4,273

Dukes, MA Homes

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  • /60

    $14,000,000

    • 6 Beds
    • 7 Baths
    • 6,967 Sq Ft

    8 Snail Rd, Chilmark, MA 02535

    This exceptional Martha's Vineyard estate promises unmatched privacy and breathtaking views of the Atlantic Ocean and Chilmark Pond. Masterfully designed by acclaimed architect Rick Sundberg and built by renowned island builder Andrew Flake, this three-parcel property seamlessly blends modern sophistication with the timeless charm of the Vineyard. Upon entering, you are greeted by soaring

    Alyssa Halisky Wallace & Co. Sotheby's

    8 Snail Rd, Chilmark, MA 02535
  • /29

    $1,680,000 Sold Oct 09, 2024

    • 1,200 Sq Ft
    • $1400/SF
    • 4 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1954

    7 Flanders Ln, Chilmark, MA 02535

    Sweet, renovated cottage in Menemsha. Classic Vineyard home that is move-in ready! You'll find a renovated kitchen, central A/C, new bathrooms and fresh interior which still maintains the cottage charm of the original house. Open living room through to kitchen with all three bedrooms on the main level. The house is at the beginning of Flanders Lane just 1/4 mile from the Village of Menemsha

    Meg Bodnar Tea Lane Associates

    7 Flanders Ln, Chilmark, MA 02535
    • /24

      Est $2,378,026 Not Listed For Sale

      • 4 Beds
      • 6 Baths
      • 2,405 Sq Ft

      99 Hammett Rd, Chilmark, MA 02535

      99 Hammett Rd, Chilmark, MA 02535
  • /48

    $1,875,000

    • 3 Beds
    • 2 Baths
    • 1,728 Sq Ft

    3 Fulling Mill Rd, Chilmark, MA 02535

    Tucked away in a prime location just off Middle Road is this bright modern home offering the perfect blend of comfort and style. The main level features a large bedroom or first-floor office and a full bath, while the upper floor boasts two additional bedrooms and a beautifully appointed bathroom with a steam shower and double vanity. The open concept living and dining areas flow effortlessly

    Jill Napior Tea Lane Associates

    3 Fulling Mill Rd, Chilmark, MA 02535
  • /8

    $660,000 Sold Oct 04, 2024

    • Land
    • 1.60 Acres
    • $412,500 per Acre
    • 175 Days On Market

    87 Longview Rd, West Tisbury, MA 02575

    This lovely 1.60 acre wooded parcel is located in an outstanding neighborhood off Lambert's Cove Road with paved roads and easy access to beautiful Lambert's Cove Beach, less than a mile away. This lot is ready to build on. It has been staked, there is an approved septic design for 4 bedrooms, well has been installed and electric and cable are to the lot. This is the chance to build the house of

    Brenda Galligan Karen M. Overtoom R.E.

    87 Longview Rd, West Tisbury, MA 02575
    • /7

      Not Listed For Sale

      • 6 Beds
      • 7 Baths
      • 4,900 Sq Ft

      45 Beach Rd, Chilmark, MA 02535

      45 Beach Rd, Chilmark, MA 02535
  • /31

    $2,450,000

    • 4 Beds
    • 3 Baths
    • 1,918 Sq Ft

    25 Fulling Mill Rd, Chilmark, MA 02535

    Perched atop Fulling Mill Hill this distinctive contemporary main house plus guest house offers mid-century charm and a serene retreat set on 3.3 acres of mature oak and beech forest and bordered by an ancient stone wall. Designed by renowned Yale School of Architecture Dean Paul Mitarachi, the main house features a striking circular entryway framed by mature Asiatic gardens. Step inside to

    Thomas Wallace Wallace & Co. Sotheby's International Realty

    25 Fulling Mill Rd, Chilmark, MA 02535
  • /30

    $2,765,000 Sold Sep 30, 2024

    • 2,926 Sq Ft
    • $945/SF
    • 109 Days On Market
    • 3 Beds
    • 5 Baths
    • Built 2004

    23 Alex Way, Vineyard Haven, MA 02568

    23 Alex Way is an opportunity to embrace the extraordinary Elias/Langmuir/Skinner legacy which dramatically changed this extensive rural West Tisbury landscape. The 140 acres was purchased in 1972 and became the Nat's Farm homeowner community of 26 home sites which included 56 acres donated later to Sheriff's Meadow Foundation and the current incomparable Misty Meadows Equine Learning Center and

    Elissa Lash Tea Lane Associates

    23 Alex Way, Vineyard Haven, MA 02568
    • /7

      Not Listed For Sale

      419 Lamberts Cove Rd, West Tisbury, MA 02568

      419 Lamberts Cove Rd, West Tisbury, MA 02568
  • /29

    $1,485,000

    • 4 Beds
    • 2 Baths
    • 1,436 Sq Ft

    145 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

    This coastal contemporary residence is located on a private 1.60-acre lot in West Tisbury, with convenient access to Long Point Wildlife Refuge and access to Lambert's Cove Beach~!The home features four bedrooms and two full bathrooms. On the first floor, you'll find two bright bedrooms, a modernized bathroom, and sliders from the living area that lead to a new AZEK deck and enclosed fenced

    Marilyn Moses Ocean Park Realty Inc

    145 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
  • /16

    $1,475,000 Sold Sep 30, 2024

    • Land
    • 3.32 Acres
    • $444,277 per Acre
    • 22 Days On Market

    26 Flint Hill Rd, West Tisbury, MA 02575

    Nestled within the serene and scenic up-island area of West Tisbury, 26 Flint Hill Road offers a rare opportunity to own a piece of Martha's Vineyard's untouched natural beauty. This extraordinary 3.32-acre property boasts panoramic views of the iconic Land Bank-owned Arrowhead Farm on one side, and the historic Rodgers Path on the other, providing an unparalleled sense of peace and privacy.The

    Jen O'Hanlon Compass | The O'Hanlon Group

    26 Flint Hill Rd, West Tisbury, MA 02575
    • /3

      Not Listed For Sale

      25 Plum Bush Point Rd, West Tisbury, MA 02568

      25 Plum Bush Point Rd, West Tisbury, MA 02568
  • /94

    $4,395,000

    • 3 Beds
    • 5 Baths
    • 3,314 Sq Ft

    20 Edson Forest Rd, Vineyard Haven, MA 02568

    Exquisite home befitting its stunning location on four serene acres surrounded by conservation and agricultural lands and overlooking a neighbor's private pond. This special spot is authentic up-island character at its best. This three bedroom home (with six-bedroom septic system) was fully renovated down to the studs and finished in 2022, resulting in a truly beautiful luxury home with a

    Meg Bodnar Tea Lane Associates

    20 Edson Forest Rd, Vineyard Haven, MA 02568
  • /28

    $1,360,000 Sold Sep 24, 2024

    • 1,497 Sq Ft
    • $908/SF
    • 284 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1985

    46 Crow Hollow Rd, Vineyard Haven, MA 02568

    Welcome to a delightful Cape-style home nestled in this serene and picturesque area. This beautiful property offers the perfect blend of classic charm and modern comfort, making it an ideal retreat for those seeking the quintessential Vineyard experience. Situated on a peaceful, tree-lined cul-de-sac, this home has a tranquil and private setting, perfect for relaxing and enjoying the Island's

    Jennifer B. DaSilva Compass

    46 Crow Hollow Rd, Vineyard Haven, MA 02568
    • /26

      Not Listed For Sale

      • 8 Beds
      • 4 Baths
      • 4,800 Sq Ft

      48 Forest Road Sgf Site 37, West Tisbury, MA 02575

      48 Forest Road Sgf Site 37, West Tisbury, MA 02575
  • /32

    $2,495,000

    • 5 Beds
    • 3.5 Baths
    • 2,685 Sq Ft

    35 Woody Bottom Rd, West Tisbury, MA 02575

    This Cape style 5 bed/ 3.5 bath home is located in a nice area privately sited on 3 acres. This home features a nice floor plan thatincludes a fully equipped kitchen with center island, custom cabinetry and granite counters. Just off the kitchen is a sunny breakfastroom, a separate dining room, a spacious living room with fireplace and 2 sets of sliders to a backyard deck. There is a cozy

    Brenda Galligan Karen M. Overtoom R.E.

    35 Woody Bottom Rd, West Tisbury, MA 02575
  • /29

    $1,895,000 Sold Sep 06, 2024

    • 1,108 Sq Ft
    • $1710/SF
    • 44 Days On Market
    • 2 Beds
    • 1 Bath
    • Built 1994

    5 Oyster Ln, Chilmark, MA 02535

    Bounded by discernible ancient ways, bridle paths and exquisite ancient woodlands, this charming custom built home is perfectly sited on 4.5 acres. Sculpted manicured walking paths meander throughout the property and provide access to fruit , vegetable and lush flower gardens. Perfect for entertaining on the amply-sized, mahogany deck, the home is augmented by a shaded and moss-lined, bluestone

    Rebecca V Conroy Conroy & Company R.E., Inc.

    5 Oyster Ln, Chilmark, MA 02535
    • /55

      Not Listed For Sale

      • 11 Beds
      • 10 Baths
      • 4,985 Sq Ft

      28 & 18 Hillbrook Ln, West Tisbury, MA 02575

      28 & 18 Hillbrook Ln, West Tisbury, MA 02575
  • /44

    $8,995,000

    • 5 Beds
    • 7 Baths
    • 3,762 Sq Ft

    85 Reservoir Rd, Vineyard Haven, MA 02568

    Nestled within Seven Gates Farm, one of Martha's Vineyard's most storied and scenic communities, this 26.5-acre estate offers a beautifully renovated farmhouse that seamlessly blends modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    85 Reservoir Rd, Vineyard Haven, MA 02568
  • /37

    $1,550,000 Sold Sep 05, 2024

    • 1,900 Sq Ft
    • $816/SF
    • 414 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1978

    2 Rockrose Path, Chilmark, MA 02535

    A great opportunity in Chilmark with a water view out to the Atlantic Ocean. Built and owned by one family for 45 years, this home was sited to embrace the south shore views. The main floor has a light and open living, kitchen, dining room while the second floor has three bedrooms and two full baths. This level has very strong views. There is a walk out ground level with a bedroom, bath, storage

    Jill Napior Tea Lane Associates

    2 Rockrose Path, Chilmark, MA 02535
    • /31

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 4,591 Sq Ft

      8 Vineyard Meadow Farms Rd, West Tisbury, MA 02575

      8 Vineyard Meadow Farms Rd, West Tisbury, MA 02575
  • /59

    $2,550,000

    • 4 Beds
    • 3 Baths
    • 2,983 Sq Ft

    157 Ben Chase Rd, West Tisbury, MA 02575

    You will find this outstanding property at the end of a quiet country lane in West Tisbury nestled alongside hundreds of acres of conservation land and walking trails that extend all the way to Lamberts Cove Road. The setting is magical - 4 acres of rolling lawns with specimen trees and ponds. There are multiple structures to allow you to customize this compound to your personal needs. The main

    Madelyn Silvia Wallace & Co. Sotheby's

    157 Ben Chase Rd, West Tisbury, MA 02575
  • /24

    $1,350,000 Sold Sep 05, 2024

    • 1,665 Sq Ft
    • $811/SF
    • 38 Days On Market
    • 2 Beds
    • 1.5 Baths
    • Built 1987

    188 Waldrons Bottom Rd, West Tisbury, MA 02575

    Welcome to 188 Waldrons Bottom Road near the south shore in West Tisbury. Nestled on a private 3-acre property with access to Long Point Beach, this home offers incredible potential for a serene lifestyle. This unique property currently has 1-bedroom (the property has a 2-bedroom septic), 1.5-bathroom home with a total of 1,665 square feet of living space. The main level features the library,

    Tina Miller Compass

    188 Waldrons Bottom Rd, West Tisbury, MA 02575
    • /21

      Not Listed For Sale

      • 6 Beds
      • 4 Baths
      • 4,967 Sq Ft

      27, 30, 31 Tower Lane; 34 Eben's Ln, Chilmark, MA 02535

      27, 30, 31 Tower Lane; 34 Eben's Ln, Chilmark, MA 02535
  • /23

    $1,625,000

    • 5 Beds
    • 5 Baths
    • 2,316 Sq Ft

    345 North Rd, Chilmark, MA 02535

    Abutting hundreds of acres of conservation land and walking trails leading to the second-highest point on Martha's Vineyard with views of the Elizabeth Islands, this classically-styled house with detached guest quarters offers 5 total bedrooms and 4 full baths plus an outdoor shower. The primary bedroom suite is a generous size and has its own small deck that overlooks the charming front yard.

    Mark Jenkins Wallace & Co. Sotheby's International Realty

    345 North Rd, Chilmark, MA 02535
  • /7

    $550,000 Sold Aug 30, 2024

    • Land
    • 4.25 Acres
    • $129,412 per Acre
    • 423 Days On Market

    609 State Rd, West Tisbury, MA 02575

    Undulating parcel of woodland located near North Tisbury village amenities, bounded on two sides by stone walls, with an abutting large parcel to the north and the 932 acres of Seven Gates Farm to the west. Access to the property is via Rogers Path, a "special way". The Planning Board has granted a Special Permit to create a curb cut off the way, which will need some work to make it more

    Candy DaRosa Feiner Real Estate

    609 State Rd, West Tisbury, MA 02575
    • /33

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,123 Sq Ft

      74 Waldrons Bottom Rd, West Tisbury, MA 02575

      74 Waldrons Bottom Rd, West Tisbury, MA 02575
  • /7

    $2,500,000

    • Land
    • 1.40 Acres
    • $1,785,714 per Acre

    2 Other House Rd, Chilmark, MA 02535

    Rare opportunity to build on Chilmark's south shore. This 1.4 acre parcel should allow for new construction of 3,100 square feet and 24 feet in height, by right, with building department approval. Views to the Atlantic Ocean and Chilmark Pond can be seen from the second floor. This parcel comes with a dock on the pond which provides access to a beautiful barrier beach on the Atlantic. Well in

    Russell Maloney Russell Maloney Real Estate

    2 Other House Rd, Chilmark, MA 02535
  • /23

    $2,000,000 Sold Aug 15, 2024

    • 1,370 Sq Ft
    • $1460/SF
    • 16 Days On Market
    • 2 Beds
    • 2 Baths
    • Built 1994

    50 Campbell Rd, Vineyard Haven, MA 02568

    Charming well-built home on lovely parcel of land located in a desirable neighborhood near West Tisbury town center. The two bedroom. two bath house has a large living room with fireplace, eat-in kitchen with a Wolf gas stove, study/home office, large screened porch, charming stone patio, attached greenhouse and full basement. Guest house potential and electrical pad installed. The property is

    Julianna Flanders Flanders Real Estate

    50 Campbell Rd, Vineyard Haven, MA 02568
    • /7

      Not Listed For Sale

      23 S Indian Hill Rd, West Tisbury, MA 02568

      23 S Indian Hill Rd, West Tisbury, MA 02568
  • /13

    $975,000

    • Land
    • 3.73 Acres
    • $261,394 per Acre

    25 N Vine Ln Unit 70.3, West Tisbury, MA 02568

    Exceptional opportunity in West Tisbury! This 3.73-acre parcel offers peace and privacy on a quiet dead-end road, moments from Sepiessa, Tiah’s Cove, and Long Point beaches. With potential for up to 10+ bedrooms (1 per 10,000 SF), the property is a blank canvas for your dream Vineyard compound—main house, guest house, barn, garage, and more with proper permits. Pool/pool house possible by special

    Janna O'Loughlin Portfolio Real Estate, Inc.

    25 N Vine Ln Unit 70.3, West Tisbury, MA 02568
  • /2

    $60,000 Sold Jul 01, 2025

    • Land
    • 0.00 Acre

    0 North Rd Unit 40 43533, Aquinnah, MA 02535

    Delightful piece of land in Chilmark

    Mark Jenkins Wallace & Co. Sotheby's

    0 North Rd Unit 40 43533, Aquinnah, MA 02535
    • /14

      Not Listed For Sale

      34 Ebens Lane & 31 Tower Ln, Chilmark, MA 02535

      34 Ebens Lane & 31 Tower Ln, Chilmark, MA 02535
  • /14

    $975,000

    • Land
    • 3.83 Acres
    • $254,569 per Acre

    25 N Vine Ln, West Tisbury, MA 02568

    Exceptional opportunity in West Tisbury! This 3.73-acre parcel offers peace and privacy on a quiet dead-end road, moments from Sepiessa, Tiah's Cove, and Long Point beaches. With potential for up to 16 bedrooms (1 per 10,000 SF), the property is a blank canvas for your dream Vineyard compound--main house, guest house, barn, garage, and more with proper permits. Pool/pool house possible by special

    Janna O'Loughlin Portfolio Properties

    25 N Vine Ln, West Tisbury, MA 02568
  • /2

    $3,772,500 Sold May 29, 2025

    • 3,234 Sq Ft
    • $1167/SF
    • 0 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1999

    3 Tennis Ln, Chilmark, MA 02535

    Elegantly appointed, this beautifully built home will absolutely delight you. The handsome, open living and dining rooms are anchored by an amazing Chef’s kitchen - large enough to happily accommodate multiple simultaneous cooks; while the dining room's fireplace wall invites family and friends to linger at the dinner table. There is a 1st floor study, a nicely-tucked away powder room and

    Candy DaRosa Feiner Real Estate

    3 Tennis Ln, Chilmark, MA 02535
    • /13

      Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 816 Sq Ft

      70 State Rd, Aquinnah, MA 02535

      70 State Rd, Aquinnah, MA 02535
  • /8

    $1,425,000

    • Land
    • 3.01 Acres
    • $473,422 per Acre

    38 Fire Tower Rd, West Tisbury, MA 02568

    The Tower Hill land, once known as the Dancing Hills, is considered by many a sacred Island space. Standing on the ridge top, you're at one of the highest points on Martha's Vineyard. This 3.01 acre parcel looks out over the trees of Red Farm and the dramatic blue expanse of Vineyard Sound. It's easy to understand why this property is so special. There's a generous designated building envelope of

    Elissa Lash Tea Lane Associates

    38 Fire Tower Rd, West Tisbury, MA 02568
  • /2

    $1,645,000 Sold Feb 21, 2025

    • 2,576 Sq Ft
    • $639/SF
    • 6 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1974

    49 Oak Ln, West Tisbury, MA 02575

    Private and serene on more than 2 acres, with over 2,500 s/f of living space, high ceilings, wide windows, 2 first-floor bedroom suites, and meadow views throughout - discover the perfect balance of sophistication and charm at 49 Oak Lane. When you consider the additional benefit of access to Lamberts Cove Beach, it truly is the ideal setting to enjoy your Vineyard lifestyle. The expanded first

    Dawn Bellante Sandpiper Realty Inc

    49 Oak Ln, West Tisbury, MA 02575
    • /5

      Not Listed For Sale

      80 Watcha Club Rd, West Tisbury, MA 02568

      80 Watcha Club Rd, West Tisbury, MA 02568
  • /26

    $1,345,000

    • 3 Beds
    • 1 Bath
    • 1,150 Sq Ft

    9 Galway Rd, Vineyard Haven, MA 02568

    Tucked away off Old County Road in West Tisbury, this 3 bedroom 1 bath cape home has been owned by the same family for years. Sitting on 1.6 acres in a quiet area that is centrally located on the Island for easy access to up or down Island towns. Short walk to bike path and state forest. West Tisbury residents have access to the lovely Lambert's Cove Beach, with purchased sticker. Included on

    Julianna Flanders Flanders Real Estate

    9 Galway Rd, Vineyard Haven, MA 02568

Showing Results 201 - 240, Page 6 of 18

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