11,370

Vineyard Haven, MA Homes

Section Image
    • /29

      Not Listed For Sale

      33 Summer St, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 1,558 Sq Ft
      • Built 1924
      33 Summer St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 192 Days On Market

  • /26

    $1,750,000

    Pending
    • 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
  • /41

    $1,850,000

    Sold Aug 04, 2025

    26 Tia Anna Ln, Oak Bluffs, MA 02557

    • 3 Beds
    • 3 Baths
    • 2,210 Sq Ft
    • Built 1980

    Last Sold Summary

    • 7% Below List Price
    • $837/SF
    • 22 Days On Market

    Current Estimated Value $1,906,765

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    26 Tia Anna Ln, Oak Bluffs, MA 02557
    • /30

      Est $1,570,184

      Not Listed For Sale

      54 Lake St, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 2,016 Sq Ft
      • Built 1967
      54 Lake St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 110 Days On Market

  • /13

    $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. 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 International Realty

    7 Overview Ln, Oak Bluffs, MA 02557
  • /2

    $3,500,000

    Sold Oct 07, 2025

    339 Lake St, Vineyard Haven, MA 02568

    • 3 Beds
    • 3.5 Baths
    • 2,448 Sq Ft
    • Built 2001

    Last Sold Summary

    • $1,430/SF
    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    339 Lake St, Vineyard Haven, MA 02568
    • /2

      Est $1,071,232

      Not Listed For Sale

      73 Leonard Cir, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,140 Sq Ft
      • Built 1980
      73 Leonard Cir, Vineyard Haven, MA 02568

  • /70

    $5,495,000

    • 3 Beds
    • 7 Baths
    • 3,608 Sq Ft

    385 Barnes Rd, Vineyard Haven, MA 02568

    SPECTACULAR WATERFRONT ESCAPE WITH POOL AND UNFORGETTABLE SUNSETS. Set along a coveted stretch of Lagoon frontage, this beautifully designed waterfront home captures the essence of relaxed luxury on Martha’s Vineyard. With 125 feet of private sandy beachfront and over 5,400 square feet of living space across three levels, the property is thoughtfully oriented to maximize light, views, and

    Stephanie Roache Donnelly + Co

    385 Barnes Rd, Vineyard Haven, MA 02568
  • /22

    $1,575,000

    Sold Nov 24, 2025

    60 Windsor Dr, Edgartown, MA 02539

    • 4 Beds
    • 2 Baths
    • 1,666 Sq Ft
    • Built 1996

    Last Sold Summary

    • 5% Below List Price
    • $945/SF
    • 204 Days On Market

    Current Estimated Value $1,476,688

    Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's

    60 Windsor Dr, Edgartown, MA 02539
    • /20

      Est $1,365,577

      Not Listed For Sale

      225 Longview Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,730 Sq Ft
      • Built 1977
      225 Longview Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 18 Days On Market

  • /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
  • /42

    $2,448,000

    Sold May 22, 2026

    61 Causeway Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 3.5 Baths
    • 3,530 Sq Ft
    • Built 2008

    Last Sold Summary

    • 2% Below List Price
    • $693/SF
    • 51 Days On Market

    Current Estimated Value $2,427,296

    Last Listing Agent Stephanie Roache Donnelly + Co.

    61 Causeway Rd, Vineyard Haven, MA 02568
    • /2

      Est $2,163,586

      Not Listed For Sale

      59 Field View Ln, Vineyard Haven, MA 02568

      • 4 Beds
      • 4 Baths
      • 3,269 Sq Ft
      • Built 1975
      59 Field View Ln, Vineyard Haven, MA 02568

  • /15

    $1,495,000

    $2M PRICE DROP
    • Land
    • 3.01 Acres
    • $496,678 per Acre

    11 Beach Pebble Rd Unit 48.3, West Tisbury, MA 02568

    Over 3 acres in the West Tisbury section of Makonikey. This buildable lot is a short distance from the Lower Makonikey Association beach. The prime home site on this property was recently cleared to reveal beautifully contoured land with several ancient white oak trees. The property is situated in an area of several multimillion-dollar homes and will accommodate a house, a guesthouse, and a

    Cassie Courtney Wallace & Co. Sotheby's

    11 Beach Pebble Rd Unit 48.3, West Tisbury, MA 02568
  • /13

    $2,237,500

    Sold Nov 19, 2025

    26 Chappaquiddick Avenue and Passamaquoddy Ave, West Tisbury, MA 02575

    • 4 Beds
    • 3 Baths
    • 2,299 Sq Ft
    • Built 1974

    Last Sold Summary

    • 16% Below List Price
    • $973/SF
    • 120 Days On Market

    Last Listing Agent Jill Napior Tea Lane Associates

    26 Chappaquiddick Avenue and Passamaquoddy Ave, West Tisbury, MA 02575
    • /42

      Not Listed For Sale

      49 William St, Vineyard Haven, MA 02568

      • 5 Beds
      • 4.5 Baths
      • 3,752 Sq Ft
      • Built 1836
      49 William St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 279 Days On Market

  • /33

    $1,575,000

    $325K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,056 Sq Ft

    20 Brook Hollow Rd, Vineyard Haven, MA 02568

    This spacious custom designed home is well sited to offer maximum privacy in the lush area of Long View. A short bike ride to Lambert's Cove beach, it's also about a 20-minute walk down a quiet private road. The home lays out well for family and extended guests with a roomy living room boasting vaulted ceilings and large windows. The house is designed to have an intimate relationship with the

    Jim Feiner Feiner Real Estate

    20 Brook Hollow Rd, Vineyard Haven, MA 02568
  • /30

    $968,750

    Sold Jun 05, 2026

    28 Barling Ave, Vineyard Haven, MA 02568

    • 2 Beds
    • 1 Bath
    • 1,232 Sq Ft
    • Built 1981

    Last Sold Summary

    • 8% Below List Price
    • $786/SF
    • 206 Days On Market

    Current Estimated Value $1,004,233

    Last Listing Agent Michael Schweikert Ocean Park Realty Inc

    28 Barling Ave, Vineyard Haven, MA 02568
    • /15

      Est $1,027,475

      Not Listed For Sale

      20 Leonard Cir, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 1,152 Sq Ft
      • Built 1984
      20 Leonard Cir, Vineyard Haven, MA 02568

      Last Sold Summary

      • 30 Days On Market

  • /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
  • /20

    $1,000,000

    Sold Dec 12, 2025

    1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557

    • 2 Beds
    • 2.5 Baths
    • 2,128 Sq Ft
    • Built 2001

    Last Sold Summary

    • 9% Below List Price
    • $470/SF
    • 13 Days On Market

    Current Estimated Value $1,180,084

    Last Listing Agent Lisa Lucier Anchor Realty of Martha's Vineyard

    1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557
    • /24

      Est $1,513,502

      Not Listed For Sale

      92 Winyah Cir, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 2,625 Sq Ft
      • Built 1983
      92 Winyah Cir, Vineyard Haven, MA 02568

      Last Sold Summary

      • 78 Days On Market

  • /29

    $3,990,000

    $510K PRICE DROP Pending
    • 5 Beds
    • 6 Baths
    • 5,598 Sq Ft

    71 Stoney Hill Rd, Vineyard Haven, MA 02568

    A combination of luxury, comfort, and natural beauty, this expansive custom, 6,000+ square foot, five bedroom, post and beam home is sited on more than seven acres of land, surrounded by more than 200 acres of Land Bank property. From the moment you step inside, you'll be captivated by the attention to detail and the high-end finishes throughout. The open concept layout allows for seamless flow

    Sheila Morse Island Real Estate

    71 Stoney Hill Rd, Vineyard Haven, MA 02568
  • /28

    $1,150,000

    Sold May 08, 2026

    18 Windsor Dr, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,294 Sq Ft
    • Built 1981

    Last Sold Summary

    • 15% Above List Price
    • $889/SF
    • 4 Days On Market

    Current Estimated Value $1,045,643

    Last Listing Agent Stephanie Roache Donnelly + Co.

    18 Windsor Dr, Edgartown, MA 02539
    • /2

      Est $1,308,171

      Not Listed For Sale

      201 Spring St, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 2,080 Sq Ft
      • Built 1976
      201 Spring St, Vineyard Haven, MA 02568

  • /2

    $625,000

    Pending
    • Land
    • 12,196 Sq Ft
    • $2,232,143 per Acre

    77 Sixth Street N St, Edgartown, MA 02568

    *All information should be confirmed with the town boards. From BOH - Lot can support a 2 bedroom system with a standard Title 5 or 3 bedrooms with an enhanced system. From Water Department - Town water runs down Sixth Street N. Buyer will need to hook up from the road. From Building/Zoning Department - Lot can support a house and an ADU, by right, with proper permitting. From Wastewater Dept. -

    Sheila Morse Island Real Estate

    77 Sixth Street N St, Edgartown, MA 02568
  • /35

    $1,817,500

    Sold Feb 27, 2026

    32 Flamingo Dr, Edgartown, MA 02539

    • 5 Beds
    • 3 Baths
    • 2,432 Sq Ft
    • Built 1988

    Last Sold Summary

    • 9% Below List Price
    • $747/SF
    • 251 Days On Market

    Current Estimated Value $1,852,297

    Last Listing Agent Skip Dostal Martha's Vineyard R.E.

    32 Flamingo Dr, Edgartown, MA 02539
    • /28

      Est $1,304,469

      Not Listed For Sale

      175 Oak Ln, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 1,536 Sq Ft
      • Built 1986
      175 Oak Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 19 Days On Market

  • /109

    $2,000,000

    • 4 Beds
    • 6 Baths
    • 2,972 Sq Ft

    398 Main St, Vineyard Haven, MA 02568

    Ideally situated on Main Street in Vineyard Haven, just moments from the Yacht Club and West Chop, this charming four-bedroom, six-bathroom home offers the perfect blend of convenience, comfort, and Island living. Set on a quarter-acre lot, the property features a private and inviting backyard—ideal for entertaining, gardening, or simply enjoying warm summer evenings. Inside, generous living

    Peter Cronig Cronigs Real Estate

    398 Main St, Vineyard Haven, MA 02568
  • /61

    $1,910,000

    Sold Apr 03, 2026

    28 Pine Tree Ln, Vineyard Haven, MA 02568

    • 5 Beds
    • 3.5 Baths
    • 3,250 Sq Ft
    • Built 1974

    Last Sold Summary

    • 15% Below List Price
    • $588/SF
    • 132 Days On Market

    Current Estimated Value $2,176,164

    Last Listing Agent Wendy Harman Compass | Point B

    28 Pine Tree Ln, Vineyard Haven, MA 02568
    • /37

      Est $1,220,941

      Not Listed For Sale

      43 Skiffs Ln, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,316 Sq Ft
      • Built 1991
      43 Skiffs Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 32 Days On Market

  • /3

    $639,000

    • Land
    • 13,068 Sq Ft
    • $2,130,000 per Acre

    52 Heath Hen Ln, Vineyard Haven, MA 02568

    GOOD TO GO! This sunny 13,000-square-foot sunny lot is ready for your Vineyard home. The property comes with a complete six bedroom septic design prepared by Vineyard Land Surveying, allowing for both a main house and guest house. With key planning work already completed, this is an outstanding opportunity to move forward with confidence and begin the building process.Conveniently located just

    Tina Miller Donnelly + Co.

    52 Heath Hen Ln, Vineyard Haven, MA 02568
  • /21

    $895,000

    Sold May 13, 2026

    22 Montgomery Square, Oak Bluffs, MA 02557

    • 3 Beds
    • 1 Bath
    • 931 Sq Ft
    • Built 1870

    Last Sold Summary

    • $961/SF
    • 7 Days On Market

    Current Estimated Value $901,909

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    22 Montgomery Square, Oak Bluffs, MA 02557
    • /49

      Est $1,848,207

      Not Listed For Sale

      75 Skiffs Ln, Vineyard Haven, MA 02568

      • 4 Beds
      • 2.5 Baths
      • 2,548 Sq Ft
      • Built 1984
      75 Skiffs Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 186 Days On Market

  • /40

    $1,750,000

    • 3 Beds
    • 3.5 Baths
    • 2,376 Sq Ft

    28 Grovedale Rd, Oak Bluffs, MA 02557

    GORGEOUS NEWER CONSTRUCTION (2023), contemporary farmhouse style home w/ classic wrap around porch & designed w/ Vineyard charm & modern comfort. And yet still there is opportunity to add value to this open concept home, w/ high ceilings, 3 en-suite BRs, laundry on each level, hardwoods throughout. Well designed, fully poured unfinished basement w/ high ceilings, wide open & w/ a separate

    David White OwnerEntry.com

    28 Grovedale Rd, Oak Bluffs, MA 02557
  • /46

    $6,200,000

    Sold Jul 03, 2025

    79 Rachels Way, Vineyard Haven, MA 02568

    • 4 Beds
    • 4 Baths
    • 3,278 Sq Ft
    • Built 1983

    Last Sold Summary

    • 3% Below List Price
    • $1,891/SF
    • 0 Days On Market

    Current Estimated Value $6,593,306

    Last Listing Agent Jennifer O'hanlon Compass LLC

    79 Rachels Way, Vineyard Haven, MA 02568
    • /15

      Est $1,170,056

      Not Listed For Sale

      14 Galway Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 1.5 Baths
      • 1,338 Sq Ft
      • Built 1966
      14 Galway Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 48 Days On Market

  • /9

    $2,700,000

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

    6 Laura's Way, Edgartown, MA 02568

    Welcome to the opportunity to own a brand-new, GORGEOUS, custom-built home in Edgartown, set on a one-acre plot with a detached 900 sq ft accessory dwelling. The main residence opens to an inviting two-story foyer, leading to an expansive, living room featuring a wall of glass sliders. The gourmet kitchen is a chef’s dream, boasting Bosch appliances, a large quartz-topped island with seating for

    Michele Casavant Vineyard Village Realty

    6 Laura's Way, Edgartown, MA 02568
  • /7

    $600,000

    Sold Nov 04, 2025

    10 Putnam Way, Vineyard Haven, MA 02568

    • 3 Beds
    • 1 Bath
    • 1,168 Sq Ft
    • Built 1972

    Last Sold Summary

    • 22% Below List Price
    • $514/SF
    • 39 Days On Market

    Current Estimated Value $716,343

    Last Listing Agent Kathleen Dawson Donnelly + Co.

    10 Putnam Way, Vineyard Haven, MA 02568
    • /22

      Est $1,178,218

      Not Listed For Sale

      496 Lamberts Cove Rd, Vineyard Haven, MA 02568

      • 2 Beds
      • 1 Bath
      • 1,286 Sq Ft
      • Built 1955
      496 Lamberts Cove Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 212 Days On Market

Showing Results 201 - 240, Page 6 of 18

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