19,907

Dukes County, MA Homes

Section Image
  • /2

    $857,000

    • Land
    • 16,892 Sq Ft
    • $2,209,902 per Acre

    24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568

    OAK BLUFFS - EIGHT (8) BEDROOM LOT. This already cleared, oversized lot, 16,895sq.ft., (more than 1/3 acre) comes with an Approved Eight (8) Bedroom Septic Design, ready to build. Exceptional potential for a spacious custom home, family compound, or a rental property. Utilities are available by the lot, which significantly reduces development costs and time. Convenient access from both Towanticut

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    24 Towanticut Ave Unit 188, Oak Bluffs, MA 02568
  • /11

    $20,000 Per Month

    • 4 Beds
    • 4.5 Baths
    • 2,306 Sq Ft
    • House for Rent

    3 E Pasture Ln, Aquinnah, MA 02535

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Breathtaking water views from this contemporary home located on Menemsha Pond and recently renovated with new kitchen and baths. This four bedroom retreat offers the perfect place to come during the summer months or even enjoy during the shoulder season while sitting by the fire with a warm cup of your favorite hot beverage. PLEASE TAKE NOTE!!!!!THIS IS

    Karen Overtoom Karen M. Overtoom R.E.

    3 E Pasture Ln, Aquinnah, MA 02535
  • /22

    $1,299,000

    Sold Jun 25, 2025

    2 Boylston Dr, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,512 Sq Ft
    • Built 1984

    Last Sold Summary

    • 13% Below List Price
    • $859/SF
    • 77 Days On Market

    Current Estimated Value $1,297,396

    Last Listing Agent Martha Smith C McManus Realty Group

    2 Boylston Dr, Edgartown, MA 02539
    • /17

      Est $658,022

      Not Listed For Sale

      15 Walker Way, Vineyard Haven, MA 02568

      • 1 Bed
      • 1 Bath
      • 432 Sq Ft
      • Built 1940
      15 Walker Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 30 Days On Market

  • /39

    $2,950,000

    $250K PRICE DROP
    • 3 Beds
    • 3.5 Baths
    • 2,268 Sq Ft

    23 Thaxter Ln, Edgartown, MA 02539

    OPEN AND AIRY COASTAL RETREAT WITH EASY ACCESS TO SOUTH BEACH and EDGARTOWN VILLAGE. Welcome to this tri-level contemporary home in the heart of KATAMA. This home offers the perfect blend of spacious indoor-outdoor living with three levels of outdoor decking nestled amongst mature vegetation and a quick stroll to South Beach. The home features vaulted ceilings, two first floor bedroom en-suites,

    Michele Casavant Vineyard Village Realty

    23 Thaxter Ln, Edgartown, MA 02539
  • /30

    $20,000 Per Month

    • 4 Beds
    • 3 Baths
    • 2,226 Sq Ft
    • House for Rent

    54 Schoolhouse Road Ed330, Edgartown, MA 02539

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Perfectly located close to South Beach and Edgartown is this absolutely wonderful 3 bedroom home with a separate guest quarters that has one twin bed and one full bed, kitchenette and bath. The main house has a formal dining room right off of the kitchen, a bright sunny

    Karen Overtoom Karen M. Overtoom R.E.

    54 Schoolhouse Road Ed330, Edgartown, MA 02539
  • /28

    $1,320,000

    Sold Aug 29, 2025

    10 Eagles Nest, Edgartown, MA 02539

    • 3 Beds
    • 2 Baths
    • 1,450 Sq Ft
    • Built 1987

    Last Sold Summary

    • 5% Below List Price
    • $910/SF
    • 6 Days On Market

    Current Estimated Value $1,323,458

    Last Listing Agent Jennifer B. DaSilva Compass

    10 Eagles Nest, Edgartown, MA 02539
    • /29

      Est $1,442,575

      Not Listed For Sale

      87 Schoolhouse Rd, Edgartown, MA 02539

      • 2 Beds
      • 2.5 Baths
      • 1,119 Sq Ft
      • Built 1983
      87 Schoolhouse Rd, Edgartown, MA 02539

      Last Sold Summary

      • 123 Days On Market

  • /12

    $2,495,000

    $755K PRICE DROP
    • 3 Beds
    • 1 Bath
    • 936 Sq Ft

    9 N Neck Rd, Edgartown, MA 02539

    COMMANDING WATER VIEWS ON CHAPPAQUIDDICK - This beloved fishing cottage rests high above one of the premier fishing areas on the island of Chappaquiddick. Set apart from the hustle and bustle of downtown, but within easy reach of all Edgartown offers, the pristine views over the wilds of Cape Pogue and the outer harbor bring peace and serenity for all who visit. Fishing, clamming, swimming,

    Leslie C. Floyd Portfolio Properties

    9 N Neck Rd, Edgartown, MA 02539
  • /40

    $32,500 Per Month

    • 6 Beds
    • 4.5 Baths
    • 3,222 Sq Ft
    • House for Rent

    100 Connie's Way &83 Ashtonw Vh408, Tisbury, MA 02568

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $5,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Located in Mink Meadows Association, this wonderful four bedroom, three full and one half bath home has many nice features that include a large eat-in kitchen/family room, a more formal living room with fireplace, dining room and den. Televisions in every bedroom, living

    Karen Overtoom Karen M. Overtoom R.E.

    100 Connie's Way &83 Ashtonw Vh408, Tisbury, MA 02568
  • /2

    $60,000

    Sold Jul 01, 2025

    0 North Rd Unit 40 43533, Aquinnah, MA 02535

    • Land
    • 0 Sq Ft

    Last Sold Summary

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

    0 North Rd Unit 40 43533, Aquinnah, MA 02535
    • /32

      Est $1,325,865

      Not Listed For Sale

      58 Hagerty Dr, Vineyard Haven, MA 02568

      • 3 Beds
      • 1 Bath
      • 1,118 Sq Ft
      • Built 1983
      58 Hagerty Dr, Vineyard Haven, MA 02568

      Last Sold Summary

      • 167 Days On Market

  • /20

    $8,900,000

    • 4 Beds
    • 8 Baths
    • 7,767 Sq Ft

    4 Jacobs Neck Rd, Edgartown, MA 02539

    Extraordinary Privacy in Boldwater, Edgartown. Over 10 acres of pristine acreage abutting extensive conservation land. Dwellings built by master craftsmen with a variety of potential options to combine with your vision of the perfect Vineyard compound for your family and friends to enjoy for generations. Deeded pond and beach access along with association tennis courts and common land are

    Deb Hancock Hancock Real Estate

    4 Jacobs Neck Rd, Edgartown, MA 02539
  • /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 $2,373,326

    Last Listing Agent Rene Jackson Island Real Estate

    42 Daggett Ave, Vineyard Haven, MA 02568
    • /35

      Est $3,426,635

      Not Listed For Sale

      5 Hillman Dr, Edgartown, MA 02539

      • 4 Beds
      • 3.5 Baths
      • 2,407 Sq Ft
      • Built 1963
      5 Hillman Dr, Edgartown, MA 02539

      Last Sold Summary

      • 35 Days On Market

  • /6

    $2,795,000

    • Land
    • 0 Sq Ft

    Lot 4B Browns Farm Ln, Edgartown, MA 02539

    Tucked off Meetinghouse Way, this 3-acre parcel offers an opportunity to create something lasting on the Vineyard. Open pasture sweeps across the property's core, framed by bordering woodland that lends a sense of privacy without sacrificing the light and openness that makes the setting so appealing. Just under 2.5 miles from the Village and South Beach, the location balances seclusion with easy

    Courtney Marek

    Lot 4B Browns Farm Ln, Edgartown, MA 02539
  • /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
    • /35

      Est $2,062,735

      Not Listed For Sale

      159 Charles Neck Way, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 1,995 Sq Ft
      • Built 2003
      159 Charles Neck Way, Vineyard Haven, MA 02568

      Last Sold Summary

      • 47 Days On Market

  • /55

    $2,180,000

    Pending
    • 4 Beds
    • 5 Baths
    • 2,516 Sq Ft

    25 Pennacook Ave, Oak Bluffs, MA 02557

    A unique offering in the heart of the historic Copeland District of downtown Oak Bluffs. This cherished main residence and guest house, embody the timeless charm that defines this beloved community. Just minutes from Circuit Ave, the ferries and harbor, and a block from Inkwell Beach. This home invites you to experience the essence of Oak Bluffs! The main house, dating back to the 1850s, has been

    Nya Clarke Martha's Vineyard Island-Wide Realty

    25 Pennacook Ave, Oak Bluffs, MA 02557
  • /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 $663,366

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

    124 Skiff Ave Unit A-10, Vineyard Haven, MA 02568
    • /41

      Est $1,977,807

      Not Listed For Sale

      7 Tar Barrel Rd, Aquinnah, MA 02535

      • 3 Beds
      • 3 Baths
      • 1,803 Sq Ft
      • Built 1998
      7 Tar Barrel Rd, Aquinnah, MA 02535

      Last Sold Summary

      • 0 Days On Market

  • /4

    $945,000

    $50K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 864 Sq Ft

    51 Chase Rd, Edgartown, MA 02539

    Edgartown opportunity! Bring your vision to this two-bedroom, one-bath ranch situated close to the heart of downtown Edgartown. This property presents a rare chance to create value in a highly sought-after location. Just minutes to downtown, with off-street parking for three vehicles, the home features functional single-level living, including a living area, kitchen, two bedrooms, and a

    Lisa Gilberto C McManus Realty Group

    51 Chase Rd, Edgartown, MA 02539
  • /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 $1,160,612

    Last Listing Agent Candy DaRosa Feiner Real Estate

    34 Pine Ln, Vineyard Haven, MA 02568
    • /30

      Est $2,108,320

      Not Listed For Sale

      55 Old Purchase Rd, Edgartown, MA 02539

      • 5 Beds
      • 3.5 Baths
      • 2,779 Sq Ft
      • Built 1988
      55 Old Purchase Rd, Edgartown, MA 02539

      Last Sold Summary

      • 0 Days On Market

  • /26

    $925,000

    • 2 Beds
    • 1.5 Baths
    • 1,208 Sq Ft

    4 Quail Run Unit 21, Oak Bluffs, MA 02557

    Welcome to this FULLY FURNISHED, private, 2-bedroom, end-unit townhouse offering 1,208 sq ft of effortless coastal living. With seasonal rentals already in place this opportunity is the defenition of TURN KEY. Thoughtfully designed with both comfort and style in mind, this coastal retreat blends relaxed island charm with modern convenience—perfect for year-round living or as an established rental

    Emma Bryant Studio Realty

    4 Quail Run Unit 21, 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 $1,906,765

    Last Listing Agent Marilyn Moses Ocean Park Realty Inc

    26 Tia Anna Ln, Oak Bluffs, MA 02557
    • /22

      Est $1,045,445

      Not Listed For Sale

      10 Saddle Club Rd, Edgartown, MA 02539

      • 3 Beds
      • 2 Baths
      • 1,025 Sq Ft
      • Built 1985
      10 Saddle Club Rd, Edgartown, MA 02539

      Last Sold Summary

      • 102 Days On Market

  • /26

    $1,800,000

    $300K PRICE DROP Pending Pre-Foreclosure
    • 4 Beds
    • 2 Baths
    • 2,518 Sq Ft

    32 Norton Orchard Rd, Edgartown, MA 02539

    Being Sold Turnkey/furnished. Prime Edgartown Location close to Downtown Edgartown dining, shopping, Edgartown Golf Club and many popular beaches. This four bedroom home features four private bedrooms all with en suite full baths. Two bedrooms on the first floor and two bedrooms on the second floor all with private full baths. Bright, sunny kitchen with large tall windows and vaulted ceiling. The

    Janna O'Loughlin Portfolio Properties

    32 Norton Orchard Rd, Edgartown, MA 02539
  • /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
    • /32

      Est $1,161,601

      Not Listed For Sale

      10 Elm St, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,429 Sq Ft
      • Built 1970
      10 Elm St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 35 Days On Market

  • /25

    $7,300,000

    • 5 Beds
    • 5.5 Baths
    • 3,539 Sq Ft

    65 Carl's Way, West Tisbury, MA 02568

    Stylized Private Waterfront Retreat close to townperched along the tranquil shores of the beloved Tisbury Great Pond, this stunning Hutker-designed waterfront home is a seamless blend of coastal elegance and timeless island charm. Designed to capture the essence of Vineyard living, the home features intimate water views, sun-drenched interiors, and carefully curated finishes

    Jill Napior Tea Lane Associates

    65 Carl's Way, 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 $1,476,688

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

    60 Windsor Dr, Edgartown, MA 02539
    • /47

      Est $2,037,186

      Not Listed For Sale

      16 Fishermans Knot Rd, Edgartown, MA 02539

      • 3 Beds
      • 3.5 Baths
      • 2,417 Sq Ft
      • Built 2002
      16 Fishermans Knot Rd, Edgartown, MA 02539

      Last Sold Summary

      • 24 Days On Market

  • /31

    $7,250,000

    • 5 Beds
    • 6.5 Baths
    • 5,454 Sq Ft

    54 Fuller St, Edgartown, MA 02539

    This stately Greek Revival home lies on beautiful Fuller Street and a short walk to the beach. This 5-bedroom / 5.5-bath home features a beautiful foyer with arches and paneling leading past a grand staircase to a beautiful family room, kitchen and screened porch overlooking the backyard. There is an ensuite ground first floor bedroom and office off the hall as well as a side mudroom entry and

    Gerrett Conover Landvest MV

    54 Fuller St, Edgartown, MA 02539
  • /42

    $2,448,000

    Sold May 22, 2026

    61 Causeway Rd, Vineyard Haven, MA 02568

    • 3 Beds
    • 3.5 Baths
    • 3,530 Sq Ft
    • Built 2008

    Last Sold Summary

    • 2% Below List Price
    • $693/SF
    • 51 Days On Market

    Current Estimated Value $2,427,296

    Last Listing Agent Stephanie Roache Donnelly + Co.

    61 Causeway Rd, Vineyard Haven, MA 02568
    • /2

      Est $1,424,860

      Not Listed For Sale

      88 Hopps Farm Rd, Vineyard Haven, MA 02568

      • 3 Beds
      • 2 Baths
      • 1,464 Sq Ft
      • Built 1992
      88 Hopps Farm Rd, Vineyard Haven, MA 02568

  • /12

    $1,495,000

    Open Fri 12PM - 3PM
    • 4 Beds
    • 4 Baths
    • 2,304 Sq Ft

    33 Alyssa Ln, Vineyard Haven, MA 02568

    Country Living so close to Town! Lovely 4 Bedroom 2,304sq ft. Colonial Cape perched on a rise on Alyssa Lane off West Spring Street. Open Kitchen with handcrafted side cabinets and Island with stool seating. Dining, sitting, entertainment area with sliders open to a generous front to back side deck. Living room with propane fired wood stove and half bath also on the first floor. Interior stairs

    Stephanie Burke Portfolio Properties

    33 Alyssa Ln, Vineyard Haven, 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 $2,176,121

    Last Listing Agent Elissa Lash Tea Lane Associates

    10 N Abels Hill Rd, Chilmark, MA 02535
    • /29

      Not Listed For Sale

      33 Summer St, Vineyard Haven, MA 02568

      • 4 Beds
      • 3 Baths
      • 1,558 Sq Ft
      • Built 1924
      33 Summer St, Vineyard Haven, MA 02568

      Last Sold Summary

      • 192 Days On Market

  • /8

    $3,495,000

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

    0 Pocha Rd, 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 backyard.

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    0 Pocha Rd, Edgartown, MA 02539

Showing Results 361 - 400, Page 10 of 18

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