20,060

Dukes County, MA Homes

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  • /33

    $950,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,352 Sq Ft

    400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539

    Close to downtown Edgartown, yet far enough away to be in a residential location with a nice yard, this home is a must-see! This is a ranch style home with two bedrooms and two bathrooms, plus an office. Open concept for the living, dining and kitchen area with a slider to the back deck. With a few updates and finishing touches, this could transform into your perfect family home. It is being sold

    Kelly Mercier The Agency

    400 Edgartown-Vineyard Haven Rd, Edgartown, MA 02539
  • /20

    $675,000 Sold Apr 23, 2025

    9 Forest Cir, Oak Bluffs, MA 02557

    • 2 Beds
    • 1.5 Baths
    • 508 Sq Ft
    • Built 1868

    Last Sold Summary

    • $1,329/SF
    • 298 Days On Market

    Current Estimated Value $726,108

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    9 Forest Cir, Oak Bluffs, MA 02557
    • /43

      Est $2,084,914 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

      • 7% 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

    $595,000 Pending

    • Land
    • 0.27 Acre
    • $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
  • /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 $2,933,233

    Last Listing Agent Wendy Harman Compass

    9 Turkeyland Cove Rd, Edgartown, MA 02539
    • /21

      Est $2,242,660 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

      • 12% Above List Price
      • $935/SF
      • 77 Days On Market

      Last Sold Price $2,000,000

      Last Listing Agent Lynn Buder Sandpiper Realty Inc

  • /34

    $3,950,000 Pending

    • 5 Beds
    • 4.5 Baths
    • 3,413 Sq Ft

    124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535

    An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The historic house has been expanded with new additions to create a thoroughly modern residence that nevertheless retains a charm that could not be achieved without technical expertise, attention to

    Mark Jenkins Wallace & Co. Sotheby's International Realty

    124 Old Farm Rd Unit 122, 116, 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 $1,155,011

    Last Listing Agent Neal Stiller Cronigs Real Estate

    10 Nunes Way, Oak Bluffs, MA 02557
    • /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

  • /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
  • /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
    • /29

      Est $1,087,403 Not Listed For Sale

      129 Lagoon Ave, Vineyard Haven, MA 02568

      • 3 Beds
      • 1.5 Baths
      • 1,152 Sq Ft
      • Built 1983
      129 Lagoon Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 9% Above List Price
      • $864/SF
      • 12 Days On Market

      Last Sold Price $995,000

      Last Listing Agent Hope O'Brien Compass Massachusetts, LLC

  • /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
  • /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 $1,642,650

    Last Listing Agent Stephanie Roache Donnelly + Co.

    234 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    • /41

      Est $2,201,058 Not Listed For Sale

      70 Marthas Rd, Edgartown, MA 02539

      • 3 Beds
      • 2.5 Baths
      • 1,875 Sq Ft
      • Built 2000
      70 Marthas Rd, Edgartown, MA 02539

      Last Sold Summary

      • 2% Below List Price
      • $1,200/SF
      • 3 Days On Market

      Last Sold Price $2,250,000

      Last Listing Agent Melanie Prescott Compass

  • /36

    $3,950,000 Under Contract

    • 5 Beds
    • 4 Baths
    • 3,413 Sq Ft

    122 Old Farm Rd, Chilmark, MA 02535

    An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The historic house has been expanded with new additions to create a thoroughly modern residence that nevertheless retains a charm that could not be achieved without technical expertise, attention to

    Mark Jenkins Wallace & Co. Sotheby's

    122 Old Farm Rd, Chilmark, MA 02535
  • /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
    • /24

      Est $1,419,450 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

      • 25% Above List Price
      • $434/SF
      • 78 Days On Market

      Last Sold Price $1,140,000

      Last Listing Agent Doug Burke Cronigs Real Estate

  • /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
  • /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
    • /34

      Est $1,829,326 Not Listed For Sale

      21 Llewellyn Way, Edgartown, MA 02539

      • 2 Beds
      • 2 Baths
      • 1,450 Sq Ft
      • Built 1988
      21 Llewellyn Way, Edgartown, MA 02539

      Last Sold Summary

      • 31% Above List Price
      • $965/SF
      • 31 Days On Market

      Last Sold Price $1,399,000

      Last Listing Agent Joe & Nicole Holland Vineyard Dream Realty LLC

  • /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
  • /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 $1,927,652

    Last Listing Agent Lynn Buder Sandpiper Realty Inc

    1 Rowland Ave, Oak Bluffs, MA 02557
    • /23

      Est $1,328,333 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

      • 24% Above List Price
      • $517/SF
      • 225 Days On Market

      Last Sold Price $1,075,000

      Last Listing Agent Kristin Buck Donnelly + Co.

  • /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
  • /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 $986,290

    Last Listing Agent Katherine Donahue Sandpiper Realty Inc

    249 County Rd, Oak Bluffs, MA 02557
    • /16

      Est $1,831,731 Not Listed For Sale

      8 Marsh Hawk Cir, Edgartown, MA 02539

      • 5 Beds
      • 2 Baths
      • 1,632 Sq Ft
      • Built 1980
      8 Marsh Hawk Cir, Edgartown, MA 02539

      Last Sold Summary

      • 5% Above List Price
      • $1,072/SF
      • 27 Days On Market

      Last Sold Price $1,750,000

      Last Listing Agent Emma Kennedy Sandpiper Realty

  • /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
  • /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
    • /43

      Not Listed For Sale

      39 Sarita Walker Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3.5 Baths
      • 2,674 Sq Ft
      • Built 1830
      39 Sarita Walker Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • $1,370/SF
      • 306 Days On Market

      Last Sold Price $3,662,500

      Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's International 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
  • /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 $1,280,993

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

    344 Greenwood Ave, Vineyard Haven, MA 02568
    • /13

      Est $4,050,698 Not Listed For Sale

      144 Pond View Farm Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,300 Sq Ft
      • Built 1996
      144 Pond View Farm Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 8% Below List Price
      • $3,385/SF
      • 104 Days On Market

      Last Sold Price $4,400,000

      Last Listing Agent Brenda Codding Up Island Realty

  • /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
  • /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 $3,533,685

    Last Listing Agent Michele Casavant Vineyard Village Realty

    20 Mill Hill Rd, Edgartown, MA 02539
    • /42

      Est $1,859,734 Not Listed For Sale

      44 Music St, Vineyard Haven, MA 02568

      • 4 Beds
      • 5 Baths
      • 2,172 Sq Ft
      • Built 1984
      44 Music St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 2% Below List Price
      • $875/SF
      • 66 Days On Market

      Last Sold Price $1,900,000

      Last Listing Agent Jill Napior Tea Lane Associates

  • /26

    $1,395,000

    • 3 Beds
    • 1 Bath
    • 1,066 Sq Ft

    17 Chapman Ln, Edgartown, MA 02539

    OPPORTUNITY KNOCKS: Located within close proximity to Edgartown Village shops, restaurants, parks, and everyday conveniences, this fixer upper offers the rare chance to renovate in a location that truly shines. This property is full of potential for buyers, investors, or renovators looking to create something special. Bring your vision and transform this property into your signature retreat,

    Wendy Harman Compass | Point B

    17 Chapman Ln, 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 $1,876,357

    Last Listing Agent Tina Miller Donnelly + Co.

    56 Bridle Path Rd, Vineyard Haven, MA 02568
    • /23

      Est $1,947,976 Not Listed For Sale

      50 Campbell Rd, Vineyard Haven, MA 02568

      • 2 Beds
      • 2 Baths
      • 1,370 Sq Ft
      • Built 1994
      50 Campbell Rd, Vineyard Haven, MA 02568

      Last Sold Summary

      • 3% Below List Price
      • $1,460/SF
      • 16 Days On Market

      Last Sold Price $2,000,000

      Last Listing Agent Julianna Flanders Flanders Real Estate

  • /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

Showing Results 441 - 480, Page 12 of 18

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