6,123

Dukes, MA Homes

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  • /29

    $33,000,000 New Construction

    • 9 Beds
    • 11 Baths
    • 7,190 Sq Ft

    61 Butlers Cove Rd, Edgartown, MA 02539

    Beach Farm is a breathtaking 18.6 acre waterfront estate on Martha’s Vineyard featuring unrivaled privacy, serenity, awe-inspiring views, private beaches, water sports and a rare walking path to the pristine beaches of the south shore. This truly one-of-a-kind estate borders Edgartown Great Pond, the famed South Shore, and is part of the storied Herring Creek Farm, an exclusive 200+ acre enclave

    Brian Dougherty Corcoran Property Advisors

    61 Butlers Cove Rd, Edgartown, MA 02539
  • /26

    $1,510,000 Sold Aug 13, 2024

    • 1,436 Sq Ft
    • $1052/SF
    • 30 Days On Market
    • 2 Beds
    • 2.5 Baths
    • Built 1950

    19 Oakdale Dr, Edgartown, MA 02539

    Privately sited in a quiet neighborhood on Oakdale Drive, abutting Edgartown Golf Club, this property offers a bright and spacious cathedral ceiling 1-bedroom, 1.5-bath home and a charming 1-bedroom, 1-bath cottage. The location is ideal with proximity to the bike path, State Beach, and the Village. The home features an open floor plan with beamed ceilings, skylights, and sliders to an expansive

    Stephanie Roache Donnelly + Co.

    19 Oakdale Dr, Edgartown, MA 02539
    • /20

      Est $1,994,108 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,800 Sq Ft

      68 Marthas Rd, Edgartown, MA 02539

      68 Marthas Rd, Edgartown, MA 02539
  • /7

    $10,850,000 New Construction

    • 7 Beds
    • 8 Baths
    • 12,051 Sq Ft

    14 Trapps Pond Rd, Edgartown, MA 02539

    Located on nearly 2-acres in the exclusive and newly created Trapps Pond Preserve, is this grand luxuriously appointed home. This is one of four homes being built and will be the first to be completed. Every room in the house is on a scale not often afforded in a Vineyard home, with 10 ft coffered ceilings and open/flowing floor plan. There is an abundance of light streaming in from the oversized

    Gerrett Conover Landvest MV

    14 Trapps Pond Rd, Edgartown, MA 02539
  • /40

    $2,125,000 Sold Aug 06, 2024

    • 2,008 Sq Ft
    • $1058/SF
    • 52 Days On Market
    • 4 Beds
    • 2.5 Baths
    • Built 1996

    1 Old Squaw Cir, Edgartown, MA 02539

    The Perfect Package - If ever there was a property that truly delivers - here it is! With ease of location, systems and well planned spaces this expanded home offers abundant lifestyle comforts. Set back from the street, with a welcoming front entrance that reveals years of care and attention to details - blending luxury and coziness. RECENT UPGRADES include; Central AC, new windows, plantation

    Grace Bishop Compass

    1 Old Squaw Cir, Edgartown, MA 02539
    • /30

      Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,993 Sq Ft

      54 Marthas Rd, Edgartown, MA 02539

      54 Marthas Rd, Edgartown, MA 02539
  • /61

    $8,900,000 New Construction

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

    4 Jacobs Neck Rd, Edgartown, MA 02539

    This one of a kind property is extremely private, yet only 12 minutes to the airport or Edgartown Village. The 10+ acre parcel is bordered on two sides by Sheriff's Meadow Conservation land and miles of walking trails nearby. The dwellings and other structures are meticulously crafted and offer a range of possibilities. The "guest house" is 2300 sq ft with finished basement and loft space. The

    Deb Hancock Hancock Real Estate

    4 Jacobs Neck Rd, Edgartown, MA 02539
  • /2

    $600,000 Sold Jul 23, 2025

    • 1,568 Sq Ft
    • $383/SF
    • 0 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1978

    84 12th St S, Edgartown, MA 02539

    Not listed in LINK.

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    84 12th St S, Edgartown, MA 02539
    • /34

      Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 1,568 Sq Ft

      20 Jennie Ln, Edgartown, MA 02539

      20 Jennie Ln, Edgartown, MA 02539
  • /26

    $2,100,000 New Construction

    • 3 Beds
    • 4 Baths
    • 2,124 Sq Ft

    23 13th St N, Edgartown, MA 02539

    This recently constructed home conveniently sits in the center of Edgartown close to Sengekontacket Pond. With 3 bedrooms, 3.5 baths, bright and sunny living areas, and a very spacious and finished lower level, this property is well-designed. Featuring hardwood floors throughout, the open concept on the first floor has modern kitchen with a center island and stainless appliances, a dining area

    Cheri Mason Landvest MV

    23 13th St N, Edgartown, MA 02539
  • /2

    $2,375,000 Sold Jul 01, 2025

    • 2,448 Sq Ft
    • $970/SF
    • 0 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1964

    24 Smiths Way, Edgartown, MA 02539

    Not Listed in LINK

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    24 Smiths Way, Edgartown, MA 02539
    • /25

      Est $1,627,916 Not Listed For Sale

      • 1 Bed
      • 2.5 Baths
      • 1,637 Sq Ft

      64 Jernegan Pond Rd, Edgartown, MA 02539

      64 Jernegan Pond Rd, Edgartown, MA 02539
  • /73

    $13,995,000 New Construction

    • 7 Beds
    • 9 Baths
    • 6,343 Sq Ft

    5 Briggs Rd, Edgartown, MA 02539

    NEW CONSTRUCTION - COMPLETED. POND FRONT on WINTUCKET COVE. The epitome of Luxury Living, yet understated. 6,343 sq.ft., 7 Bed, 9 Bath home, w/16ft x 42ft saltwater heated pool, 2 car garage & a dramatic over sized screened porch w/11ft high ceilings. Discover a beautiful Vineyard oasis on 9.2 acres of land on the South Shore w/376ft of frontage on Wintucket Cove. An expansive property, merging

    Alisan Lohan-Conway Alisan Lohan-Conway Properties

    5 Briggs Rd, Edgartown, MA 02539
  • /2

    $5,000,000 Sold Jun 30, 2025

    • Land
    • 4.10 Acres
    • $1,219,512 per Acre
    • 0 Days On Market

    93 Oyster Pond Rd Unit 10, Edgartown, MA 02539

    Includes an outbuilding

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    93 Oyster Pond Rd Unit 10, Edgartown, MA 02539
    • /24

      Est $1,662,934 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,714 Sq Ft

      120 Whalers Walk, Edgartown, MA 02539

      120 Whalers Walk, Edgartown, MA 02539
  • /47

    $5,750,000 Open Thu 3PM - 5PM

    • 4 Beds
    • 5 Baths
    • 3,643 Sq Ft

    4 Somerset Ln, Edgartown, MA 02539

    NEW CONSTRUCTION: REIMAGINED ISLAND LIVING AT SOMERSET. Construction for 4 Somerset Lane is now complete and the property is move-in ready for summer! Somerset is an exclusive five-home luxury enclave perfectly located between Edgartown Village and South Beach -- and developed by Stanmar, owners of the Winnetu Oceanside Resort. This curated home has been perfectly designed for entertaining,

    Wendy Harman Compass | Point B

    4 Somerset Ln, Edgartown, MA 02539
  • /2

    $700,000 Sold Jun 30, 2025

    • Land
    • 1.03 Acres
    • $679,612 per Acre
    • 0 Days On Market

    8 Baylies Way Unit 15.5, Edgartown, MA 02539

    Welcome to 8 Baylies Way in Edgartown, MA—a blank canvas awaiting your vision. This expansive one-acre parcel provides ample space for designing your dream home or vacation retreat in a peaceful setting. With no current structures, you have the freedom to envision every detail, from a spacious garden to a cozy patio. Nestled in a serene area, this property offers the perfect opportunity to craft

    Wendy Harman Compass | Point B

    8 Baylies Way Unit 15.5, Edgartown, MA 02539
    • /26

      Est $1,817,801 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,722 Sq Ft

      19 Duncan Close, Edgartown, MA 02539

      19 Duncan Close, Edgartown, MA 02539
  • /2

    $5,300,000 New Construction

    • 5 Beds
    • 6 Baths
    • 5,394 Sq Ft

    23 Pinehurst Rd, Edgartown, MA 02539

    New Construction with POOL, GUEST HOUSE and PRIMARY HOME, all within close proximity to Main Street, Edgartown. This gorgeous four bedroom gambrel home offers comfort and ease of coastal luxurious living. The primary home welcomes you with a two story foyer which opens to a large great room with a gourmet kitchen, with a bar area and a central island offering seating for at least four. The

    Michele Casavant Vineyard Village Realty

    23 Pinehurst Rd, Edgartown, MA 02539
  • /2

    $700,000 Sold Jun 30, 2025

    • Land
    • 1.03 Acres
    • $679,612 per Acre
    • 0 Days On Market

    8 Baylies Way, Edgartown, MA 02539

    Welcome to 8 Baylies Way —a blank canvas awaiting your vision. This expansive one-acre parcel provides ample space for designing your dream home or vacation retreat in a peaceful setting. With no current structures, you have the freedom to envision every detail, from a spacious garden to a cozy patio. Nestled in a serene area, this property offers the perfect opportunity to craft a personalized

    Wendy Harman Compass

    8 Baylies Way, Edgartown, MA 02539
    • /28

      Est $1,556,656 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,968 Sq Ft

      105 Whalers Walk, Edgartown, MA 02539

      105 Whalers Walk, Edgartown, MA 02539
  • /2

    $4,800,000 New Construction

    • 4 Beds
    • 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

    Michele Casavant Vineyard Village Realty

    7 Marthas Rd, Edgartown, MA 02539
  • /2

    $1,358,000 Sold May 23, 2025

    • 1,344 Sq Ft
    • $1010/SF
    • 0 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1982

    15 Night Heron Rd, Edgartown, MA 02539

    Charming Saltbox in a highly desirable neighborhood close to South Beach and the village. The property abuts common land and so the 0.51 acres lives large. There is the potential for 6 bedrooms by connecting to town sewer.

    Mark Jenkins Wallace & Co. Sotheby's

    15 Night Heron Rd, Edgartown, MA 02539
    • /52

      Est $2,168,341 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,960 Sq Ft

      24 Mariners Way, Edgartown, MA 02539

      24 Mariners Way, Edgartown, MA 02539
  • /2

    $4,800,000 New Construction

    • 4 Beds
    • 4.5 Baths
    • 2,980 Sq Ft

    7 Clark Dr, Edgartown, MA 02539

    Contemporary Farmhouse, NEW CONSTRUCTION in EDGARTOWN, a short distance from the VILLAGE, with a heated POOL. This home features an open floor plan with casual coastal living in mind.The outdoor pool/entertaining area flows with ease into the home's interior space. A thoughtful mudroom offers quick bathroom and pantry access to and from the pool area. The sliding glass doors in the great room and

    Michele Casavant Vineyard Village Realty

    7 Clark Dr, Edgartown, MA 02539
  • /2

    $2,450,000 Sold Apr 01, 2025

    • 2,012 Sq Ft
    • $1218/SF
    • 0 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1925

    80 N Summer St, Edgartown, MA 02539

    Not listed in LINK.

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    80 N Summer St, Edgartown, MA 02539
    • /18

      Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,486 Sq Ft

      35A N Neck Rd, Edgartown, MA 02539

      35A N Neck Rd, Edgartown, MA 02539
  • /44

    $9,250,000 Pending

    • 6 Beds
    • 8 Baths
    • 6,881 Sq Ft

    52 Fuller St, Edgartown, MA 02539

    Located on prestigious Fuller Street, half a block from Fuller Street Beach lies this classically styled home. The home features an amazing family room/kitchen with an abundance of retractable glass doors facing the pool area and 2 fireplaces. There is a dining room, office, den and ground floor bedroom with private bath. The second-floor features two large en suite guest rooms and a cathedral

    Gerrett Conover Landvest MV

    52 Fuller St, Edgartown, MA 02539
  • /2

    $1,300,000 Sold Mar 26, 2025

    • Land
    • 0.50 Acre
    • $2,600,000 per Acre
    • 196 Days On Market

    9 Martha's Way, Edgartown, MA 02539

    Katama location! Approximately 1.5 miles to South Beach as well as the center of town. Very close to a bike path for easy access to all that Edgartown has to offer. This level lot already has a lawn with mature trees on it. Should be able to build a four bedroom house. Buyer should confirm this with the Board of Health.

    Neal Stiller Cronigs Real Estate

    9 Martha's Way, Edgartown, MA 02539
    • /30

      Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,620 Sq Ft

      11 N Neck Rd, Edgartown, MA 02539

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

    $1,600,000 Pending

    • 3 Beds
    • 2 Baths
    • 1,232 Sq Ft

    37 Knoll Dr, Edgartown, MA 02539

    TURNKEY KATAMA BEACH RETREAT - OWNER FINANCING POSSIBLETucked away on a quiet sandy road in the heart of Katama, this charming and surprisingly spacious home is move-in or rental-ready—offered fully furnished for immediate enjoyment or income. Featuring 3 bedrooms and 2 full baths, the home includes 1,232 square feet of main-level living plus 520 square feet of finished lower level—perfect for a

    Josseph Barkett Compass

    37 Knoll Dr, Edgartown, MA 02539
  • /2

    $750,000 Sold Mar 12, 2025

    • Land
    • 1.01 Acres
    • $742,574 per Acre
    • 235 Days On Market

    6 Lauras Way, Edgartown, MA 02539

    Generous Wooded 1 acre wooded homesite located on a quiet and private cul-de-sac in the upscale Smith Hollow neighborhood of Edgartown just minutes to Village shops and activities with easy access to Vineyard Haven and Oak Bluffs Ferry terminals, commercial shops, restaurants, schools and churches. Topography of lot affords the opportunity to be creative with design and separation of outbuildings.

    Bob Sparks American Real Estate LLC

    6 Lauras Way, Edgartown, MA 02539
    • /30

      Est $1,361,777 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,439 Sq Ft

      23 Edgewood Dr, Edgartown, MA 02539

      23 Edgewood Dr, Edgartown, MA 02539
  • /37

    $3,850,000 Pending

    • 5 Beds
    • 4 Baths
    • 3,840 Sq Ft

    8 High St, Edgartown, MA 02539

    A Coveted Village OpportunitySet on one of Edgartown’s most cherished streets, this in-town property offers an exceptional blend of charm, location, and potential. Just moments from Main Street, the harbor, and the Island’s finest dining and shops, 8 High Street features both a main residence and a guest cottage quietly nestled on a well-positioned lot. Inside, the home is filled with warmth

    Valene Pires Match Point Properties

    8 High St, Edgartown, MA 02539
  • /2

    $3,900,000 Sold Mar 06, 2025

    • 2,181 Sq Ft
    • $1788/SF
    • 0 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1880

    57 S Summer St, Edgartown, MA 02539

    This home offers a unique opportunity to enjoy the historic charm of Edgartown while benefiting from updates to the back part of the house. Outside, a detached garage adds convenience and extra storage, while the landscaped yard provides a serene outdoor space for relaxation and gatherings. Enjoy the convenience of a prime downtown location.

    Bonnie Pierce Wallace & Co. Sotheby's

    57 S Summer St, Edgartown, MA 02539
    • /26

      Est $1,411,916 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,764 Sq Ft

      77 20th St S, Edgartown, MA 02539

      77 20th St S, Edgartown, MA 02539
  • /34

    $2,195,000 Pending

    • 2 Beds
    • 2 Baths
    • 1,746 Sq Ft

    17 Sutton's Way, Edgartown, MA 02539

    Set on a beautifully landscaped half-acre in Katama, this thoughtfully reimagined ranch is just a short bike ride to South Beach or downtown Edgartown. The main house features 2 bedrooms, 1.5 baths, and a bright, open layout with a fully renovated kitchen (2020) showcasing quartz countertops, stainless appliances, and a serene coastal palette. The full bath was tastefully updated in 2024 with

    Carson Crissman Compass | Point B

    17 Sutton's Way, Edgartown, MA 02539
  • /2

    $250,500 Sold Mar 04, 2025

    • 797 Sq Ft
    • $314/SF
    • 73 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1890

    38 N Water St Unit R-2, Edgartown, MA 02539

    Among multi-million dollar mansions and 2 blocks from Edgartown Harbor, the Edgartown Residence Club at Vineyard Square Hotel and Suites, offers a unique opportunity to enjoy Martha's Vineyard without the worries or expense of home ownership. In the heart of Edgartown Village, surrounded by the finest in shopping, dining, activities, near to the iconic Lighthouse Beach, share ownership in a fully

    Dawn Bellante Sandpiper Realty Inc

    38 N Water St Unit R-2, Edgartown, MA 02539
    • /25

      Est $1,289,046 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 1,360 Sq Ft

      85 18th St S, Edgartown, MA 02539

      85 18th St S, Edgartown, MA 02539
  • /41

    $2,590,000 Pending

    • 4 Beds
    • 4 Baths
    • 3,052 Sq Ft

    27 Watcha Path, Edgartown, MA 02539

    STYLISH VINEYARD LIVING WITH EXCEPTIONAL OUTDOOR AMENITIES. This beautifully landscaped coastal-style home is set on three acres just off the bike path, offering easy access to all Island towns. The highlight? A heated salt water pool surrounded by expansive decking and outdoor gathering spaces—an ideal setup for Vineyard summers. Thoughtfully updated by the current owners, the home features four

    Jen O'Hanlon Compass | The O'Hanlon Group

    27 Watcha Path, Edgartown, MA 02539

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