Dukes, MA Homes

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  /51

  $7,950,000

  • 4 Beds
  • 5 Baths
  • 3,490 Sq Ft

  308 South Rd, Chilmark, MA 02535

  Commanding Pondfront Retreat with Private Dock and South Shore Views. This exceptional Chilmark residence offers a rare blend of privacy, elegance, and modern comfort. Originally built by Tom Tate and renovated in 2018, it exudes contemporary sophistication while embracing its natural surroundings. A private dock on Chilmark Pond provides direct water access and stunning South Shore sunsets.

  Rose Ryley Sandpiper Realty Inc

  308 South Rd, Chilmark, MA 02535
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  /42

  $5,300,000 Sold Nov 04, 2024

  • 3,717 Sq Ft
  • $1426/SF
  • 306 Days On Market

  • 4 Beds
  • 6 Baths
  • Built 2016

  1 Jordan Way, Edgartown, MA 02539

  Luxurious Living In Edgartown Village - Experience luxurious coastal living in the heart of Edgartown Village at this stunning home on Jordan Way. The spacious living area welcomes you with abundant natural light, creating a warm and inviting ambiance. An open floor plan seamlessly connects the living room, dining area, and kitchen, providing an ideal space for entertaining. The well-appointed

  Wendy Harman Compass

  1 Jordan Way, Edgartown, MA 02539
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  /33

  Est $3,617,342 Not Listed For Sale

  • 2 Beds
  • 2 Baths
  • 1,288 Sq Ft

  3 Oxcart Rd, Aquinnah, MA 02535

  3 Oxcart Rd, Aquinnah, MA 02535
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  /20

  $1,499,000

  • 3 Beds
  • 2 Baths
  • 1,404 Sq Ft

  32 MacHipscat Trail, Vineyard Haven, MA 02568

  This Cape Style home privately sited on 1.89 acres at the end of a cul-de-sac abutting conservation land with many walking trails. Nice features include spacious living spaces that include a well equipped kitchen with custom cherry cabinets, dining room, living room with fireplace, wood stove and french doors that lead you out to a private patio and backyard. Second floor offers two guest

  Brenda Galligan Karen M. Overtoom R.E.

  32 MacHipscat Trail, Vineyard Haven, MA 02568
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  /28

  $3,500,000 Sold Nov 01, 2024

  • 3,503 Sq Ft
  • $999/SF
  • 0 Days On Market

  • 4 Beds
  • 4 Baths
  • Built 2022

  5 Puritan Dr, Oak Bluffs, MA 02557

  SOLD TURNKEY - Discover this newly built, farmhouse-style residence nestled in the highly desirable Tower Ridge Neighborhood, just moments from downtown Oak Bluffs, with easy access to all other island towns. Offered completely turn-key, this property comes fully furnished, allowing you to settle in immediately and start enjoying its many features. The neighborhood also includes private tennis

  Jen O'Hanlon Compass | The O'Hanlon Group

  5 Puritan Dr, Oak Bluffs, MA 02557
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  /41

  Est $4,086,888 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 3,193 Sq Ft

  109 School St, Edgartown, MA 02539

  109 School St, Edgartown, MA 02539
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  /15

  $5,100,000

  • Land
  • 2.33 Acres
  • $2,188,841 per Acre

  7 Overview Ln Unit 47, Oak Bluffs, MA 02557

  A rare opportunity to own a 2.4-acre buildable lot within the prestigious Farm Neck Association. Perfectly situated overlooking the lush greens of Farm Neck Golf Club, this remarkable property also offers picturesque water views of Sengekontacket Pond and the distant Vineyard Sound. Design and build your dream home in this sought-after location. As a homeowner in Farm Neck, you'll enjoy

  Alyssa Halisky Wallace & Co. Sotheby's

  7 Overview Ln Unit 47, Oak Bluffs, MA 02557
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  /16

  $3,950,000 Sold Nov 01, 2024

  • 1,024 Sq Ft
  • $3857/SF
  • 16 Days On Market

  • 5 Beds
  • 2 Baths
  • Built 1973

  201 Thumb Point Rd, Vineyard Haven, MA 02568

  Private and tranquil waterfront retreat with sweeping water views and sandy beaches on Tisbury Great Pond. This charming, five-bedroom camp, perched in the dunes above the water, was designed in a summer-camp architectural style with common gathering space in the main cottage surrounded by decks connecting to bedroom cottages. The simple and classic set up with the Great Pond bordering two sides

  Meg Bodnar Tea Lane Associates

  201 Thumb Point Rd, Vineyard Haven, MA 02568
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  /22

  Est $3,810,344 Not Listed For Sale

  • 5 Beds
  • 3 Baths
  • 2,674 Sq Ft

  90 Peases Point Way S, Edgartown, MA 02539

  90 Peases Point Way S, Edgartown, MA 02539
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  /51

  $4,950,000

  • 5 Beds
  • 4 Baths
  • 4,044 Sq Ft

  49 Gosnold's Way, Chilmark, MA 02535

  Perched high on the north shore with sweeping views of the Vineyard Sound, this expansive and private property is surrounded by Menemsha Hills conservation land and trails and offers broad water views, even from ground floor of house. The house is large and well maintained with an upside down floor plan allowing for high ceilings and bright spaces in the open plan kitchen/dining/living room, as

  Meg Bodnar Tea Lane Associates

  49 Gosnold's Way, Chilmark, MA 02535
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  /31

  $1,700,000 Sold Nov 01, 2024

  • 1,752 Sq Ft
  • $970/SF
  • 382 Days On Market

  • 4 Beds
  • 1.5 Baths
  • Built 1890

  19 Wendall Ave, Oak Bluffs, MA 02568

  Coveted location in East Chop Oak Bluffs! Set high on a hill with refreshing sea breezes is this exclusive four bedroom three season home with beautiful front porch detached garage and outdoor shower. This home holds relaxing charm original character and details with lovely trim high vaulted ceilings abundant natural light beach stone wood burning fireplace and wood flooring throughout. The large

  Janna O'Loughlin Portfolio Properties

  19 Wendall Ave, Oak Bluffs, MA 02568
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  /19

  Est $1,513,144 Not Listed For Sale

  • 1 Bed
  • 1 Bath
  • 948 Sq Ft

  45 North St, Edgartown, MA 02539

  45 North St, Edgartown, MA 02539
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  /29

  $1,725,000

  • 4 Beds
  • 2 Baths
  • 1,600 Sq Ft

  654 Lighthouse Rd, Aquinnah, MA 02535

  Waterview beach house in Aquinnah. Just a short deeded walking path to the calm and sandy shores of the North Shore. The traditional layout features the kitchen, living room, dining room, and a full bath on the first floor. The living room offers water views, a cozy fireplace, and multiple sliding doors leading out to the wrap-around porch. Upstairs, the views are even more stunning!

  Heidi Vanderhoop Tea Lane Associates

  654 Lighthouse Rd, Aquinnah, MA 02535
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  /29

  $1,640,000 Sold Oct 31, 2024

  • 1,326 Sq Ft
  • $1237/SF
  • 38 Days On Market

  • 3 Beds
  • 2 Baths
  • Built 1997

  41 Dodgers Hole Rd, Edgartown, MA 02539

  Welcome to your ideal Vineyard retreat with a heated pool! This pristine classic cape-style home features three bedrooms, two baths, and exquisite landscaping. The backyard is a stunning oasis with a fabulous pool, outdoor shower, grilling station, and an expansive deck perfect for outdoor entertaining. The home offers an open layout for comfortable living. The cozy living room flows into the

  Stephanie Roache Donnelly + Co

  41 Dodgers Hole Rd, Edgartown, MA 02539
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  /29

  Est $3,166,327 Not Listed For Sale

  • 4 Beds
  • 3 Baths
  • 2,048 Sq Ft

  79 Peases Point Way S, Edgartown, MA 02539

  79 Peases Point Way S, Edgartown, MA 02539
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  /46

  $3,476,000

  • 4 Beds
  • 3 Baths
  • 3,669 Sq Ft

  140 Pond Rd, Vineyard Haven, MA 02568

  Welcome to this beautifully updated and privately situated home in one of West Tisbury’s most desirable associations. Residents enjoy exclusive access to tennis courts, walking trails, horse pastures and Tisbury Great Pond. Designed for both comfort and luxury, this spacious 4+ bedroom, 3 bathroom property is ideal as a year-round residence or upscale vacation retreat.The first floor features a

  Jon Hartzband Martha's Vineyard Island-Wide Realty

  140 Pond Rd, Vineyard Haven, MA 02568
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  /35

  $2,550,000 Sold Oct 29, 2024

  • 2,728 Sq Ft
  • $935/SF
  • 445 Days On Market

  • 4 Beds
  • 5 Baths
  • Built 1830

  89 Main St, Vineyard Haven, MA 02568

  Gorgeous waterview home tucked into a corner of Vineyard Haven village. This property is a landmark thanks to the stunning flowerbeds visible to passersby. The quaint exterior disguises what greets the visitor upon entering - a sophisticated combination of traditional and modern design within a completely renovated home. Consider the fact that the house has four large bedrooms all with modern

  Mark Jenkins Wallace & Co. Sotheby's International Realty

  89 Main St, Vineyard Haven, MA 02568
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  /43

  Est $4,634,265 Not Listed For Sale

  • 4 Beds
  • 3.5 Baths
  • 2,161 Sq Ft

  95 School St, Edgartown, MA 02539

  95 School St, Edgartown, MA 02539
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  /30

  $1,695,000

  • 3 Beds
  • 2 Baths
  • 1,986 Sq Ft

  251 State Rd, Vineyard Haven, MA 02568

  This private and pastoral year-round home with fine craftsmanship and loads of character is a classic up-island refuge, yet in a location that is central on the island and convenient to town. Abutting Land Bank property, the charming home features an open living and dining room with wide plank floors and beams flowing into the kitchen, all surrounding a central brick fireplace. An expansive

  Meg Bodnar Tea Lane Associates

  251 State Rd, Vineyard Haven, MA 02568
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  /26

  $950,000 Sold Oct 25, 2024

  • 1,182 Sq Ft
  • $804/SF
  • 10 Days On Market

  • 1 Bed
  • 1 Bath
  • Built 1977

  4 Elias Ln, Vineyard Haven, MA 02568

  This iconic West Tisbury property features a rustic post and beam farmhouse with endless charm. The inviting home highlights original wide-planked wood floors, cathedral ceiling, wood-burning stove and fireplace, and exposed brick. Enjoy the cozy kitchen, dining, and living area on the first floor, including a full bath and mudroom. The bedroom occupies the second floor with room for an

  Stephanie Roache Donnelly + Co

  4 Elias Ln, Vineyard Haven, MA 02568

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