4,271

Dukes, MA Homes

Section Image
  • 35 S Bowl Rd, Chilmark, MA 02535
    35 S Bowl Rd, Chilmark, MA 02535
    35 S Bowl Rd, Chilmark, MA 02535
    /23

    $6,000,000

    • 3 Beds
    • 2 Baths
    • 2,710 Sq Ft

    35 S Bowl Rd, Chilmark, MA 02535

    This exceptionally elegant and tranquil home in Seven Gates Farm combines contemporary architectural design with timeless high-end features for Vineyard casual, nature-inspired living. Extraordinary and rare, this move-in ready three-bedroom home with six-bedroom septic system sits on an oversized 5.3-acre parcel in Chilmark. This thoughtful layout has an easy flow, soothing tones with cypress

    Meg Bodnar Tea Lane Associates

    35 S Bowl Rd, Chilmark, MA 02535
  • 141 N Rd Ch202, Chilmark, MA 02535
    141 N Rd Ch202, Chilmark, MA 02535
    141 N Rd Ch202, Chilmark, MA 02535
    /9

    $10,800 per month

    • 4 Beds
    • 2 Baths
    • 702 Sq Ft
    • House for Rent

    141 N Rd Ch202, Chilmark, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $2,700. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Chilmark Cottage Perfection!!! You will love this quaint Vineyard Style Cottage that has been meticulously designed to include all the amenities one could imagine. This vintage charmer really boasts a lot of Style. Inside you will find really beautiful hardwood floors, a

    Karen Overtoom Karen M. Overtoom R.E.

    141 N Rd Ch202, Chilmark, MA 02535
  • 51 Blueberry Ridge Ln, Chilmark, MA 02535
    51 Blueberry Ridge Ln, Chilmark, MA 02535
    51 Blueberry Ridge Ln, Chilmark, MA 02535
    /23

    $2,300,000 Sold Nov 08, 2024

    • 2,229 Sq Ft
    • $1032/SF
    • 11 Days On Market
    • 6 Beds
    • 4 Baths
    • Built 1989

    51 Blueberry Ridge Ln, Chilmark, MA 02535

    Rare opportunity to purchase a compound on large 8 acre parcel in Chilmark. Main House is 4 bedrooms, 2 1/2 baths on two levels. Oak floors, fieldstone fireplace and large screened in three season porch. Lower level offers a one car garage, workshop, large laundry room and storage room.The "Dinghy" is a detached cottage with 2 bedroom & full bath. The third building is a charming "pool house"

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

    51 Blueberry Ridge Ln, Chilmark, MA 02535
    • 41 Hidden Village Rd, Vineyard Haven, MA 02568
      41 Hidden Village Rd, Vineyard Haven, MA 02568
      41 Hidden Village Rd, Vineyard Haven, MA 02568
      /30

      Est $2,579,038 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,540 Sq Ft

      41 Hidden Village Rd, Vineyard Haven, MA 02568

      41 Hidden Village Rd, Vineyard Haven, MA 02568
  • 308 South Rd, Chilmark, MA 02535
    308 South Rd, Chilmark, MA 02535
    308 South Rd, Chilmark, MA 02535
    /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
  • 45A Buttonwood Farm Wt121, West Tisbury, MA 02575
    45A Buttonwood Farm Wt121, West Tisbury, MA 02575
    45A Buttonwood Farm Wt121, West Tisbury, MA 02575
    /16

    $30,000 per month

    • 4 Beds
    • 2.5 Baths
    • 1,988 Sq Ft
    • House for Rent

    45A Buttonwood Farm Wt121, West Tisbury, MA 02575

    THIS IS A SUMMER RENTAL ONLY. This stunning sanctuary offers a unique balance of simplicity and sophistication. There is a lot of room for family and friends to enjoy both indoors and out. Nestled about midway between Tisbury and West Tisbury, here you will find yourself close to two of Martha's Vineyard's town centers. Enjoy ping pong in the retro style game room or a fire in the fire pit. This

    Karen Overtoom Karen M. Overtoom R.E.

    45A Buttonwood Farm Wt121, West Tisbury, MA 02575
  • 10 Danls Way, West Tisbury, MA 02575
    10 Danls Way, West Tisbury, MA 02575
    10 Danls Way, West Tisbury, MA 02575
    /41

    $1,090,000 Sold Nov 08, 2024

    • 2,552 Sq Ft
    • $427/SF
    • 5 Beds
    • 3 Baths
    • Built 1850

    10 Danls Way, West Tisbury, MA 02575

    ***Sale Price Note: Non-arm’s length transaction Joshua Slocom House

    Emma Kiley Bryant Landmarks at TODAY Real Estate

    10 Danls Way, West Tisbury, MA 02575
    • 12 Trotters Ln, Vineyard Haven, MA 02568
      12 Trotters Ln, Vineyard Haven, MA 02568
      12 Trotters Ln, Vineyard Haven, MA 02568
      /31

      Est $1,419,142 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,456 Sq Ft

      12 Trotters Ln, Vineyard Haven, MA 02568

      12 Trotters Ln, Vineyard Haven, MA 02568
  • 32 MacHipscat Trail, Vineyard Haven, MA 02568
    32 MacHipscat Trail, Vineyard Haven, MA 02568
    32 MacHipscat Trail, Vineyard Haven, MA 02568
    /22

    $1,449,000

    • 3 Beds
    • 1.5 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
  • 61 Roadto Greatneck, West Tisbury, MA 02575
    61 Roadto Greatneck, West Tisbury, MA 02575
    61 Roadto Greatneck, West Tisbury, MA 02575
    /11

    $25,000 per month

    • 3 Beds
    • 3 Baths
    • 2,300 Sq Ft
    • House for Rent

    61 Roadto Greatneck, West Tisbury, MA 02575

    THIS IS A SUMMER RENTAL ONLY. This lovely new build house features 3 bedrooms, and 3 bathrooms. There is a full gourmet kitchen, open to the dining, living and patio area. French doors off the living area open up to a beautiful blue stone patio complete with breath taking water views. All three bedrooms are located on the upstairs level including the master suite. Lambert's Cove Beach Access.

    Karen Overtoom Karen M. Overtoom R.E.

    61 Roadto Greatneck, West Tisbury, MA 02575
  • 43 Skiffs Ln, Vineyard Haven, MA 02568
    43 Skiffs Ln, Vineyard Haven, MA 02568
    43 Skiffs Ln, Vineyard Haven, MA 02568
    /37

    $1,115,000 Sold Nov 07, 2024

    • 1,316 Sq Ft
    • $847/SF
    • 32 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1991

    43 Skiffs Ln, Vineyard Haven, MA 02568

    Nestled on a private road, follow the long gravel driveway to this 3-bedroom, 2-bathroom home offering tranquil living on 2.48 wooded acres. The fully-applianced kitchen and vinyl flooring throughout provide ease of maintenance, while the bedrooms offer cozy carpeting. The primary bedroom features an ensuite bathroom and generous closet space. Step out from the kitchen to the back deck and enjoy

    Chelsea Brennan Lamacchia Realty, Inc.

    43 Skiffs Ln, Vineyard Haven, MA 02568
    • 12 Lily Farm Rd, Vineyard Haven, MA 02568
      12 Lily Farm Rd, Vineyard Haven, MA 02568
      12 Lily Farm Rd, Vineyard Haven, MA 02568
      /30

      Est $1,479,708 Not Listed For Sale

      • 3 Beds
      • 1 Bath
      • 1,560 Sq Ft

      12 Lily Farm Rd, Vineyard Haven, MA 02568

      12 Lily Farm Rd, Vineyard Haven, MA 02568
  • 49 Gosnold's Way, Chilmark, MA 02535
    49 Gosnold's Way, Chilmark, MA 02535
    49 Gosnold's Way, Chilmark, MA 02535
    /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
  • 196 Vineyard Meadow Farms Wt130, West Tisbury, MA 02575
    196 Vineyard Meadow Farms Wt130, West Tisbury, MA 02575
    196 Vineyard Meadow Farms Wt130, West Tisbury, MA 02575
    /12

    $17,000 per month

    • 4 Beds
    • 3.5 Baths
    • 2,300 Sq Ft
    • House for Rent

    196 Vineyard Meadow Farms Wt130, West Tisbury, MA 02575

    THIS IS A SUMMER RENTAL ONLY. Well appointed Farmhouse Colonial, on two private acres on private road. Conveniently located in Vineyard Meadow Farms abutting the entrance to Long Point Beach, considered by many to be the best beach on the Island. Home was built for families in mind, with three bedrooms upstairs, master with queen bed and ensuite bathroom. In addition there are two bedrooms, each

    Karen Overtoom Karen M. Overtoom R.E.

    196 Vineyard Meadow Farms Wt130, West Tisbury, MA 02575
  • 5 Meetinghouse Rd, Chilmark, MA 02535
    5 Meetinghouse Rd, Chilmark, MA 02535
    5 Meetinghouse Rd, Chilmark, MA 02535
    /22

    $1,500,000 Sold Nov 05, 2024

    • 1,008 Sq Ft
    • $1488/SF
    • 361 Days On Market
    • 3 Beds
    • 2.5 Baths
    • Built 2010

    5 Meetinghouse Rd, Chilmark, MA 02535

    CHARMING CHILMARK- This sweet, sunny home comes with deeded access to Chilmark Pond and South Shore Beach. Kayak, paddleboard, sail, or motor across the pond to one of Chilmark's most pristine private beaches. The location is also convenient, being centrally located and close to West Tisbury Center, Grey Barn, the Yoga Barn, Chilmark Center, Beetlebung Farm, Chilmark Store, and Chilmark Tavern.

    Tina Miller Compass

    5 Meetinghouse Rd, Chilmark, MA 02535
    • 101 Longview Rd, Vineyard Haven, MA 02568
      101 Longview Rd, Vineyard Haven, MA 02568
      101 Longview Rd, Vineyard Haven, MA 02568
      /45

      Est $1,758,312 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,494 Sq Ft

      101 Longview Rd, Vineyard Haven, MA 02568

      101 Longview Rd, Vineyard Haven, MA 02568
  • 251 State Rd, Vineyard Haven, MA 02568
    251 State Rd, Vineyard Haven, MA 02568
    251 State Rd, Vineyard Haven, MA 02568
    /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
  • 138 South Rd, Chilmark, MA 02535
    138 South Rd, Chilmark, MA 02535
    138 South Rd, Chilmark, MA 02535
    /12

    $12,500 per month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    138 South Rd, Chilmark, MA 02535

    THIS IS A SUMMER RENTAL ONLY. This newly remodeled 3 bedroom 2 bath has a spacious master bedroom suite, cozy sun room and updated kitchen. It has a great yard with garden landscaping, a perfect spot for outdoor dining. 1.5 miles from Alley's store. 3.3 miles to Lucy Vincent Beach.The bathrooms are fully remodeled. An easy, comfortable house in a central location. Three ceiling fans and 3

    Karen Overtoom Karen M. Overtoom R.E.

    138 South Rd, Chilmark, MA 02535
  • 201 Thumb Point Rd, Vineyard Haven, MA 02568
    201 Thumb Point Rd, Vineyard Haven, MA 02568
    201 Thumb Point Rd, Vineyard Haven, MA 02568
    /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
    • 2 Creek Hill, Chilmark, MA 02535
      2 Creek Hill, Chilmark, MA 02535
      2 Creek Hill, Chilmark, MA 02535
      /33

      Est $1,600,453 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 770 Sq Ft

      2 Creek Hill, Chilmark, MA 02535

      2 Creek Hill, Chilmark, MA 02535
  • 4 Rock Pond Rd, Vineyard Haven, MA 02568
    4 Rock Pond Rd, Vineyard Haven, MA 02568
    4 Rock Pond Rd, Vineyard Haven, MA 02568
    /37

    $1,349,000

    • 4 Beds
    • 2 Baths
    • 2,059 Sq Ft

    4 Rock Pond Rd, Vineyard Haven, MA 02568

    4 Bedroom ++ home, has room for your family and your in-home business. This is the home that has it all. An abundance of light, space and potential. A large Atrium off the living room invites in the light and warmth of outside, creating an oasis of possibilities-The expansive open living-kitchen-dining area has space for all to gather, the wood stove and kitchen bringing warmth and sunlight into

    Kerry Quinlan-Potter Breakwater MV

    4 Rock Pond Rd, Vineyard Haven, MA 02568
  • 88 Quenames Rd, Chilmark, MA 02535
    88 Quenames Rd, Chilmark, MA 02535
    88 Quenames Rd, Chilmark, MA 02535
    /13

    $14,000 per month

    • 3 Beds
    • 2 Baths
    • 1,800 Sq Ft
    • House for Rent

    88 Quenames Rd, Chilmark, MA 02535

    THIS IS A SUMMER RENTAL ONLY. This bright and cheerful, wooded retreat is truly tranquil, yet just a little over a mile from West Tisbury village, with its General Store (Alley's), Farmer's Market, Artisan's Festivals and Flea Market. This home has been recently updated by its new owners. They have chosen the loveliest colors and simple, appropriate cottage touches. There is a new expansive deck

    Karen Overtoom Karen M. Overtoom R.E.

    88 Quenames Rd, Chilmark, MA 02535
  • 4 Elias Ln, Vineyard Haven, MA 02568
    4 Elias Ln, Vineyard Haven, MA 02568
    4 Elias Ln, Vineyard Haven, MA 02568
    /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
    • 12 Harbor Hill Rd, Chilmark, MA 02535
      12 Harbor Hill Rd, Chilmark, MA 02535
      12 Harbor Hill Rd, Chilmark, MA 02535
      /13

      Est $1,518,528 Not Listed For Sale

      • 1 Bed
      • 1 Bath
      • 640 Sq Ft

      12 Harbor Hill Rd, Chilmark, MA 02535

      12 Harbor Hill Rd, Chilmark, MA 02535
  • 34 Edys Island Way, Chilmark, MA 02535
    34 Edys Island Way, Chilmark, MA 02535
    34 Edys Island Way, Chilmark, MA 02535
    /42

    $7,450,000

    • 5 Beds
    • 3 Baths
    • 2,269 Sq Ft

    34 Edys Island Way, Chilmark, MA 02535

    Waterfront house and guest house with a private dock on Menemsha Pond. This location is in the heart of Menemsha, a waterfront enclave within walking distance of this classic Harbor. Built and cared for over four generations by anIsland legacy family, this property is unique among Island estates for its combination of privacy yet convenience and seclusion yet expansive views. To the

    Jill Napior Tea Lane Associates

    34 Edys Island Way, Chilmark, MA 02535
  • 2 Paddock Cir, Chilmark, MA 02535
    2 Paddock Cir, Chilmark, MA 02535
    2 Paddock Cir, Chilmark, MA 02535
    /8

    $7,900 per month

    • 3 Beds
    • 2.5 Baths
    • 2,107 Sq Ft
    • House for Rent

    2 Paddock Cir, Chilmark, MA 02535

    Karen Overtoom Karen M. Overtoom R.E.

    2 Paddock Cir, Chilmark, MA 02535
  • 27 Ocean View Farm Rd, Chilmark, MA 02535
    27 Ocean View Farm Rd, Chilmark, MA 02535
    27 Ocean View Farm Rd, Chilmark, MA 02535
    /19

    $2,200,000 Sold Oct 25, 2024

    • 2,450 Sq Ft
    • $898/SF
    • 182 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1964

    27 Ocean View Farm Rd, Chilmark, MA 02535

    27 Ocean View Farm Road is a unique house with the main living spaces designed by architect Elizabeth Carlhian in 1964 along with a connected, yet private bed and bath suite designed by architects Modigliani/Noyes in 1987. A covered breezeway between the two spaces frames the ocean views while providing cover from the weather. Taken together the house consists of 4 bedrooms and 3 baths sited high

    Russell Maloney Russel Maloney Real Estate

    27 Ocean View Farm Rd, Chilmark, MA 02535
    • 10 Mollys Way, Chilmark, MA 02535
      10 Mollys Way, Chilmark, MA 02535
      10 Mollys Way, Chilmark, MA 02535
      /46

      Est $1,922,110 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,524 Sq Ft

      10 Mollys Way, Chilmark, MA 02535

      10 Mollys Way, Chilmark, MA 02535
  • 146 Quansoo Rd, Chilmark, MA 02535
    146 Quansoo Rd, Chilmark, MA 02535
    146 Quansoo Rd, Chilmark, MA 02535
    /37

    $4,850,000

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

    146 Quansoo Rd, Chilmark, MA 02535

    Nestled along the beautiful and tranquil shoreline of Tisbury Great Pond and surrounded by a stunning natural environment of water, sand and sky, this is an unparallelled beach house experience on the south shore of Chilmark. The five-bedroom home consists of a three-bedroom main house connected by walkways to a two-bedroom guest wing with studio space above, all with spectacular water views

    Meg Bodnar Tea Lane Associates

    146 Quansoo Rd, Chilmark, MA 02535
  • 44 Music St, Vineyard Haven, MA 02568
    44 Music St, Vineyard Haven, MA 02568
    44 Music St, Vineyard Haven, MA 02568
    /42

    $1,900,000 Sold Oct 24, 2024

    • 2,172 Sq Ft
    • $875/SF
    • 66 Days On Market
    • 4 Beds
    • 5 Baths
    • Built 1984

    44 Music St, Vineyard Haven, MA 02568

    A rare opportunity to own in a cherished area of West Tisbury town center. Living is easy and peaceful on Music Street! Stroll to town for your morning paper and coffee at the general store, grab the yummiest breakfast sandwiches at 7A, enjoy the lively library, the Field Gallery or local events happening at the Grange Hall. This home offers country living close to fun town living. The main house

    Jill Napior Tea Lane Associates

    44 Music St, Vineyard Haven, MA 02568
    • 1 Pond Mark, Chilmark, MA 02535
      1 Pond Mark, Chilmark, MA 02535
      1 Pond Mark, Chilmark, MA 02535
      /18

      Est $4,074,122 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,316 Sq Ft

      1 Pond Mark, Chilmark, MA 02535

      1 Pond Mark, Chilmark, MA 02535
  • 37 Bijah's Way, Chilmark, MA 02535
    37 Bijah's Way, Chilmark, MA 02535
    37 Bijah's Way, Chilmark, MA 02535
    /16

    $1,325,000

    • Land
    • 4.40 Acres
    • $301,136 per Acre

    37 Bijah's Way, Chilmark, MA 02535

    This quiet and lovely four-and-a-half-acre lot in Chilmark is set on a gentle rise, bounded on one side by an old stone wall. The land features graceful trees and a distant water view is possible from a second floor. The lot has been staked, including a proposed home site at the highest elevation. There are so many outstanding possibilities for a future Buyer to build their dream home on this

    Elissa Lash Tea Lane Associates

    37 Bijah's Way, Chilmark, MA 02535
  • 7 Parsonage Woods Rd, West Tisbury, MA 02568
    7 Parsonage Woods Rd, West Tisbury, MA 02568
    7 Parsonage Woods Rd, West Tisbury, MA 02568
    /19

    $1,800,000 Sold Oct 17, 2024

    • 1,822 Sq Ft
    • $988/SF
    • 224 Days On Market
    • 3 Beds
    • 2 Baths
    • Built 1989

    7 Parsonage Woods Rd, West Tisbury, MA 02568

    This rare and cherished setting is truly in the heart of West Tisbury. With old growth cedar, oaks and evergreen trees this level 4.8 acre parcel includes a main house and timber barn, perfectly sited to enjoy serene views and southern exposure. Currently set up as a horse farm with a two stall barn, paddocks, full size arena, interconnecting grazing areas and multiple watering stations, it could

    Grace Bishop Compass

    7 Parsonage Woods Rd, West Tisbury, MA 02568
    • 3 Pepperbush Ln, Chilmark, MA 02535
      3 Pepperbush Ln, Chilmark, MA 02535
      3 Pepperbush Ln, Chilmark, MA 02535
      /21

      Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,686 Sq Ft

      3 Pepperbush Ln, Chilmark, MA 02535

      3 Pepperbush Ln, Chilmark, MA 02535
  • 8 Snail Rd, Chilmark, MA 02535
    8 Snail Rd, Chilmark, MA 02535
    8 Snail Rd, Chilmark, MA 02535
    /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
  • 391 Middle Rd, Chilmark, MA 02535
    391 Middle Rd, Chilmark, MA 02535
    391 Middle Rd, Chilmark, MA 02535
    /34

    $6,100,000 Sold Oct 16, 2024

    • 3,859 Sq Ft
    • $1581/SF
    • 38 Days On Market
    • 6 Beds
    • 5 Baths
    • Built 1941

    391 Middle Rd, Chilmark, MA 02535

    This iconic property and location is truly a once-in-a-lifetime opportunity. Exceptional house and guest house that is ready to move into . The exterior resonates with what is beloved about Chilmark but the interior is contemporary and fresh. The main house has views overlooking the Keith farm and the Atlantic Ocean beyond, old stone walls and open meadows. A new owner will have the gratification

    Jill Napior Tea Lane Associates

    391 Middle Rd, Chilmark, MA 02535
    • 50 South Rd, Chilmark, MA 02535
      50 South Rd, Chilmark, MA 02535
      50 South Rd, Chilmark, MA 02535
      /29

      Est $2,277,215 Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 2,427 Sq Ft

      50 South Rd, Chilmark, MA 02535

      50 South Rd, Chilmark, MA 02535
  • 3 Fulling Mill Rd, Chilmark, MA 02535
    3 Fulling Mill Rd, Chilmark, MA 02535
    3 Fulling Mill 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
  • 0 Beach Lot Quansoo Unit 42634, Chilmark, MA 02535
    0 Beach Lot Quansoo Unit 42634, Chilmark, MA 02535
    0 Beach Lot Quansoo Unit 42634, Chilmark, MA 02535
    /6

    $430,000 Sold Oct 10, 2024

    • Land
    • 0.60 Acre
    • $716,667 per Acre
    • 0 Days On Market

    0 Beach Lot Quansoo Unit 42634, Chilmark, MA 02535

    Not listed in LINK.

    LINK Email Cache LINK

    0 Beach Lot Quansoo Unit 42634, Chilmark, MA 02535

Showing Results 161 - 200, Page 5 of 18

Massachusetts Dukes County Oak Bluffs

Real Estate & Homes

How to Buy a Home How to Finance a Home How to Sell a Home

Find More Real Estate & Homes for Sale by State

Top Cities with Homes For Sale

Top Counties with Homes For Sale

More Real Estate For Sale Near Me

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

Homes.com Licensing Information

§ 442-H New York Standard Operating Procedures

New York Fair Housing Notice

TREC: Information about brokerage services, Consumer protection notice

California DRE #01937601

Contact Homes.com Brokerage

Copyright © 2025 CoStar Group