11,335

Vineyard Haven, MA Homes

Section Image
  • /20

    $640,000

    • 1 Bed
    • 1 Bath
    • 354 Sq Ft

    2 Lincoln Ave, Oak Bluffs, MA 02568

    Nestled in the heart of the historic Martha’s Vineyard Camp Meeting Association, this beautifully updated suite cottage offers the rare opportunity for year-round living in Oak Bluffs’ campground community. Fully renovated in 2023, including kitchen, bath, floors and winterization, the home seamlessly blends classic Vineyard charm with modern comfort — featuring upgraded systems and finishes that

    Stacy Ickes Donnelly + Co

    2 Lincoln Ave, Oak Bluffs, MA 02568
  • /29

    $1,075,000 Sold Feb 26, 2026

    34 Pine Ln, Vineyard Haven, MA 02568

    • 3 Beds
    • 2 Baths
    • 1,120 Sq Ft
    • Built 1984

    Last Sold Summary

    • 14% Below List Price
    • $960/SF
    • 93 Days On Market

    Current Estimated Value $1,240,755

    Last Listing Agent Candy DaRosa Feiner Real Estate

    34 Pine Ln, Vineyard Haven, MA 02568
    • /31

      Est $1,424,800 Not Listed For Sale

      99 Summer St, Vineyard Haven, MA 02568

      • 6 Beds
      • 4 Baths
      • 2,655 Sq Ft
      • Built 1985
      99 Summer St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 42% Above List Price
      • $377/SF
      • 0 Days On Market
      • Last Sold Price $1,000,000
      • Jun 02, 2023

      Last Listing Agent LINK Email Cache LINK

  • /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
  • /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 $1,783,456

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

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

      • $762/SF
      • 279 Days On Market
      • Last Sold Price $2,860,000
      • Mar 10, 2025

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

  • /21

    $895,000 Pending

    • 3 Beds
    • 1 Bath
    • 931 Sq Ft

    22 Montgomery Square, Oak Bluffs, MA 02557

    Located in the heart of Wesleyan Grove within the historic Martha’s Vineyard Camp Meeting Association, this enchanting year-round Victorian cottage captures the timeless charm and vibrant spirit of Oak Bluffs living. Just steps from lively Circuit Avenue, picturesque Oak Bluffs Harbor, and sandy beaches, the location offers the very best of in-town convenience and coastal beauty.This

    Marilyn Moses Ocean Park Realty Inc

    22 Montgomery Square, 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
    • /15

      Est $1,046,608 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

      • 13% Above List Price
      • $803/SF
      • 30 Days On Market
      • Last Sold Price $925,000
      • May 14, 2024

      Last Listing Agent Roy Cutrer LAER Realty Partners

  • /15

    $1,495,000

    • 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
  • /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 $1,526,634

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

    60 Windsor Dr, Edgartown, MA 02539
    • /24

      Est $1,480,179 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

      • 30% Above List Price
      • $434/SF
      • 78 Days On Market
      • Last Sold Price $1,140,000
      • Sep 23, 2024

      Last Listing Agent Doug Burke Signal House Group at Compass

  • /33

    $1,575,000

    • 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
  • /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
    • /2

      Est $1,326,657 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

      Last Sold Summary

      • 23% Below List Price
      • $517/SF
      • Last Sold Price $1,075,000

      Last Listing Agent Kristin Buck Donnelly + Co

  • /29

    $3,990,000 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
  • /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 $1,166,674

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

    1 Jessie Leigh Mitchell Way, Oak Bluffs, MA 02557
    • /28

      Est $1,315,042 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

      • 17% Above List Price
      • $732/SF
      • 19 Days On Market
      • Last Sold Price $1,125,000
      • Nov 15, 2023

      Last Listing Agent Joanna Fairchild eXp Realty

  • /15

    $1,495,000 Pending

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

    140 Midland Ave, Tisbury, MA 02568

    MULTI-FAMILY HOME- 4 Unit apartments, centrally located. The property features 4- 1-bedroom / 1-bath apartments. Situated on a generous 9,600 sqft. lot with off-street parking, a garage, and a yard with mature plantings. Recent upgrades include a new Nitro septic/wastewater system (2023), roof (2021), solar panels (2022), windows (2013), and hot water heaters (2024)

    Tina Miller Donnelly + Co

    140 Midland Ave, Tisbury, 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 $1,064,756

    Last Listing Agent Stephanie Roache Donnelly + Co.

    18 Windsor Dr, Edgartown, MA 02539
    • /37

      Est $1,245,475 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

      • 12% Above List Price
      • $847/SF
      • 32 Days On Market
      • Last Sold Price $1,115,000
      • Nov 07, 2024

      Last Listing Agent Chelsea Brennan Lamacchia Realty, Inc.

  • /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 $1,972,750

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

    32 Flamingo Dr, Edgartown, MA 02539
    • /49

      Est $1,893,502 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

      • 8% Above List Price
      • $687/SF
      • 186 Days On Market
      • Last Sold Price $1,750,000
      • Jan 31, 2025

      Last Listing Agent Kelly Mercier The Agency

  • /20

    $1,075,000

    • 3 Beds
    • 1.5 Baths
    • 1,487 Sq Ft

    12 Wheelhouse Way, Oak Bluffs, MA 02557

    Charming, custom-built, 3-bedroom, 1.5-bath Oak Bluffs home on a quiet circle, offering a peaceful setting with convenient access to down-island attractions, year-round ferries, and miles of ancient way trails through acres of conservation land. Well-maintained with many decorative details, features include a large primary bedroom, a convenient first-floor bedroom, and an open kitchen dining area

    Dawn Bellante Sandpiper Realty, Inc.

    12 Wheelhouse Way, Oak Bluffs, MA 02557
  • /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 $2,299,957

    Last Listing Agent Wendy Harman Compass | Point B

    28 Pine Tree Ln, Vineyard Haven, MA 02568
    • /22

      Est $1,216,965 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

      • 9% Above List Price
      • $867/SF
      • 212 Days On Market
      • Last Sold Price $1,115,000
      • Mar 14, 2025

      Last Listing Agent Stephanie Roache Donnelly + Co

  • /2

    $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
  • /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 $6,012,160

    Last Listing Agent Jennifer O'hanlon Compass LLC

    79 Rachels Way, Vineyard Haven, MA 02568
    • /26

      Est $1,539,676 Not Listed For Sale

      33 Hidden Village Rd, Vineyard Haven, MA 02568

      • 5 Beds
      • 2.5 Baths
      • 1,968 Sq Ft
      • Built 1980
      33 Hidden Village Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 16% Above List Price
      • $673/SF
      • 73 Days On Market
      • Last Sold Price $1,325,000
      • Oct 31, 2023

      Last Listing Agent Elissa Lash Tea Lane Associates

  • /2

    $799,000

    • Land
    • 39,996 Sq Ft
    • $870,181 per Acre

    22 Bramble Path Unit 214, West Tisbury, MA 02568

    Flat building lot centrally located in West Tisbury. A perc test has been completed which supports a four bedroom Title Five septic system. It is the Buyers responsibility to install utilities, well and septic.

    Michele Casavant Vineyard Village Realty

    22 Bramble Path Unit 214, West Tisbury, 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 $692,049

    Last Listing Agent Kathleen Dawson Donnelly + Co.

    10 Putnam Way, Vineyard Haven, MA 02568
    • /30

      Est $2,447,019 Not Listed For Sale

      41 Hidden Village Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 3 Baths
      • 2,540 Sq Ft
      • Built 1981
      41 Hidden Village Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 2% Above List Price
      • $945/SF
      • 335 Days On Market
      • Last Sold Price $2,400,000
      • Apr 30, 2024

      Last Listing Agent Rebecca V Conroy Conroy & Company R.E., Inc.

  • /4

    $2,995,000

    • 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
  • /2

    $1,500,000 Sold Aug 13, 2025

    82 Christiantown Rd Unit R, West Tisbury, MA 02575

    • Land
    • 7.42 Acres
    • $202,156 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    82 Christiantown Rd Unit R, West Tisbury, MA 02575
    • /45

      Est $1,215,159 Not Listed For Sale

      5 Rock Pond Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,618 Sq Ft
      • Built 1999
      5 Rock Pond Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 23% Above List Price
      • $612/SF
      • 145 Days On Market
      • Last Sold Price $990,000
      • Feb 19, 2025

      Last Listing Agent Kerry Quinlan-Potter Breakwater MV

  • /2

    $595,000 Pending

    • Land
    • 11,630 Sq Ft
    • $2,228,464 per Acre

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

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

    Ed Charter Arrowhead Homes

    5 Temahigan Ave Unit 4-139-0, Oak Bluffs, MA 02568
  • /20

    $1,225,000 Sold Mar 16, 2026

    344 Greenwood Ave, Vineyard Haven, MA 02568

    • 4 Beds
    • 2 Baths
    • 1,566 Sq Ft
    • Built 1981

    Last Sold Summary

    • 6% Below List Price
    • $782/SF
    • 75 Days On Market

    Current Estimated Value $1,276,165

    Last Listing Agent Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    344 Greenwood Ave, Vineyard Haven, MA 02568
    • /30

      Est $1,568,627 Not Listed For Sale

      12 Lily Farm Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,560 Sq Ft
      • Built 1991
      12 Lily Farm Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 3% Below List Price
      • $1,042/SF
      • 198 Days On Market
      • Last Sold Price $1,625,000
      • Jul 03, 2023

      Last Listing Agent Richard Rooney Rooney & Company

  • /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

Showing Results 201 - 240, Page 6 of 18

How to Buy a Home How to Finance a Home How to Sell a Home