3,448

Vineyard Haven Homes

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  • /27

    $1,735,000

    Sold Sep 29, 2025

    56 Bridle Path Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 4 Baths
    • 2,526 Sq Ft
    • Built 1996

    Last Sold Summary

    • 13% Below List Price
    • $687/SF
    • 2 Days On Market

    Current Estimated Value $2,166,208

    Last Listing Agent Tina Miller Donnelly + Co.

    56 Bridle Path Rd, Vineyard Haven, MA 02568
    • /32

      Est $1,194,521

      Not Listed For Sale

      10 Elm St, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,429 Sq Ft
      • Built 1970
      10 Elm St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 35 Days On Market

      Last Listing Agent Christine Rose Martha's Vineyard Island-Wide Realty

  • /13

    $1,395,000

    Open Sat 12PM - 3PM $100K 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

    Stephanie Burke Portfolio Properties

    33 Alyssa Ln, Vineyard Haven, MA 02568
  • /15

    $1,000,000

    Sold May 13, 2026

    140 Midland Ave, Tisbury, MA 02568

    • 4 Beds
    • 4 Baths
    • 1,999 Sq Ft
    • Built 1974

    Last Sold Summary

    • 33% Below List Price
    • $500/SF
    • 2 Days On Market

    Last Listing Agent Tina Miller Donnelly + Co

    140 Midland Ave, Tisbury, MA 02568
    • /30

      Est $1,617,835

      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

      Last Listing Agent Jon Hartzband Martha's Vineyard Island-Wide Realty

  • /7

    $2,000,000

    • Land
    • 21,801 Sq Ft
    • $3,996,004 per Acre

    0 State Rd Unit 29.3, Vineyard Haven, MA 02568

    1/2 acre of commercial land in the State Road B-2 district. Possibilities are endless for the right business.Also available, next door, is a commercial building that currently has 10 rental units. $6,000,000.

    Peter Cronig Cronigs Real Estate

    0 State Rd Unit 29.3, Vineyard Haven, MA 02568
  • /81

    $1,650,000

    Sold Jan 09, 2026

    209 Cove Rd, Vineyard Haven, MA 02568

    • 4 Beds
    • 3.5 Baths
    • 2,194 Sq Ft
    • Built 1997

    Last Sold Summary

    • 15% Below List Price
    • $752/SF
    • 182 Days On Market

    Current Estimated Value $1,778,296

    Last Listing Agent Alisan Lohan-Conway Alisan Lohan-Conway Properties

    209 Cove Rd, Vineyard Haven, MA 02568
    • /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

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

  • /32

    $1,625,000

    • 2 Beds
    • 2.5 Baths
    • 1,532 Sq Ft

    26 Union St Unit 7, Tisbury, MA 02568

    Waterview Condo in the Heart of Downtown Vineyard Haven. Experience the best of in-town living with this newly built, thoughtfully designed 2-bedroom condo offering beautiful harbor views and luxurious modern finishes. The first level welcomes you with a primary suite featuring a full bath with a tub/shower combination and direct access to a private deck complete with an outdoor shower, perfect

    Alyssa Halisky Wallace & Co. Sotheby's

    26 Union St Unit 7, Tisbury, MA 02568
  • /2

    $6,825,000

    Sold Jan 05, 2026

    662 Chappaquonsett Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 3 Baths
    • 1,914 Sq Ft
    • Built 1973

    Last Sold Summary

    • 2% Below List Price
    • $3,566/SF
    • 0 Days On Market

    Current Estimated Value $5,303,543

    Last Listing Agent Jill Napior Tea Lane Associates

    662 Chappaquonsett Rd, Vineyard Haven, MA 02568
    • /15

      Est $1,041,430

      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

      Last Listing Agent Roy Cutrer LAER Realty Partners

  • /4

    $1,800,000

    • Land
    • 1.1 Acres
    • $1,635,026 per Acre

    0 Weaver Lane (Lot 5) Unit 5, Vineyard Haven, MA 02568

    This 1.1-acre waterfront lot is located at the end of a quiet lane abutting 20+ acres of conservation land. The level and heavily wooded lot sits high on a bluff overlooking the Lagoon. The lot has been engineered, and the bounds have been staked. A buyer would be able to connect to Town water nearby, and an enhanced septic system should allow at least four bedrooms. This quiet, beautiful

    Gerrett Conover Landvest MV

    0 Weaver Lane (Lot 5) Unit 5, Vineyard Haven, MA 02568
  • /17

    $1,200,000

    Sold Oct 28, 2025

    211 Edgartown Vineyard Haven Rd, Tisbury, MA 02568

    • 4 Beds
    • 2 Baths
    • 1,680 Sq Ft
    • Built 1987

    Last Sold Summary

    • 25% Below List Price
    • $714/SF
    • 209 Days On Market

    Last Listing Agent Jim Feiner Feiner Real Estate

    211 Edgartown Vineyard Haven Rd, Tisbury, MA 02568
    • /24

      Est $1,685,003

      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

      Last Listing Agent Doug Burke Signal House Group at Compass

  • /48

    $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

    Peter Cronig Cronigs Real Estate

    398 Main St, Vineyard Haven, MA 02568
  • /9

    $160,000

    Sold Nov 14, 2025

    60 Beach Rd Unit 105, Vineyard Haven, MA 02568

    • 1 Bed
    • 1 Bath
    • 381 Sq Ft
    • Built 1958

    Last Sold Summary

    • $420/SF
    • 0 Days On Market

    Current Estimated Value $165,210

    Last Listing Agent Nantucket CompLINK LINK

    60 Beach Rd Unit 105, Vineyard Haven, MA 02568
    • /34

      Est $1,248,239

      Not Listed For Sale

      160 Bernard Cir, Vineyard Haven, MA 02568

      • 4 Beds
      • 2 Baths
      • 1,606 Sq Ft
      • Built 1977
      160 Bernard Cir, Vineyard Haven, MA 02568

      Last Sold Summary

      • 45 Days On Market

      Last Listing Agent Dawn Bellante-Holand Sandpiper Realty

  • /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
  • /30

    $946,500

    Sold Mar 11, 2026

    22 Clark Ave, Vineyard Haven, MA 02568

    • 3 Beds
    • 1 Bath
    • 1,008 Sq Ft
    • Built 1967

    Last Sold Summary

    • 4% Below List Price
    • $939/SF
    • 82 Days On Market

    Current Estimated Value $1,011,338

    Last Listing Agent Helena Kirschenbaum Studio Realty

    22 Clark Ave, Vineyard Haven, MA 02568
    • /2

      Est $1,318,146

      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

  • /4

    $2,995,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 3,024 Sq Ft

    9 Hagerty Dr, Tisbury, MA 02568

    West Chop Dream Home in the Making! Experience the charm of this brand-new Shingle Style Colonial, currently under construction. Featuring 4 spacious bedrooms, 4 full and one half bath. This thoughtfully designed home offers generous space. Venture outside into your private oasis, complete with an in-ground pool (36' x18') — perfect for sun-soaked afternoons and evening gatherings. Situated in a

    Lisa Gilberto C McManus Realty Group

    9 Hagerty Dr, Tisbury, MA 02568
  • /14

    $775,000

    Sold Aug 06, 2026

    51 Lantern Ln, Vineyard Haven, MA 02568

    • 2 Beds
    • 1 Bath
    • 768 Sq Ft
    • Built 1968

    Last Sold Summary

    • $1,009/SF
    • 14 Days On Market

    Current Estimated Value $780,395

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

    51 Lantern Ln, Vineyard Haven, MA 02568
    • /2

      Est $2,406,852

      Not Listed For Sale

      84 Cuttyhunk Ave, Vineyard Haven, MA 02568

      • 3 Beds
      • 4 Baths
      • 2,396 Sq Ft
      • Built 2001
      84 Cuttyhunk Ave, Vineyard Haven, MA 02568

  • /50

    $1,770,000

    Under Contract
    • 4 Beds
    • 2.5 Baths
    • 2,329 Sq Ft

    37 Old Hedge Row, Vineyard Haven, MA 02568

    Move in ready and easy to show! Just atop a modest knoll sits this well cared for, light filled, privately sited, four bedroom custom home. A six bedroom septic offers further spatial enhancement, or ADU potential with proper Town permitting. Convenient to downtown, public library, shopping, eateries, and ferries, the youthful home has an open floor plan, thoughtful built-ins and attractive

    Sean Federowicz Landmarks at TODAY Real Estate

    37 Old Hedge Row, Vineyard Haven, MA 02568
  • /46

    $1,150,000

    Sold Apr 14, 2026

    185 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568

    • 3 Beds
    • 3 Baths
    • 1,750 Sq Ft
    • Built 1988

    Last Sold Summary

    • 11% Below List Price
    • $657/SF
    • 85 Days On Market

    Current Estimated Value $1,269,041

    Last Listing Agent Candy DaRosa Feiner Real Estate

    185 Sandpiper Ln Unit 12, Vineyard Haven, MA 02568
    • /24

      Est $956,999

      Not Listed For Sale

      19 Speed Andrews Way, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,016 Sq Ft
      • Built 1972
      19 Speed Andrews Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 20 Days On Market

      Last Listing Agent Grace Bishop Compass

  • /54

    $1,150,000

    • 3 Beds
    • 1.5 Baths
    • 1,284 Sq Ft

    41 Renear St, Vineyard Haven, MA 02568

    Some properties you visit, and some properties you experience. Tucked behind mature gardens and a lush natural landscape, 41 Renear Street is a hidden Vineyard treasure — a classic 1927 cottage where timeless character, village convenience, and the beauty of the outdoors come together. Set on a generous .26-acre R10 parcel, this three-bedroom home offers the warmth and craftsmanship of an earlier

    Leslie C. Floyd Portfolio Properties

    41 Renear St, Vineyard Haven, MA 02568
  • /7

    $550,000

    Sold Apr 15, 2026

    124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,356 Sq Ft
    • Built 1953

    Last Sold Summary

    • 8% Below List Price
    • $406/SF
    • 5 Days On Market

    Current Estimated Value $609,509

    Last Listing Agent Emma Kennedy Sandpiper Realty, Inc.

    124 Skiff Ave Unit D-10, Vineyard Haven, MA 02568
    • /54

      Est $5,171,503

      Not Listed For Sale

      14 E Sound Ln, Vineyard Haven, MA 02568

      • 4 Beds
      • 4 Baths
      • 2,470 Sq Ft
      • Built 1978
      14 E Sound Ln, Vineyard Haven, MA 02568

      Last Sold Summary

      • 635 Days On Market

      Last Listing Agent Candy DaRosa Feiner Real Estate

  • /16

    $1,175,000

    $74K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 998 Sq Ft

    299 Daggett Ave Unit A, Vineyard Haven, MA 02568

    This cheerful sun drenched three-bed & one bath home with cathedral ceilings sits on just over an acre of gently rolling land surrounded by mature pines, oaks and ornamental plantings. Inspired by Norwegian architecture, the current owner designed and built this home in 1999 with his wife who was an artist from Norway. It’s located about a mile to town in one direction and the beach in the other.

    Karen Overtoom Karen M. Overtoom R.E.

    299 Daggett Ave Unit A, Vineyard Haven, MA 02568
  • /4

    $1,130,000

    Sold Apr 28, 2026

    202 Lake St, Vineyard Haven, MA 02568

    • 4 Beds
    • 2 Baths
    • 1,414 Sq Ft
    • Built 1988

    Last Sold Summary

    • $799/SF
    • 0 Days On Market

    Current Estimated Value $1,140,150

    Last Listing Agent LINK Email Cache LINK

    202 Lake St, Vineyard Haven, MA 02568
    • /35

      Est $2,026,722

      Not Listed For Sale

      83 William Norton Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 3.5 Baths
      • 1,907 Sq Ft
      • Built 1999
      83 William Norton Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 62 Days On Market

      Last Listing Agent Alexis Holden Tea Lane Associates

  • /28

    $2,290,000

    $205K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,600 Sq Ft

    268 Tashmoo Ave, Vineyard Haven, MA 02568

    Welcome to this meticulously maintained home which features an attractive open kitchen with an island that seats four. The kitchen has a wall of built in appliances and a walk-in pantry for ease of cooking. The kitchen flows into the open dining area and lounge area with a wall of sliding glass doors that lead to the large outdoor entertaining area which features a lounge area and two eating

    Michele Casavant Vineyard Village Realty

    268 Tashmoo Ave, Vineyard Haven, MA 02568
  • /40

    $2,195,000

    Sold Aug 19, 2026

    30 Daggett Ave, Vineyard Haven, MA 02568

    • 4 Beds
    • 2.5 Baths
    • 2,890 Sq Ft
    • Built 1900

    Last Sold Summary

    • $760/SF
    • 7 Days On Market

    Current Estimated Value $2,056,544

    Last Listing Agent Dawn Bellante Sandpiper Realty, Inc.

    30 Daggett Ave, Vineyard Haven, MA 02568
    • /31

      Est $1,764,363

      Not Listed For Sale

      97 Snake Hollow, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,822 Sq Ft
      • Built 1981
      97 Snake Hollow, Vineyard Haven, MA 02568

      Last Sold Summary

      • 6 Days On Market

      Last Listing Agent Idalyn Macchia Gilstad Wallace & Co. Sotheby's

  • /38

    $1,495,000

    Pending
    • 1 Bed
    • 2.5 Baths
    • 1,254 Sq Ft

    20 Union St Unit C, Tisbury, MA 02568

    Welcome to 20 Union Court, Unit C at the Old Stone Bank Condominiums - a unique community in the heart of downtown Vineyard Haven. This two-level condo offers a truly special Vineyard lifestyle. Enter through the inviting porch into an open floor plan filled with character, thoughtful details, and sun-lit rooms that create a warm and welcoming atmosphere throughout. This home features a

    Michele Moore Island Real Estate

    20 Union St Unit C, Tisbury, MA 02568
  • /11

    $585,000

    Sold Feb 05, 2026

    147 Red Buoy Ln Unit 2.1, Tisbury, MA 02568

    • Land
    • 26,462 Sq Ft
    • $962,963 per Acre

    Last Sold Summary

    • 20% Below List Price
    • 276 Days On Market

    Last Listing Agent Idalyn Macchia Gilstad Wallace & Co. Sotheby's

    147 Red Buoy Ln Unit 2.1, Tisbury, MA 02568
    • /41

      Est $1,906,649

      Not Listed For Sale

      93 Hvoslef Way, Vineyard Haven, MA 02568

      • 4 Beds
      • 2.5 Baths
      • 2,044 Sq Ft
      • Built 2007
      93 Hvoslef Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 51 Days On Market

      Last Listing Agent Jennifer O'hanlon Compass

  • /25

    $1,595,000

    $55K PRICE DROP
    • 5 Beds
    • 3 Baths
    • 1,810 Sq Ft

    22 Old Lighthouse Rd, Vineyard Haven, MA 02568

    This spacious 5-bedroom, 3-bathroom home is located in a quiet enclave off Main Street, Vineyard Haven. Just half a mile to the vibrant restaurant and shopping scene in the village, and even closer to the library, Owen Little Beach, and Yacht Club. Thoughtfully designed across three finished levels featuring hardwood floors, a cozy fireplace, and a seamless layout, the home is ideal for

    Jessie Holtham Wallace & Co. Sotheby's International Realty

    22 Old Lighthouse Rd, Vineyard Haven, MA 02568
  • /33

    $1,470,000

    Sold Aug 06, 2026

    150 Cove Rd Unit 10, Vineyard Haven, MA 02568

    • 3 Beds
    • 3 Baths
    • 1,737 Sq Ft
    • Built 1988

    Last Sold Summary

    • 8% Below List Price
    • $846/SF
    • 160 Days On Market

    Current Estimated Value $1,571,652

    Last Listing Agent Michele Moore Island Real Estate

    150 Cove Rd Unit 10, Vineyard Haven, MA 02568

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