffs, MA 02557
    8 Fresh Pond Rd, 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 Galway Rd, Vineyard Haven, MA 02568
    9 Galway Rd, Vineyard Haven, MA 02568
    9 Galway Rd, Vineyard Haven, MA 02568
    /26

    $1,299,000

    • 3 Beds
    • 1 Bath
    • 1,150 Sq Ft

    9 Galway Rd, Vineyard Haven, MA 02568

    Tucked away off Old County Road in West Tisbury, this 3 bedroom 1 bath cape home has been owned by the same family for years. Sitting on 1.6 acres in a quiet area that is centrally located on the Island for easy access to up or down Island towns. Short walk to bike path and state forest. West Tisbury residents have access to the lovely Lambert's Cove Beach, with purchased sticker. Included on

    Julianna Flanders Flanders Real Estate

    9 Galway Rd, Vineyard Haven, MA 02568
  • 67 12th St S, Edgartown, MA 02539
    67 12th St S, Edgartown, MA 02539
    67 12th St S, Edgartown, MA 02539
    /26

    $899,900

    • 3 Beds
    • 2 Baths
    • 960 Sq Ft

    67 12th St S, Edgartown, MA 02539

    Move in ready ranch in a central island location with access to all towns and beaches. The main level features a sunny living area, kitchen, full bath, and three bedrooms, plus a front deck and a side deck perfect for outdoor dining, grilling, and laid-back summer evenings. The lower level offers an additional 960 sq ft with interior and exterior access, a full bath, two spacious rooms, laundry,

    Janna O'Loughlin Portfolio Properties

    67 12th St S, Edgartown, MA 02539
  • 21 Woodlawn Ave, Vineyard Haven, MA 02568
    21 Woodlawn Ave, Vineyard Haven, MA 02568
    21 Woodlawn Ave, Vineyard Haven, MA 02568
    /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
  • 18 Wood Duck Way, Edgartown, MA 02539
    18 Wood Duck Way, Edgartown, MA 02539
    18 Wood Duck Way, Edgartown, MA 02539
    /41

    $1,800,000 Open Sat 11AM - 1PM

    • 4 Beds
    • 3 Baths
    • 1 Sq Ft

    18 Wood Duck Way, Edgartown, MA 02539

    Turnkey modern home with 4 bedrooms and 3 full baths, filled with natural light from large windows and soaring ceilings. The first floor offers three bedrooms and a full bath with double sinks, while warm oak and maple floors are accented by cherry stairs and custom built-ins.The open-concept second level features a spacious kitchen, living, and dining area, along with a private primary en suite

    Janna O'Loughlin Portfolio Properties

    18 Wood Duck Way, Edgartown, MA 02539
  • 2 Great Rock Rd, Oak Bluffs, MA 02568
    2 Great Rock Rd, Oak Bluffs, MA 02568
    2 Great Rock Rd, Oak Bluffs, MA 02568
    /45

    $1,765,000

    • 2 Beds
    • 2 Baths
    • 890 Sq Ft

    2 Great Rock Rd, Oak Bluffs, MA 02568

    Ready - Set - Go! This gorgeous centrally located private 1.5 acre wooded property is ready for you to complete. The Town approved this property to accommodate a 9 bedroom septic system, 20' x 40' in-ground pool, a 7 bedroom main house, garage and a 2 bedroom accessory dwelling unit. The town building and board of health departments approved the house and and septic plans attached. The property

    Susan Lemoie-Zarba Premier Properties

    2 Great Rock Rd, Oak Bluffs, MA 02568
  • 52 Windsor Dr, Edgartown, MA 02539
    52 Windsor Dr, Edgartown, MA 02539
    52 Windsor Dr, Edgartown, MA 02539
    /11

    $1,195,000

    • 3 Beds
    • 2 Baths
    • 1,410 Sq Ft

    52 Windsor Dr, Edgartown, MA 02539

    Nestled on a wooded lot only 3.5 miles from Edgartown Village, this three-bedroom home offers a bright, open-plan main level with kitchen, dining, and living area flowing onto a private deck—ideal for outdoor dining, morning coffee, or enjoying the outdoors. A first-floor bedroom and bath add convenience, while two upstairs bedrooms and a bath provide flexible space for families or guests. The

    Emma Kennedy Sandpiper Realty, Inc.

    52 Windsor Dr, Edgartown, MA 02539
  • 10 Trotters Ln, West Tisbury, MA 02575
    10 Trotters Ln, West Tisbury, MA 02575
    10 Trotters Ln, West Tisbury, MA 02575
    /27

    $1,800,000

    • 3 Beds
    • 3 Baths
    • 2,293 Sq Ft

    10 Trotters Ln, West Tisbury, MA 02575

    Centrally located and surrounded by lush landscaping, this inviting cape offers three bedrooms and three full baths. Warm, mellow wood floors, tiled bathrooms and a spacious living area anchored by a cozy fireplace. The full basement provides ample storage or expansion potential, while a versatile bonus room on the second level is perfect as an art studio, home office or guest overflow.

    Rebecca V Conroy Conroy & Company R.E., Inc.

    10 Trotters Ln, West Tisbury, MA 02575
  • 23 Circuit Avenue Extension, Oak Bluffs, MA 02557
    23 Circuit Avenue Extension, Oak Bluffs, MA 02557
    23 Circuit Avenue Extension, Oak Bluffs, MA 02557
    /29

    $2,600,000

    • 3 Beds
    • 1 Bath
    • 1,336 Sq Ft

    23 Circuit Avenue Extension, Oak Bluffs, MA 02557

    Rare Opportunity with Endless Possibilities – Unmatched Harbor & Vineyard Sound Views.Location, Location, Location! A truly rare offering in the heart of Oak Bluffs, where properties like this seldom become available. Positioned directly across from the iconic Oak Bluffs Harbor, this property boasts unobstructed harbor views and sweeping vistas of Vineyard Sound—a setting that captures the

    Rene Ben David Ocean Park Realty Inc

    23 Circuit Avenue Extension, Oak Bluffs, MA 02557
  • 7 Highland Ave, Vineyard Haven, MA 02568
    7 Highland Ave, Vineyard Haven, MA 02568
    7 Highland Ave, Vineyard Haven, MA 02568
    /4

    $809,000

    • Land
    • 0.39 Acre
    • $2,074,359 per Acre

    7 Highland Ave, Vineyard Haven, MA 02568

    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, Vineyard Haven, MA 02568
  • 103 Meadow View Rd, Oak Bluffs, MA 02557
    103 Meadow View Rd, Oak Bluffs, MA 02557
    103 Meadow View Rd, Oak Bluffs, MA 02557
    /26

    $1,750,000

    • 3 Beds
    • 2.5 Baths
    • 2,862 Sq Ft

    103 Meadow View Rd, Oak Bluffs, MA 02557

    Nestled on a rare, oversized 1.5-acre lot, this spacious 3-bed/2 1/2 bath contemporary home offers a perfect blend of privacy and coastal convenience. Perched elegantly upon a gentle rise, the residence is bathed in natural light and framed by a beautifully landscaped lawn with mature plantings. The interior is designed for both comfort and scale. An expansive front living room has soaring

    Alyson Parker Karen M. Overtoom R.E.

    103 Meadow View Rd, Oak Bluffs, MA 02557
  • 81 Leland Ave, Vineyard Haven, MA 02568
    81 Leland Ave, Vineyard Haven, MA 02568
    81 Leland Ave, Vineyard Haven, MA 02568
    /46

    $1,975,000

    • 3 Beds
    • 2.5 Baths
    • 1,902 Sq Ft

    81 Leland Ave, Vineyard Haven, MA 02568

    Close to town with exceptional indoor / outdoor flow & privacy.Consider this beautifully designed home just minutes from town. The first floor features a bright, open kitchen + dining area flowing into a welcoming living room with a fireplace. From there, step onto a spacious deck—ideal for al fresco dining and lounging—complete with direct access to a hot tub and nearby outdoor

    Jill Napior Tea Lane Associates

    81 Leland Ave, Vineyard Haven, MA 02568
  • 112 Dukes County Ave Unit 209, Oak Bluffs, MA 02557
    112 Dukes County Ave Unit 209, Oak Bluffs, MA 02557
    112 Dukes County Ave Unit 209, Oak Bluffs, MA 02557
    /7

    $599,000

    • Land
    • 0.07 Acre
    • $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
  • 112 Dukes County Ave, Oak Bluffs, MA 02557
    112 Dukes County Ave, Oak Bluffs, MA 02557
    112 Dukes County Ave, Oak Bluffs, MA 02557
    /7

    $599,000

    • Land
    • 0.07 Acre
    • $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
  • 5 Pine Tree Ln, Vineyard Haven, MA 02568
    5 Pine Tree Ln, Vineyard Haven, MA 02568
    5 Pine Tree Ln, Vineyard Haven, MA 02568
    /24

    $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 into the coveted West Chop area of Vineyard Haven. Just steps from a neighborhood beach on the pristine shores of Vineyard Sound, it offers an elegant mix of historic character and contemporary comfort. A thoughtfully designed layout features generous living spaces centered around a chef’s kitchen with custom

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    5 Pine Tree Ln, Vineyard Haven, MA 02568
  • 15 Goah Way, Vineyard Haven, MA 02568
    15 Goah Way, Vineyard Haven, MA 02568
    15 Goah Way, Vineyard Haven, MA 02568
    /11

    $1,200,000

    • 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
  • 241 Daggett Ave, Vineyard Haven, MA 02568
    241 Daggett Ave, Vineyard Haven, MA 02568
    241 Daggett Ave, Vineyard Haven, MA 02568
    /39

    $3,250,000

    • 5 Beds
    • 3.5 Baths
    • 4,068 Sq Ft

    241 Daggett Ave, Vineyard Haven, MA 02568

    Built in 2016 by Squash Meadow Builders, this exceptional five bedroom Colonial sits moments from the sandy shores of Tashmoo Beach on Vineyard Sound. Spanning four levels, it blends timeless architecture with modern comfort. The main floor offers open living with gas fireplace, a gourmet kitchen with custom built-ins and bench seating, and a sunlit sunroom for relaxed coastal living. A private

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    241 Daggett Ave, Vineyard Haven, MA 02568
  • 378 State Rd, Vineyard Haven, MA 02568
    378 State Rd, Vineyard Haven, MA 02568
    378 State Rd, Vineyard Haven, MA 02568
    /25

    $1,950,000

    • 2 Beds
    • 2.5 Baths
    • 1,460 Sq Ft

    378 State Rd, Vineyard Haven, MA 02568

    MIXED USE PROPERTY WITH PROFESSIONAL OFFICES AND TWO-BEDROOM APARTMENT - Extensively renovated mixed-use property offering commercial + residential use in a high-visibility location on State Road in Tisbury. This versatile property presents a true live-work opportunity with strong income-producing potential.The first floor offers four offices including a reception area, 1.5 baths, and a

    Lesley Heidt Sandpiper Realty Inc

    378 State Rd, Vineyard Haven, MA 02568
  • 3 Kims Way, Oak Bluffs, MA 02557
    3 Kims Way, Oak Bluffs, MA 02557
    3 Kims Way, 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
  • 124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
    124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
    124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
    /12

    $610,000

    • 2 Beds
    • 1 Bath
    • 705 Sq Ft

    124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568

    Here is your chance to be a Homeowner on Martha's Vineyard. MOVE RIGHT IN! This sunny end unit is being offered furnished! Spacious living area opens to an eat-in kitchen with a new Bosch dishwasher. Bedroom number one has a queen bed. Bedroom two has two single beds. Conveniently located within close proximity to Main Street shops, the ferry and bus terminal, and the scenic bike path that

    Michele Moore Island Real Estate

    124 Skiff Ave Unit C-12, Vineyard Haven, MA 02568
  • 50 Lantern Ln, Vineyard Haven, MA 02568
    50 Lantern Ln, Vineyard Haven, MA 02568
    50 Lantern Ln, Vineyard Haven, MA 02568
    /16

    $1,193,000

    • 3 Beds
    • 1.5 Baths
    • 1,040 Sq Ft

    50 Lantern Ln, Vineyard Haven, MA 02568

    In a peaceful Vineyard Haven setting just moments from town, 50 Lantern Lane offers a refined take on classic island living. Privately sited in a quiet enclave yet only one mile from Main Street, Owen Park Beach, and dining and just 1.2 miles from the ferry—this property blends convenience with serenity. The three bedroom, two bath residence spans 1,040 square feet and features a thoughtfully

    Madelyn Silvia Wallace & Co. Sotheby's International Realty

    50 Lantern Ln, Vineyard Haven, MA 02568
  • 21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557
    21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557
    21 39G Island Inn Rd Unit 39G, Oak Bluffs, MA 02557
    /15

    $560,000

    • 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
  • 43 Sengekontacket Rd, Oak Bluffs, MA 02557
    43 Sengekontacket Rd, Oak Bluffs, MA 02557
    43 Sengekontacket Rd, Oak Bluffs, MA 02557
    /31

    $5,995,000

    • 3 Beds
    • 3 Baths
    • 2,234 Sq Ft

    43 Sengekontacket Rd, Oak Bluffs, MA 02557

    Breathtaking property at the tip of a prominent peninsula on Sengekontacket Pond's western shoreline. Set beautifully at high elevation above the shore, this charming home and guest cottage includes jaw-dropping views of the pond, barrier dunes and Nantucket Sound. Direct from the property take your whaler or other watercraft out into the sound and beyond for endless recreational pursuits. Aside

    Peyton Wallace Studio Realty

    43 Sengekontacket Rd, Oak Bluffs, MA 02557
  • 24 Cournoyer Rd, Vineyard Haven, MA 02568
    24 Cournoyer Rd, Vineyard Haven, MA 02568
    24 Cournoyer 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
  • 52 Carrolls Way, Vineyard Haven, MA 02568
    52 Carrolls Way, Vineyard Haven, MA 02568
    52 Carrolls Way, Vineyard Haven, MA 02568
    /44

    $1,650,000

    • 4 Beds
    • 3 Baths
    • 2,760 Sq Ft

    52 Carrolls Way, Vineyard Haven, MA 02568

    SHOWINGS START TUESDAY FEBRUARY 3. It's a home but also used as a business! R-20 zoning with historical home business uses next to Carrolls Trucking and other mixed uses. Currently its used as a 3-bedroom home with a 1-bedroom apartment, a business is being run out of the huge 576 sq. ft office. There are multiple storage and garage options to lend to a variety of needs. Being in the R-20 zoning

    Jim Feiner Feiner Real Estate

    52 Carrolls Way, Vineyard Haven, MA 02568
  • 54 Columbian Ave, Oak Bluffs, MA 02557
    54 Columbian Ave, Oak Bluffs, MA 02557
    54 Columbian Ave, Oak Bluffs, MA 02557
    /14

    $1,295,000 Open Sat 11:30AM - 12:30PM

    • 4 Beds
    • 2 Baths
    • 1,764 Sq Ft

    54 Columbian Ave, Oak Bluffs, MA 02557

    Nestled in a quiet Oak Bluffs neighborhood, this charming, sun-filled four-bedroom, two-bath home sits on a spacious corner lot and offers an ideal opportunity for both seasonal and year-round living. The home features a functional layout with a cozy wood burning stove and abundant natural light throughout. The main level offers a spacious living area open to a kitchen, both with wide plank

    Katrina Lima Donnelly + Co

    54 Columbian Ave, Oak Bluffs, MA 02557
  • 60 Saddle Club Rd, Edgartown, MA 02539
    60 Saddle Club Rd, Edgartown, MA 02539
    60 Saddle Club Rd, Edgartown, MA 02539
    /18

    $1,199,000

    • 3 Beds
    • 1.5 Baths
    • 1,076 Sq Ft

    60 Saddle Club Rd, Edgartown, MA 02539

    This cozy home on Saddle Club Road offers an inviting layout with vaulted ceilings that create a bright, airy feel. With three bedrooms, including one conveniently located on the first floor—there's plenty of space. The open-concept kitchen and dining area flow to a sunny deck, perfect for outdoor dining or unwinding after a day at the beach. Recent updates bring peace of mind and curb appeal,

    Lesley Heidt Sandpiper Realty

    60 Saddle Club Rd, Edgartown, MA 02539
  • 6 Lauras Way, Edgartown, MA 02539
    6 Lauras Way, Edgartown, MA 02539
    6 Lauras Way, Edgartown, MA 02539
    /3

    $2,700,000

    • 4 Beds
    • 4.5 Baths
    • 2,750 Sq Ft

    6 Lauras Way, Edgartown, MA 02539

    Coastal Luxury Meets Versatility in EdgartownWelcome to a rare opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a sprawling one-acre plot with a stunning detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, sun-drenched living room featuring a wall of glass sliders that erase the boundary

    Michele Casavant Vineyard Village Realty

    6 Lauras Way, Edgartown, MA 02539

Showing Results 1 - 40, Page 1 of 3

Massachusetts Dukes County Vineyard Haven

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, 02539, 02575, 02540 and 02536.
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 Falmouth Village.
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