19,880

Martha's Vineyard, MA Homes

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  • /10

    $350,000

    • Land
    • 0 Acre

    0 Moshup Trail Unit 32500206, Aquinnah, MA 02535

    Enjoy coveted access to one of Martha's Vineyard's most stunning sandy beaches, located just off Moshup Trail in Aquinnah. This secluded beach is shared with only seven other members, ensuring a peaceful and private coastal experience. Located near Aquinnah's iconic ''Painted House,'' the property includes use of a private gated parking area and a picturesque stretch of shoreline perfect for

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    0 Moshup Trail Unit 32500206, Aquinnah, MA 02535
  • /25

    $917,500 Sold Mar 10, 2025

    40 Hidden Cove Rd, Edgartown, MA 02539

    • 3 Beds
    • 2.5 Baths
    • 1,898 Sq Ft
    • Built 1983

    Last Sold Summary

    • 13% Below List Price
    • $483/SF
    • 139 Days On Market

    Last Listing Agent Stephanie Roache Donnelly + Co.

    40 Hidden Cove Rd, Edgartown, MA 02539
    • /33

      Est $1,890,916 Not Listed For Sale

      163 Charles Neck Way, Vineyard Haven, MA 02568

      • 5 Beds
      • 3.5 Baths
      • 2,508 Sq Ft
      • Built 1986
      163 Charles Neck Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 16% Above List Price
      • $652/SF
      • 90 Days On Market

      Last Sold Price $1,635,000

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

  • /4

    $474,000

    • Land
    • 0.55 Acre
    • $861,818 per Acre

    11 Boylston Dr Unit 1.314, Edgartown, MA 02539

    A picturesque half-acre lot in the desirable Edgartown neighborhood, perfect for building your Martha's Vineyard home. Bordered by more than 175 acres of pristine conservation land, this property offers peaceful surroundings with easy access to the island’s top attractions, including stunning beaches, scenic trails, vast state forests, and public transportation. In accordance with recent

    Alyssa Halisky Wallace & Co. Sotheby's

    11 Boylston Dr Unit 1.314, Edgartown, MA 02539
  • /5

    $2,995,000 Sold Sep 04, 2025

    9 Turkeyland Cove Rd, Edgartown, MA 02539

    • Land
    • 3.01 Acres
    • $995,017 per Acre

    Last Sold Summary

    • 2 Days On Market

    Current Estimated Value $3,063,732

    Last Listing Agent Wendy Harman Compass

    9 Turkeyland Cove Rd, Edgartown, MA 02539
    • /30

      Est $2,804,561 Not Listed For Sale

      23 Alex Way, Vineyard Haven, MA 02568

      • 3 Beds
      • 5 Baths
      • 2,926 Sq Ft
      • Built 2004
      23 Alex Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 1% Above List Price
      • $945/SF
      • 109 Days On Market

      Last Sold Price $2,765,000

      Last Listing Agent Elissa Lash Tea Lane Associates

  • /49

    $6,490,000 Pending

    • 6 Beds
    • 8 Baths
    • 5,660 Sq Ft

    60 Meetinghouse Rd, Chilmark, MA 02535

    This spectacular and bright modern american farmhouse is perfectly sited to capture the varied scenic beauty that surrounds the farm. Built in 2021 with great attention to detail and materials, this home was created around gatherings and community with ample space for the extended family. The land has been lovingly curated into a place which can grow, generate and support those who want to have

    Jim Feiner Feiner Real Estate

    60 Meetinghouse Rd, Chilmark, MA 02535
  • /32

    $1,100,000 Sold May 01, 2025

    10 Nunes Way, Oak Bluffs, MA 02557

    • 2 Beds
    • 3.5 Baths
    • 1,680 Sq Ft
    • Built 2003

    Last Sold Summary

    • 14% Below List Price
    • $655/SF
    • 172 Days On Market

    Current Estimated Value $1,202,298

    Last Listing Agent Neal Stiller Cronigs Real Estate

    10 Nunes Way, Oak Bluffs, MA 02557
    • /25

      Not Listed For Sale

      7 Curtis Ln, Edgartown, MA 02539

      • 4 Beds
      • 2 Baths
      • 1,826 Sq Ft
      • Built 1940
      7 Curtis Ln, Edgartown, MA 02539

      Last Sold Summary

      • $964/SF
      • 44 Days On Market

      Last Sold Price $1,760,000

      Last Listing Agent Jim Joyce Carroll & Vincent R.E.

  • /37

    $1,499,000 Pending

    • 3 Beds
    • 2.5 Baths
    • 2,232 Sq Ft

    25 Boylston Dr, Edgartown, MA 02539

    CUSTOM BUILT EXPANDED CAPE IN A QUIET EDGARTOWN NEIGHBORHOOD. Set on 1⁄2 acre, this pristine and meticulously maintained home has quality features throughout, including beautiful wide pine floors and top-quality appliances. Enter into this charming home to the first-floor open living space that includes a living room, dining area both with custom built-ins and a large kitchen with premium quartz

    Patricia Lyman Compass

    25 Boylston Dr, Edgartown, MA 02539
  • /7

    $2,995,000 Sold Sep 04, 2025

    9 Turkeyland Cove Rd Unit 10.31430, Edgartown, MA 02539

    • Land
    • 3.01 Acres
    • $995,017 per Acre

    Last Sold Summary

    • 9% Below List Price
    • 389 Days On Market

    Last Listing Agent Wendy Harman Compass | Point B

    9 Turkeyland Cove Rd Unit 10.31430, Edgartown, MA 02539
    • /20

      Est $1,315,457 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

      • 3% Below List Price
      • $780/SF
      • 18 Days On Market

      Last Sold Price $1,350,000

      Last Listing Agent Michele Casavant Vineyard Village Realty

  • /42

    $3,299,000

    • 3 Beds
    • 3.5 Baths
    • 3,082 Sq Ft

    53 Stoney Hill Rd, Vineyard Haven, MA 02568

    This custom-built residence is nestled in one of Martha’s Vineyard’s most coveted up-island towns. At the heart of the home lies a professionally designed chef’s kitchen, featuring bespoke cabinetry, honed Carrara marble countertops, Wolf stove and wall oven, Sub-Zero refrigerator, Miele dishwasher, Kohler farmhouse sink, and Rohl satin nickel gooseneck faucet. A custom bar is appointed with

    Jennifer B. DaSilva Compass

    53 Stoney Hill Rd, Vineyard Haven, MA 02568
  • /38

    $1,850,000 Sold Sep 09, 2025

    234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

    • 3 Beds
    • 2.5 Baths
    • 1,918 Sq Ft
    • Built 1988

    Last Sold Summary

    • 2% Below List Price
    • $965/SF
    • 60 Days On Market

    Current Estimated Value $1,692,114

    Last Listing Agent Stephanie Roache Donnelly + Co.

    234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    • /2

      Est $2,200,128 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

      Last Sold Summary

      • $673/SF
      • 76 Days On Market

      Last Sold Price $2,200,000

      Last Listing Agent Emma Kennedy Sandpiper Realty Inc

  • /45

    $6,395,000

    • 6 Beds
    • 5.5 Baths
    • 7,000 Sq Ft

    400 Barnes Rd, Vineyard Haven, MA 02568

    Experience the quiet elegance of this rare Asian-inspired contemporary estate set on 2.42 acres in a prime Oak Bluffs location. Tucked behind a long private drive and surrounded by 234 acres of Southern Woodlands conservation land offering biking and hiking, this expansive property offers unparalleled privacy just minutes from Featherstone Center for the Arts, Farm Neck Golf Club and the island’s

    Jennifer DaSilva Compass | Point B

    400 Barnes Rd, Vineyard Haven, 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 $1,866,387

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

    32 Flamingo Dr, Edgartown, MA 02539
    • /31

      Est $1,491,638 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

      • 49% Above List Price
      • $377/SF
      • 0 Days On Market

      Last Sold Price $1,000,000

      Last Listing Agent LINK Email Cache LINK

  • /24

    $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
  • /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 $6,215,792

    Last Listing Agent Jen O'Hanlon Compass | The O'Hanlon Group

    79 Rachels Way, Vineyard Haven, MA 02568
    • /50

      Not Listed For Sale

      29 Llewellyn Way, Edgartown, MA 02539

      • 5 Beds
      • 6 Baths
      • 5,195 Sq Ft
      • Built 2001
      29 Llewellyn Way, Edgartown, MA 02539

      Last Sold Summary

      • $877/SF
      • 81 Days On Market

      Last Sold Price $4,555,000

      Last Listing Agent Stephanie Roache Donnelly + Co

  • /20

    $1,650,000

    • 2 Beds
    • 1 Bath
    • 716 Sq Ft

    46 Tiercel Ln, Chilmark, MA 02535

    Nestled on a serene 3.32-acre parcel between North Road and Tabor House in Chilmark, this property blends privacy, charm, and great potential. A sweet 2 bedroom guest house—beautifully maintained and offering excellent rental income—sits amid rolling stone walls and mature trees, creating a peaceful woodland setting.Recent updates include a new roof, siding, and HVAC system, ensuring

    Stacy Ickes Donnelly + Co

    46 Tiercel Ln, Chilmark, MA 02535
  • /35

    $2,025,000 Sold Sep 30, 2025

    1 Rowland Ave, Oak Bluffs, MA 02557

    • 6 Beds
    • 3 Baths
    • 3,009 Sq Ft
    • Built 1853

    Last Sold Summary

    • 7% Above List Price
    • $673/SF
    • 5 Days On Market

    Current Estimated Value $1,935,307

    Last Listing Agent Lynn Buder Sandpiper Realty Inc

    1 Rowland Ave, Oak Bluffs, MA 02557
    • /49

      Not Listed For Sale

      27 Pierce Ln, Edgartown, MA 02539

      • 6 Beds
      • 4.5 Baths
      • 3,910 Sq Ft
      • Built 1839
      27 Pierce Ln, Edgartown, MA 02539

      Last Sold Summary

      • $1,995/SF
      • 174 Days On Market

      Last Sold Price $7,800,000

      Last Listing Agent Paul Pertile The Agency

  • /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
  • /18

    $980,000 Sold Aug 11, 2025

    249 County Rd, Oak Bluffs, MA 02557

    • 1 Bed
    • 2 Baths
    • 1,401 Sq Ft
    • Built 2005

    Last Sold Summary

    • 7% Below List Price
    • $700/SF
    • 64 Days On Market

    Current Estimated Value $1,032,823

    Last Listing Agent Katherine Donahue Sandpiper Realty Inc

    249 County Rd, Oak Bluffs, MA 02557
    • /34

      Est $8,028,889 Not Listed For Sale

      93 Edgartown Bay Rd, Edgartown, MA 02539

      • 4 Beds
      • 4.5 Baths
      • 3,596 Sq Ft
      • Built 1978
      93 Edgartown Bay Rd, Edgartown, MA 02539

      Last Sold Summary

      • 3% Below List Price
      • $2,294/SF
      • 95 Days On Market

      Last Sold Price $8,250,000

      Last Listing Agent Jarrett Hurwitz Keller Williams Realty

  • /38

    $1,350,000

    • 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 Williams Realty

    116 Franklin Terrace, Vineyard Haven, 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
    • /15

      Est $1,040,038 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

      • 12% Above List Price
      • $803/SF
      • 30 Days On Market

      Last Sold Price $925,000

      Last Listing Agent Roy Cutrer LAER Realty Partners

  • /49

    $1,750,000 Under Contract

    • 5 Beds
    • 5.5 Baths
    • 4,334 Sq Ft

    39 Iron Hill Rd, Oak Bluffs, MA 02557

    Welcome to 39 Iron Hill Rd, Oak Bluffs (Martha’s Vineyard)—a private multifamily colonial within Iron Hill Farm, near Island Alpaca, Island Grown Initiative, miles of trails, and access to Duarte’s Pond, with convenient proximity to Vineyard Haven and Oak Bluffs beaches and amenities. The 4,334± sq. ft. property offers 5 BR / 5.5 BA in total. Main residence (4BR/4.5BA) features two ensuite

    Lisa Da Silva Compass | Point B

    39 Iron Hill Rd, Oak Bluffs, MA 02557
  • /6

    $4,200,000 Sold May 09, 2025

    20 Mill Hill Rd, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 3,600 Sq Ft
    • Built 2024

    Last Sold Summary

    • $1,167/SF
    • 11 Days On Market

    Current Estimated Value $3,816,017

    Last Listing Agent Michele Casavant Vineyard Village Realty

    20 Mill Hill Rd, Edgartown, MA 02539
    • /43

      Est $2,101,622 Not Listed For Sale

      21 Brushy Ln, Edgartown, MA 02539

      • 4 Beds
      • 2.5 Baths
      • 1,668 Sq Ft
      • Built 1984
      21 Brushy Ln, Edgartown, MA 02539

      Last Sold Summary

      • 8% Above List Price
      • $1,169/SF
      • 12 Days On Market

      Last Sold Price $1,950,000

      Last Listing Agent Jayne Isford Ocean Park Realty Inc

  • /2

    $3,000,000 Pending

    • Land
    • 5 Acres
    • $600,000 per Acre

    15 & 27 Pennywise Path Unit 33, Edgartown, MA 02539

    PRIME 5-ACRE LOT - R20 ZONE EDGARTOWN Introducing a rare opportunity to own a piece of the island (currently two parcels) close to all Edgartown has to offer. This spectacular level lot is situated along Edgartown Road and provides the perfect setting to create a private retreat or a potential subdivision. The property borders the Triangle area of Edgartown, with ease of access to public

    John O'Connell Portfolio Properties

    15 & 27 Pennywise Path Unit 33, Edgartown, MA 02539
  • /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 $1,868,051

    Last Listing Agent Tina Miller Donnelly + Co.

    56 Bridle Path Rd, Vineyard Haven, MA 02568
    • /21

      Est $2,304,201 Not Listed For Sale

      5 Marsh Hawk Cir, Edgartown, MA 02539

      • 3 Beds
      • 2.5 Baths
      • 2,139 Sq Ft
      • Built 1983
      5 Marsh Hawk Cir, Edgartown, MA 02539

      Last Sold Summary

      • 15% Above List Price
      • $935/SF
      • 77 Days On Market

      Last Sold Price $2,000,000

      Last Listing Agent Lynn Buder Sandpiper Realty Inc

  • /51

    $9,403,000

    • 6 Beds
    • 7 Baths
    • 6,135 Sq Ft

    52 S Summer St, Edgartown, MA 02539

    The historic Captain Ellsworth West House is a landmark property in the very heart of downtown Edgartown, offering an extraordinary combination of history, charm, and modern luxury. Just steps from Edgartown’s celebrated restaurants, galleries, shops, and harbor, this rare estate provides both the convenience of in-town living and the privacy of a graciously designed compound. The main residence

    Alyssa Halisky Wallace & Co. Sotheby's

    52 S Summer St, Edgartown, MA 02539
  • /42

    $2,900,000 Sold Jul 03, 2025

    67 Hidden Village Rd, Vineyard Haven, MA 02568

    • 7 Beds
    • 5.5 Baths
    • 4,476 Sq Ft
    • Built 1997

    Last Sold Summary

    • 24% Below List Price
    • $648/SF
    • 347 Days On Market

    Last Listing Agent Stephanie Roache Donnelly + Co.

    67 Hidden Village Rd, Vineyard Haven, MA 02568
    • /34

      Not Listed For Sale

      391 Middle Rd, Chilmark, MA 02535

      • 6 Beds
      • 4.5 Baths
      • 3,859 Sq Ft
      • Built 1941
      391 Middle Rd, Chilmark, MA 02535

      Last Sold Summary

      • $1,581/SF
      • 38 Days On Market

      Last Sold Price $6,100,000

      Last Listing Agent Jill Napior Tea Lane Associates

  • /20

    $1,300,000 Pending

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

    344 Greenwood Ave, Vineyard Haven, MA 02568

    This move-in ready four-bedroom, being offered fully furnished, delivers effortless living, simply bring your swimsuit and settle in. Featuring an open and inviting layout, the living space seamlessly extends to the large deck and heated pool, perfect for relaxing or entertaining. Conveniently located just one mile from the shops and restaurants of downtown Vineyard Haven and less than two miles

    Katie Donahue Sandpiper Realty

    344 Greenwood Ave, Vineyard Haven, MA 02568

Showing Results 441 - 480, Page 12 of 18

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