20,059

Dukes County, MA Homes

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  • /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
  • /2

    $60,000 Sold Jul 01, 2025

    0 North Rd Unit 40 43533, Aquinnah, MA 02535

    • Land
    • 0 Acre

    Last Sold Summary

    Last Listing Agent Mark Jenkins Wallace & Co. Sotheby's

    0 North Rd Unit 40 43533, Aquinnah, MA 02535
    • /22

      Est $1,145,896 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,025 Sq Ft

      10 Saddle Club Rd, Edgartown, MA 02539

      10 Saddle Club Rd, Edgartown, MA 02539
  • /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
  • /37

    $2,100,000 Sold Aug 27, 2025

    42 Daggett Ave, Vineyard Haven, MA 02568

    • 3 Beds
    • 3.5 Baths
    • 3,310 Sq Ft
    • Built 2009

    Last Sold Summary

    • 4% Below List Price
    • $634/SF
    • 60 Days On Market

    Current Estimated Value $2,292,705

    Last Listing Agent Rene Jackson Island Real Estate

    42 Daggett Ave, Vineyard Haven, MA 02568
    • /32

      Est $1,183,782 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,429 Sq Ft

      10 Elm St, Vineyard Haven, MA 02568

      10 Elm St, Vineyard Haven, MA 02568
  • /35

    $1,870,000 Pending

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

    32 Flamingo Dr, Edgartown, MA 02539

    This well-maintained country farmhouse is centrally located and is situated on just over one acre of land. A circular driveway welcomes you to the home with plenty of parking. There is a garden storage shed, irrigation system, playground, fire pit with outdoor seating, and wraparound covered porch. The rear entry door from the kitchen leads to the outdoor shower and spacious sunny deck. The first

    Skip Dostal Martha's Vineyard R.E.

    32 Flamingo Dr, Edgartown, MA 02539
  • /2

    $3,772,500 Sold May 29, 2025

    3 Tennis Ln, Chilmark, MA 02535

    • 4 Beds
    • 4.5 Baths
    • 3,234 Sq Ft
    • Built 1999

    Last Sold Summary

    • 3% Below List Price
    • $1,167/SF
    • 0 Days On Market

    Last Listing Agent Candy DaRosa Feiner Real Estate

    3 Tennis Ln, Chilmark, MA 02535
    • /47

      Est $2,020,593 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 2,417 Sq Ft

      16 Fishermans Knot Rd, Edgartown, MA 02539

      16 Fishermans Knot Rd, Edgartown, MA 02539
  • /61

    $2,250,000

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

    28 Pine Tree Ln, Vineyard Haven, MA 02568

    Enjoy beach-close living—just 0.2 miles to the shore—in sought-after West Chop. This welcoming 5BR/3.5BA colonial blends classic Vineyard character with modern comforts, including central air, an updated kitchen, and three fireplaces. Approximately 3,152± sq ft (expanded from 2,632± with a 520± sq ft finished space over the garage) offers flexible, easy flow to a large fenced backyard with a

    Lisa Da Silva Compass | Point B

    28 Pine Tree Ln, Vineyard Haven, MA 02568
  • /9

    $1,500,000 Sold Oct 20, 2025

    49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535

    • Land
    • 3.9 Acres
    • $384,615 per Acre

    Last Sold Summary

    Last Listing Agent Mark Jenkins Wallace & Co. Sotheby's

    49 Cobbs Hill Rd Unit 24.3, Chilmark, MA 02535
    • /30

      Est $1,359,953 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,464 Sq Ft

      88 Hopps Farm Rd, Vineyard Haven, MA 02568

      88 Hopps Farm Rd, Vineyard Haven, MA 02568
  • /8

    $3,495,000

    • Land
    • 11.39 Acres
    • $306,848 per Acre

    0 Pocha Road Extension Unit 1.1,1.2 43325, Edgartown, MA 02539

    CHAPPAQUIDDICK - Dynamic views of Poucha Pond, barrier dunes, and the waters of the Atlantic are enjoyed from this 11+ acre building lot. The close to 1⁄2 mile of private pond frontage provides easy access for swimming, kayaking, paddle boarding, and everything in between. Sheltered amongst 200 acres of conservation land, enjoy and explore the wonders of the natural habitat right in your

    Katie Donahue Sandpiper Realty

    0 Pocha Road Extension Unit 1.1,1.2 43325, Edgartown, MA 02539
  • /12

    $686,000 Sold Jul 23, 2025

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

    • 2 Beds
    • 1 Bath
    • 725 Sq Ft
    • Built 1953

    Last Sold Summary

    • $946/SF
    • 31 Days On Market

    Current Estimated Value $664,964

    Last Listing Agent Carleen Cordwell Anchor Realty of Martha's Vineyard

    124 Skiff Ave Unit A-10, Vineyard Haven, MA 02568
    • /22

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,250 Sq Ft

      33 Summer St, Vineyard Haven, MA 02568

      33 Summer St, Vineyard Haven, MA 02568
  • /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
  • /2

    $750,000 Sold Mar 12, 2025

    6 Lauras Way, Edgartown, MA 02539

    • Land
    • 1.01 Acres
    • $742,574 per Acre

    Last Sold Summary

    • 21% Below List Price
    • 235 Days On Market

    Last Listing Agent Bob Sparks American Real Estate LLC

    6 Lauras Way, Edgartown, MA 02539
    • /44

      Est $5,261,919 Not Listed For Sale

      • 6 Beds
      • 7 Baths
      • 5,034 Sq Ft

      59 Hagerty Dr, Vineyard Haven, MA 02568

      59 Hagerty Dr, Vineyard Haven, MA 02568
  • /6

    $4,800,000

    • 4 Beds
    • 4.5 Baths
    • 3,816 Sq Ft

    7 Marthas Rd, Edgartown, MA 02539

    Welcome to this coastal chic farmhouse set in the heart of Katama, a few blocks from the Field Club, close to SOUTH BEACH and close to Edgartown Village. To be built is a four bedroom en-suite home with a heated saltwater POOL. This home sits upon a flat, beautiful parcel of land with mature trees. The facade of the home offers an inviting covered porch with free standing columns, a granite entry

    Michele Casavant Vineyard Village Realty

    7 Marthas Rd, Edgartown, MA 02539
  • /27

    $1,475,000 Sold Oct 10, 2025

    11 John Wesley Ave, Oak Bluffs, MA 02568

    • 4 Beds
    • 1.5 Baths
    • 1,304 Sq Ft
    • Built 1905

    Last Sold Summary

    • 5% Below List Price
    • $1,131/SF
    • 103 Days On Market

    Last Listing Agent Lisa Lucier Anchor Realty of MV

    11 John Wesley Ave, Oak Bluffs, MA 02568
    • /15

      Est $1,028,807 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 966 Sq Ft

      73 Leonard Cir, Vineyard Haven, MA 02568

      73 Leonard Cir, Vineyard Haven, MA 02568
  • /50

    $1,900,000

    • 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
  • /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 $1,824,585

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    26 Tia Anna Ln, Oak Bluffs, MA 02557
    • /16

      Est $1,491,349 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,380 Sq Ft

      44 Jeremiah Rd, Edgartown, MA 02539

      44 Jeremiah Rd, Edgartown, MA 02539
  • /29

    $4,500,000

    • 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
  • /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
    • /33

      Est $1,958,801 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,508 Sq Ft

      163 Charles Neck Way, Vineyard Haven, MA 02568

      163 Charles Neck Way, Vineyard Haven, MA 02568
  • /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
  • /22

    $1,607,000 Sold Jul 10, 2025

    10 N Abels Hill Rd, Chilmark, MA 02535

    • 4 Beds
    • 3 Baths
    • 2,850 Sq Ft
    • Built 1978

    Last Sold Summary

    • 39% Below List Price
    • $564/SF
    • 354 Days On Market

    Current Estimated Value $1,995,426

    Last Listing Agent Elissa Lash Tea Lane Associates

    10 N Abels Hill Rd, Chilmark, MA 02535
    • /30

      Est $2,846,212 Not Listed For Sale

      • 3 Beds
      • 5 Baths
      • 2,926 Sq Ft

      23 Alex Way, Vineyard Haven, MA 02568

      23 Alex Way, Vineyard Haven, MA 02568
  • /4

    $445,000 Pending

    • Land
    • 0.56 Acre
    • $794,643 per Acre

    5 Candle Maker Cir, Edgartown, MA 02539

    Located on a quiet cul-de-sac in a private Edgartown neighborhood, this half-acre parcel offers the perfect setting for your Martha's Vineyard home. Centrally located, the property provides easy access to the bike path and State Forest walking trails. With the recent Massachusetts Affordable Homes Act, this lot is now buildable and will include an approved 3-bedroom septic plan. The site allows

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    5 Candle Maker Cir, Edgartown, MA 02539
  • /22

    $1,150,000 Sold Apr 11, 2025

    41 Old County Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 1.5 Baths
    • 1,264 Sq Ft
    • Built 1983

    Last Sold Summary

    • 11% Below List Price
    • $910/SF
    • 216 Days On Market

    Current Estimated Value $1,192,883

    Last Listing Agent Jared Bicknell Compass | The O'Hanlon Group

    41 Old County Rd, Vineyard Haven, MA 02568
    • /25

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,826 Sq Ft

      7 Curtis Ln, Edgartown, MA 02539

      7 Curtis Ln, Edgartown, MA 02539
  • /28

    $2,295,000

    • 4 Beds
    • 3.5 Baths
    • 2,690 Sq Ft

    151 Tashmoo Ave, Vineyard Haven, MA 02568

    The Colonial Style home with wrap around porch is beautifully maintained and nicely sited on almost a half acre. The first floor is thoughtfully designed and offers an open floor plan that includes an ample mudroom with half bath and is just off the side porch that takes you into the well equipped kitchen with a center island, stainless appliances, custom cabinetry and dining room with sliders to

    Brenda Galligan Karen M. Overtoom R.E.

    151 Tashmoo Ave, 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
    • /20

      Est $1,352,776 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,730 Sq Ft

      225 Longview Rd, Vineyard Haven, MA 02568

      225 Longview Rd, Vineyard Haven, MA 02568
  • /37

    $2,650,000

    • 5 Beds
    • 4.5 Baths
    • 4,115 Sq Ft

    357 W Tisbury Rd, Edgartown, MA 02539

    Here is the Edgartown compound you've been waiting for - a 5-bedroom main house, 2-bedroom guest house, and elevated swimming pool area located on 1.5 acres. Next door there is 25 acres of conservation land. The property is barely 2/10s of a mile to Morning Glory Farm, and just a mile and a half to the village on the bike path. The house combines island country charm with modern amenities - honey

    Bonnie Pierce Wallace & Co. Sotheby's International Realty

    357 W Tisbury Rd, Edgartown, MA 02539
  • /3

    $1,695,000 Sold May 30, 2025

    5 Vincent Rd, Vineyard Haven, MA 02568

    • 2 Beds
    • 2 Baths
    • 1,296 Sq Ft
    • Built 1960

    Last Sold Summary

    • $1,308/SF

    Current Estimated Value $1,383,450

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

    5 Vincent Rd, Vineyard Haven, MA 02568
    • /2

      Est $2,389,558 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 3,269 Sq Ft

      59 Field View Ln, Vineyard Haven, MA 02568

      59 Field View Ln, Vineyard Haven, MA 02568
  • /47

    $2,499,000 Pre-Foreclosure

    • 4 Beds
    • 2.5 Baths
    • 2,544 Sq Ft

    47 Tiffany Dr, Oak Bluffs, MA 02557

    Your private oasis with a POOL awaits in this beautifully updated Lagoon Hills retreat on over 1.5 acres. Enjoy a carefree, single-level lifestyle featuring an open-concept kitchen and dining area, spacious living room, office and exercise room — all thoughtfully designed for comfort and flow. Step outside to a stunning backyard anchored by a sparkling pool, surrounded by decks, patios, and lush

    Jennifer DaSilva Compass | Point B

    47 Tiffany Dr, Oak Bluffs, MA 02557

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