19,346

Dukes County, MA Homes

Section Image
  • /24

    $4,850,000

    $650K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,808 Sq Ft

    31 Butlers Cove Rd, Edgartown, MA 02539

    This charming farmhouse lies on 3-acres of land overlooking the expansive fields and horse stables, inside the gates of the exclusive Herring Creek Farm Association. The home is in lovely original form and features a large living room with fireplace, dining room, 4 bedrooms and 2 baths. Built in 1910 as one of the first houses on the storied 200-acre farm with over 2,000 ft of private Atlantic

    Gerrett Conover Landvest MV

    31 Butlers Cove Rd, Edgartown, MA 02539
  • /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
    • /23

      Est $1,276,272

      Not Listed For Sale

      180 Main St Unit 30, Vineyard Haven, MA 02568

      • 2 Beds
      • 2 Baths
      • 1,300 Sq Ft
      • Built 1860
      180 Main St Unit 30, Vineyard Haven, MA 02568

      Last Sold Summary

      • 96 Days On Market

      Last Listing Agent Sean Federowicz Landmarks at TODAY Real Estate

  • /28

    $839,000

    • 1 Bed
    • 1 Bath
    • 804 Sq Ft

    26 Winthrop Ave, Oak Bluffs, MA 02557

    This little gem is waiting to be polished. Hidden behind a wall of vegetation on Winthrop Avenue, an 'oasis', with lots of potential. Existing one bedroom, two story house situated on a 1/3 Acre of land, a 14,810 sq.ft. level lot. Land is large enough for a house and guest house when meeting ZBA requirements, or build a new house and leave existing structure as an Accessory Dwelling Unit when in

    Alisan Lohan - Conway Alisan Lohan - Conway Properties

    26 Winthrop Ave, Oak Bluffs, MA 02557
  • /2

    $14,750,000

    Sold Mar 27, 2026

    23 Edgartown Bay Rd, Edgartown, MA 02539

    • 6 Beds
    • 4.5 Baths
    • 4,744 Sq Ft
    • Built 1990

    Last Sold Summary

    • $3,109/SF
    • 0 Days On Market

    Last Listing Agent LINK Email Cache LINK

    23 Edgartown Bay Rd, Edgartown, MA 02539
    • /24

      Est $1,967,862

      Not Listed For Sale

      70 Tashmoo Ave, Vineyard Haven, MA 02568

      • 5 Beds
      • 4 Baths
      • 3,298 Sq Ft
      • Built 1920
      70 Tashmoo Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 88 Days On Market

      Last Listing Agent Tina Miller Donnelly + Co.

  • /4

    $1,449,000

    $251K PRICE DROP Pending
    • Land
    • 3.9 Acres
    • $371,538 per Acre

    34 Ebens Ln, Chilmark, MA 02535

    Settled high on a peaceful ridge this 3.9-acre property is being offered with a long-term lease for 2.5 acres of prime restricted agricultural farmland abutting the property and the Tiasquam River. With the river running along the edge of the property this area is ideal for growing flowers, vegetables, and/or arbors. The land may also be used for grazing and housing livestock along with any

    Thomas Wallace Wallace & Co. Sotheby's

    34 Ebens Ln, Chilmark, MA 02535
  • /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
    • /2

      Est $1,293,933

      Not Listed For Sale

      26 Daggett Ave, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,308 Sq Ft
      • Built 1904
      26 Daggett Ave, Vineyard Haven, MA 02568

  • /40

    $1,750,000

    • 3 Beds
    • 3.5 Baths
    • 2,376 Sq Ft

    28 Grovedale Rd, Oak Bluffs, MA 02557

    GORGEOUS NEWER CONSTRUCTION (2023), contemporary farmhouse style home w/ classic wrap around porch & designed w/ Vineyard charm & modern comfort. And yet still there is opportunity to add value to this open concept home, w/ high ceilings, 3 en-suite BRs, laundry on each level, hardwoods throughout. Well designed, fully poured unfinished basement w/ high ceilings, wide open & w/ a separate

    David White OwnerEntry.com

    28 Grovedale Rd, Oak Bluffs, MA 02557
  • /15

    $2,400,000

    Sold Apr 09, 2026

    2 Jacob's Neck Rd Unit 2, Edgartown, MA 02539

    • Land
    • 7.08 Acres
    • $338,983 per Acre

    Last Sold Summary

    • 4% Below List Price
    • 121 Days On Market

    Last Listing Agent Robert Kenney Tea Lane Associates

    2 Jacob's Neck Rd Unit 2, Edgartown, MA 02539
    • /2

      Not Listed For Sale

      301 Main St, Vineyard Haven, MA 02568

      • 4 Beds
      • 4 Baths
      • 1,632 Sq Ft
      • Built 1900
      301 Main St, Vineyard Haven, MA 02568

  • /6

    $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
  • /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
    • /2

      Est $2,217,719

      Not Listed For Sale

      51 Hatch Rd, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 2,066 Sq Ft
      • Built 1910
      51 Hatch Rd, Vineyard Haven, MA 02568

  • /2

    $749,000

    $50K PRICE DROP
    • Land
    • 39,996 Sq Ft
    • $815,726 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
  • /41

    $1,310,000

    Sold Aug 18, 2025

    35 E Side Rd, Oak Bluffs, MA 02557

    • 3 Beds
    • 2 Baths
    • 1,964 Sq Ft
    • Built 1965

    Last Sold Summary

    • 1% Above List Price
    • $667/SF
    • 0 Days On Market

    Current Estimated Value $1,398,235

    Last Listing Agent Kristin Buck Donnelly + Co

    35 E Side Rd, Oak Bluffs, MA 02557
    • /2

      Est $1,039,759

      Not Listed For Sale

      50 Old Lighthouse Rd, Vineyard Haven, MA 02568

      • 2 Beds
      • 2 Baths
      • 961 Sq Ft
      • Built 1961
      50 Old Lighthouse Rd, Vineyard Haven, MA 02568

  • /30

    $2,995,000

    Pending
    • 4 Beds
    • 3.5 Baths
    • 2,515 Sq Ft

    300 N Rd 18 Belhaven Way, Chilmark, MA 02535

    Tucked away on 4.4 spectacular acres just off North Road, this one-of-a-kind Chilmark retreat blends timeless Vineyard charm with exceptional privacy. A shaded driveway leads to classic stone walls and cedar gates opening into a beautifully landscaped courtyard. The inviting porch overlooks lush gardens, creating a peaceful outdoor sanctuary. Inside, warm, light-filled living spaces and the

    Bonnie Pierce Wallace & Co. Sotheby's International Realty

    300 N Rd 18 Belhaven Way, Chilmark, MA 02535
  • /2

    $660,000

    Sold May 26, 2026

    3 Elmwood Ave Unit 23, Oak Bluffs, MA 02568

    • Land
    • 6,534 Sq Ft
    • $4,400,000 per Acre

    Last Sold Summary

    • 0 Days On Market

    Last Listing Agent Eleanor Wilson LINK

    3 Elmwood Ave Unit 23, Oak Bluffs, MA 02568
    • /27

      Est $2,667,954

      Not Listed For Sale

      484 Main St, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 3,310 Sq Ft
      • Built 1888
      484 Main St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 14 Days On Market

      Last Listing Agent Lenny Altieri Premier Properties

  • /55

    $5,100,000

    $350K PRICE DROP
    • 5 Beds
    • 4 Baths
    • 3,513 Sq Ft

    61 Stonewall Rd, Chilmark, MA 02535

    Introducing a refined contemporary Chilmark beach house with water views and deeded access to Stonewall Beach on the Atlantic Ocean. The property is set within the storied Stonewall Road and Beach Association - where homes are held for generations and lifelong friendships take root - and offers a true sense of place and continuity. Built by South Mountain Company and thoughtfully renovated and

    Mark Jenkins Wallace & Co. Sotheby's International Realty

    61 Stonewall Rd, Chilmark, MA 02535
  • /63

    $3,400,000

    Sold May 21, 2026

    56 N Neck Rd, Edgartown, MA 02539

    • 7 Beds
    • 6 Baths
    • 9,686 Sq Ft
    • Built 1980

    Last Sold Summary

    • 21% Below List Price
    • $351/SF
    • 247 Days On Market

    Last Listing Agent Leslie C. Floyd Portfolio Properties

    56 N Neck Rd, Edgartown, MA 02539
    • /26

      Est $4,292,681

      Not Listed For Sale

      137 Massasoit Ave, Vineyard Haven, MA 02568

      • 5 Beds
      • 3.5 Baths
      • 3,686 Sq Ft
      • Built 1988
      137 Massasoit Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 437 Days On Market

      Last Listing Agent Bobbi Reed Viewpoints

  • /42

    $5,875,000

    Pending
    • 4 Beds
    • 4.5 Baths
    • 3,800 Sq Ft

    62 N Summer St, Edgartown, MA 02539

    Village dreams come true... STUNNINGLY CRAFTED, **this four-bedroom five bath property in Edgartown Village with Garage is truly a rare find! Situated on a corner lot just two blocks north of Main Street and two blocks from the Harbor, it features walking convenience and luxury in one package. Main and second floors combine over 3,800 square feet of spacious, elegant living. The partially

    Lisa Gilberto C McManus Realty Group

    62 N Summer St, Edgartown, MA 02539
  • /37

    $4,350,000

    Sold Jan 07, 2026

    146 Quansoo Rd, Chilmark, MA 02535

    • 5 Beds
    • 3 Baths
    • 3,440 Sq Ft
    • Built 1988

    Last Sold Summary

    • 21% Below List Price
    • $1,265/SF
    • 155 Days On Market

    Current Estimated Value $4,659,512

    Last Listing Agent Meg Bodnar Tea Lane Associates

    146 Quansoo Rd, Chilmark, MA 02535
    • /24

      Est $2,189,595

      Not Listed For Sale

      125 Massasoit Ave, Vineyard Haven, MA 02568

      • 5 Beds
      • 3 Baths
      • 1,830 Sq Ft
      • Built 1930
      125 Massasoit Ave, Vineyard Haven, MA 02568

      Last Sold Summary

      • 1,036 Days On Market

      Last Listing Agent Emily Flake Viewpoints

  • /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
  • /38

    $2,450,000

    Sold Jun 02, 2026

    16 Atlantic Ave, Oak Bluffs, MA 02557

    • 6 Beds
    • 2.5 Baths
    • 2,577 Sq Ft
    • Built 1890

    Last Sold Summary

    • 2% Below List Price
    • $951/SF
    • 10 Days On Market

    Last Listing Agent Katherine Donahue Sandpiper Realty

    16 Atlantic Ave, Oak Bluffs, MA 02557
    • /26

      Est $2,541,115

      Not Listed For Sale

      437 State Rd, Aquinnah, MA 02535

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft
      • Built 1955
      437 State Rd, Aquinnah, MA 02535

      Last Sold Summary

      • 357 Days On Market

      Last Listing Agent Bill Rossi Studio Realty

  • /14

    $1,325,000

    • Land
    • 4.28 Acres
    • $309,579 per Acre

    0 N Road 15 Belhaven Way Unit 4-2, Chilmark, MA 02535

    Set just off North Road, this exceptional parcel offers a rare opportunity to build in a setting rich with natural beauty. Recently subdivided, this land combines privacy, character and thoughtful positioning. The lot is perfectly sited capturing serene woodland views and the natural contours of Middle Line Ridge. A 600ft stonewall lines the western property line, creating a timeless sense of

    Stacy Ickes Donnelly + Co

    0 N Road 15 Belhaven Way Unit 4-2, Chilmark, MA 02535
  • /42

    $2,595,000

    Sold Jul 24, 2026

    471 Edgartown - West Tisbury Rd, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 2,317 Sq Ft
    • Built 1980

    Last Sold Summary

    • $1,120/SF
    • 1 Day On Market

    Last Listing Agent Jennifer DaSilva Compass | Point B

    471 Edgartown - West Tisbury Rd, Edgartown, MA 02539
    • /79

      Est $1,518,759

      Not Listed For Sale

      76 State Rd, Aquinnah, MA 02535

      • 4 Beds
      • 2 Baths
      • 3,093 Sq Ft
      • Built 1856
      76 State Rd, Aquinnah, MA 02535

      Last Sold Summary

      • 190 Days On Market

      Last Listing Agent Jill Napior Tea Lane Associates

  • /78

    $35,000,000

    • 8 Beds
    • 8 Baths
    • 6,841 Sq Ft

    146 Quenames Rd, Chilmark, MA 02535

    Set on 60 acres along one of the most private and unspoiled stretches of Atlantic coastline in Chilmark, this exceptional estate offers a rare combination of scale, privacy, and enduring coastal beauty. With over 800 feet of direct ocean frontage, the property commands expansive views while maintaining a true sense of seclusion, an increasingly scarce offering on Martha’s Vineyard. A gated drive

    Grace Hagerty Grace Hagerty Real Estate Inc

    146 Quenames Rd, Chilmark, MA 02535
  • /32

    $2,475,000

    Sold Feb 20, 2026

    28 Marthas Rd, Edgartown, MA 02539

    • 4 Beds
    • 3.5 Baths
    • 2,566 Sq Ft
    • Built 1987

    Last Sold Summary

    • 21% Below List Price
    • $965/SF
    • 219 Days On Market

    Current Estimated Value $2,565,530

    Last Listing Agent Stacy Ickes Donnelly + Co.

    28 Marthas Rd, Edgartown, MA 02539
    • /33

      Est $3,373,419

      Not Listed For Sale

      3 Oxcart Rd, Aquinnah, MA 02535

      • 2 Beds
      • 2 Baths
      • 1,288 Sq Ft
      • Built 1970
      3 Oxcart Rd, Aquinnah, MA 02535

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Sean Federowicz Landmarks at TODAY Real Estate

  • /46

    $15,250,000

    • 7 Beds
    • 7 Baths
    • 6,726 Sq Ft

    14 Starbuck Neck Rd, Edgartown, MA 02539

    Introducing a landmark property in Edgartown’s Starbuck Neck enclave, just one tenth of a mile to Fuller Street Beach. Included in this sale is an adjoining vacant buildable lot. 14 STARBUCK NECK features a 7-bedroom house with 5 full bathrooms, garage, and plunge pool. Known as the Tower House, this home offers delightful views of the harbor from the first and second floors. The views from the

    Mark Jenkins Wallace & Co. Sotheby's

    14 Starbuck Neck Rd, Edgartown, MA 02539
  • /20

    $992,500

    Sold Dec 22, 2025

    72 Washington Ave, Vineyard Haven, MA 02568

    • 1 Bed
    • 1.5 Baths
    • 1,152 Sq Ft
    • Built 2019

    Last Sold Summary

    • 4% Below List Price
    • $862/SF
    • 6 Days On Market

    Current Estimated Value $1,081,521

    Last Listing Agent Martha Smith C McManus Realty Group

    72 Washington Ave, Vineyard Haven, MA 02568
    • /2

      Est $2,070,697

      Not Listed For Sale

      15 Kane Ln Unit 9, Edgartown, MA 02539

      • 4 Beds
      • 3 Baths
      • 1,319 Sq Ft
      • Built 1975
      15 Kane Ln Unit 9, Edgartown, MA 02539

  • /34

    $2,195,000

    • 3 Beds
    • 3 Baths
    • 2,363 Sq Ft

    139 Tea Ln, Chilmark, MA 02535

    Tucked away on a quiet country road in a serene Chilmark setting, this beautifully crafted home, built in 2023, offers modern comfort surrounded by natural beauty. The thoughtfully designed main level features an open, light-filled floor plan where the living, dining, kitchen, and family areas flow seamlessly together. A wall of glass doors opens to the outdoors, creating an effortless

    Meg Bodnar Tea Lane Associates

    139 Tea Ln, Chilmark, MA 02535

Showing Results 641 - 680, Page 17 of 18

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