2,442

Dukes, MA Homes in ZIP Code 02535

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    • 277 North Rd, Chilmark, MA 02535
      277 North Rd, Chilmark, MA 02535
      277 North Rd, Chilmark, MA 02535
      /14

      Not Listed For Sale

      • 6 Beds
      • 3.5 Baths
      • 2,914 Sq Ft

      277 North Rd, Chilmark, MA 02535

      277 North Rd, Chilmark, MA 02535
  • 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
    • 8 Boston Hill Rd, Chilmark, MA 02535
      8 Boston Hill Rd, Chilmark, MA 02535
      /2

      Est $4,766,317 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,500 Sq Ft

      8 Boston Hill Rd, Chilmark, MA 02535

      8 Boston Hill Rd, Chilmark, MA 02535
  • 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
    • 18 Greenhouse Ln, Chilmark, MA 02535
      18 Greenhouse Ln, Chilmark, MA 02535
      18 Greenhouse Ln, Chilmark, MA 02535
      /12

      Est $1,341,038 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,100 Sq Ft

      18 Greenhouse Ln, Chilmark, MA 02535

      18 Greenhouse Ln, Chilmark, MA 02535
  • 654 Lighthouse Rd, Aquinnah, MA 02535
    654 Lighthouse Rd, Aquinnah, MA 02535
    654 Lighthouse Rd, Aquinnah, MA 02535
    /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
    • 22 Tabor Hills, Chilmark, MA 02535
      22 Tabor Hills, Chilmark, MA 02535
      22 Tabor Hills, Chilmark, MA 02535
      /17

      Est $2,982,386 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,375 Sq Ft

      22 Tabor Hills, Chilmark, MA 02535

      22 Tabor Hills, Chilmark, MA 02535
  • 6 Church St, Aquinnah, MA 02535
    6 Church St, Aquinnah, MA 02535
    6 Church St, Aquinnah, MA 02535
    /33

    $2,395,000

    • 3 Beds
    • 3 Baths
    • 1,862 Sq Ft

    6 Church St, Aquinnah, MA 02535

    This beautifully renovated contemporary home is perched on a hillside, offering views of the Atlantic Ocean. Upon entering the home has a light and airy atmosphere with cathedral ceilings and a wall of windows connecting you with the outdoors. The main level consists of an open-concept kitchen, living, and dining area with soaring ceilings and sliding glass doors that overlook the treetops of

    Heidi Vanderhoop Tea Lane Associates

    6 Church St, Aquinnah, MA 02535
    • 6 Post Oak Rd, Chilmark, MA 02535
      6 Post Oak Rd, Chilmark, MA 02535
      6 Post Oak Rd, Chilmark, MA 02535
      /39

      Est $5,142,628 Not Listed For Sale

      • 5 Beds
      • 6 Baths
      • 4,332 Sq Ft

      6 Post Oak Rd, Chilmark, MA 02535

      6 Post Oak 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
    • 24 Blacksmith Valley Rd, Chilmark, MA 02535
      24 Blacksmith Valley Rd, Chilmark, MA 02535
      /2

      Est $5,245,365 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,952 Sq Ft

      24 Blacksmith Valley Rd, Chilmark, MA 02535

      24 Blacksmith Valley Rd, 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
    • 1 Aquinnah Cir, Aquinnah, MA 02535
      1 Aquinnah Cir, Aquinnah, MA 02535
      1 Aquinnah Cir, Aquinnah, MA 02535
      /32

      Est $1,005,743 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 680 Sq Ft

      1 Aquinnah Cir, Aquinnah, MA 02535

      1 Aquinnah Cir, Aquinnah, 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
    • 1 Crowberry Ln, Chilmark, MA 02535
      1 Crowberry Ln, Chilmark, MA 02535
      1 Crowberry Ln, Chilmark, MA 02535
      /9

      Est $1,042,204 Not Listed For Sale

      1 Crowberry Ln, Chilmark, MA 02535

      1 Crowberry 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
    • 15 Doctors Creek Path, Chilmark, MA 02535
      15 Doctors Creek Path, Chilmark, MA 02535
      15 Doctors Creek Path, Chilmark, MA 02535
      /18

      Est $5,220,410 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 989 Sq Ft

      15 Doctors Creek Path, Chilmark, MA 02535

      15 Doctors Creek Path, 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
    • 15 Lake Rd, Chilmark, MA 02535
      15 Lake Rd, Chilmark, MA 02535
      15 Lake Rd, Chilmark, MA 02535
      /21

      Est $3,789,767 Not Listed For Sale

      • 5 Beds
      • 2.5 Baths
      • 1,980 Sq Ft

      15 Lake Rd, Chilmark, MA 02535

      15 Lake Rd, Chilmark, MA 02535
  • 16 Shotnaigher Ln, Chilmark, MA 02535
    16 Shotnaigher Ln, Chilmark, MA 02535
    16 Shotnaigher Ln, Chilmark, MA 02535
    /29

    $12,750,000

    • 4 Beds
    • 4 Baths
    • 2,050 Sq Ft

    16 Shotnaigher Ln, Chilmark, MA 02535

    New to market this completely renovated water view home is located in a private enclave of upscale homes fronting on Squibnocket Pond in Chilmark. There are 360 degree views from this 3.6 acre hilltop site offering views of the pond, Atlantic Ocean and north to Menemsha Pond and the Vineyard Sound. Sunrise and Sunset! This home, completely renovated in 2022 features a state of the art gourmet

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

    16 Shotnaigher Ln, Chilmark, MA 02535
    • 5 Guerin Ln, Chilmark, MA 02535
      5 Guerin Ln, Chilmark, MA 02535
      5 Guerin Ln, Chilmark, MA 02535
      /25

      Est $3,209,003 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 2,929 Sq Ft

      5 Guerin Ln, Chilmark, MA 02535

      5 Guerin Ln, Chilmark, MA 02535
  • 25 Fulling Mill Rd, Chilmark, MA 02535
    25 Fulling Mill Rd, Chilmark, MA 02535
    25 Fulling Mill 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
    • 18 Austin Pasture, Chilmark, MA 02535
      18 Austin Pasture, Chilmark, MA 02535
      18 Austin Pasture, Chilmark, MA 02535
      /39

      Not Listed For Sale

      • 5 Beds
      • 3 Baths
      • 4,000 Sq Ft

      18 Austin Pasture, Chilmark, MA 02535

      18 Austin Pasture, Chilmark, MA 02535
  • 85 Reservoir Rd, Vineyard Haven, MA 02568
    85 Reservoir Rd, Vineyard Haven, MA 02568
    85 Reservoir Rd, Vineyard Haven, MA 02568
    /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
    • 11 Howell Ln, Chilmark, MA 02535
      11 Howell Ln, Chilmark, MA 02535
      11 Howell Ln, Chilmark, MA 02535
      /24

      Est $4,140,773 Not Listed For Sale

      • 4 Beds
      • 4 Baths
      • 4,100 Sq Ft

      11 Howell Ln, Chilmark, MA 02535

      11 Howell Ln, Chilmark, MA 02535
  • 4 Nomans Watch Rd, Aquinnah, MA 02535
    4 Nomans Watch Rd, Aquinnah, MA 02535
    4 Nomans Watch Rd, Aquinnah, MA 02535
    /26

    $3,500,000

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

    4 Nomans Watch Rd, Aquinnah, MA 02535

    You’ll always feel like you’re on vacation at this four-bedroom, two and one half bath home sited perfectly on 2.4 acres to capture sweeping vistas of the Atlantic Ocean and Noman's Island. Built in 2006, this home features an open living room, dining room and stainless steel kitchen flooded with light from the wall of windows providing wide views to the Atlantic. Enjoy dining on the wrap around

    Russell Maloney Russell Maloney Real Estate

    4 Nomans Watch Rd, Aquinnah, MA 02535
    • 26 Pinkletink Rd, Chilmark, MA 02535
      26 Pinkletink Rd, Chilmark, MA 02535
      26 Pinkletink Rd, Chilmark, MA 02535
      /30

      Est $4,246,382 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,748 Sq Ft

      26 Pinkletink Rd, Chilmark, MA 02535

      26 Pinkletink Rd, Chilmark, MA 02535
  • 19 Locust Ln, Aquinnah, MA 02535
    19 Locust Ln, Aquinnah, MA 02535
    19 Locust Ln, Aquinnah, MA 02535
    /46

    $7,795,000

    • 7 Beds
    • 6 Baths
    • 6,921 Sq Ft

    19 Locust Ln, Aquinnah, MA 02535

    This beautifully designed and built home is privately sited on 12.23 acres overlooking a pastoral setting with amazing ocean views and bordered by stone walls. The spacious entry hall steps into a formal living and dining room with oversized windows that take in the amazing North Shore ocean views, tall ceilings, a field stone fireplace and concrete floors heated by radiant heat. French doors

    Brenda Galligan Karen M. Overtoom R.E.

    19 Locust Ln, Aquinnah, MA 02535
    • 5 N Slope Ln, Chilmark, MA 02535
      5 N Slope Ln, Chilmark, MA 02535
      5 N Slope Ln, Chilmark, MA 02535
      /33

      Est $3,587,727 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 2,853 Sq Ft

      5 N Slope Ln, Chilmark, MA 02535

      5 N Slope Ln, Chilmark, MA 02535
  • 19 Locust Ln, Aquinnah, MA 02535
    19 Locust Ln, Aquinnah, MA 02535
    19 Locust Ln, Aquinnah, MA 02535
    /39

    $7,775,000

    • 6 Beds
    • 34.5 Baths
    • 5,982 Sq Ft

    19 Locust Ln, Aquinnah, MA 02535

    This beautifully designed and built home is privately sited on 12.23 acres overlooking a pastoral setting with amazing ocean views and bordered by stone walls. The spacious entry hall steps into a formal living and dining room with oversized windows that take in the amazing North Shore ocean views, tall ceilings, a field stone fireplace and concrete floors heated by radiant heat. French doors

    Brenda Galligan Karen M. Overtoom R.E.

    19 Locust Ln, Aquinnah, MA 02535
    • 63 Putnam Rd, Chilmark, MA 02535
      63 Putnam Rd, Chilmark, MA 02535
      /2

      Est $3,433,777 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,798 Sq Ft

      63 Putnam Rd, Chilmark, MA 02535

      63 Putnam Rd, Chilmark, MA 02535
  • 345 North Rd, Chilmark, MA 02535
    345 North Rd, Chilmark, MA 02535
    345 North Rd, 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
    • 5 Tree Frog Ln, Chilmark, MA 02535
      5 Tree Frog Ln, Chilmark, MA 02535
      5 Tree Frog Ln, Chilmark, MA 02535
      /25

      Est $2,381,915 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,788 Sq Ft

      5 Tree Frog Ln, Chilmark, MA 02535

      5 Tree Frog Ln, Chilmark, MA 02535
  • 2 Other House Rd, Chilmark, MA 02535
    2 Other House Rd, Chilmark, MA 02535
    2 Other House Rd, Chilmark, MA 02535
    /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
    • 49 Wequobsque Rd, Chilmark, MA 02535
      49 Wequobsque Rd, Chilmark, MA 02535
      49 Wequobsque Rd, Chilmark, MA 02535
      /41

      Est $4,742,661 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,100 Sq Ft

      49 Wequobsque Rd, Chilmark, MA 02535

      49 Wequobsque Rd, Chilmark, MA 02535
  • 64 Squibnocket Farm Rd, Chilmark, MA 02535
    64 Squibnocket Farm Rd, Chilmark, MA 02535
    64 Squibnocket Farm Rd, Chilmark, MA 02535
    /43

    $16,500,000

    • 4 Beds
    • 5 Baths
    • 3,705 Sq Ft

    64 Squibnocket Farm Rd, Chilmark, MA 02535

    Welcome to an extraordinary waterfront retreat, where luxury meets nature perfectly. This exclusive property offers unparalleled access to breathtaking views, serene landscapes, and the soothing sounds of water lapping against the shore.Squibnocket Farm Road is renowned for its unspoiled beauty and tranquility. This sophisticated gated community offers a sense of seclusion while remaining within

    Thomas Wallace Wallace & Co. Sotheby's

    64 Squibnocket Farm Rd, Chilmark, MA 02535
    • 22 Quitsa Ln, Chilmark, MA 02535
      22 Quitsa Ln, Chilmark, MA 02535
      /2

      Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 3,888 Sq Ft

      22 Quitsa Ln, Chilmark, MA 02535

      22 Quitsa Ln, Chilmark, MA 02535
  • 00 Moshup Trail, Aquinnah, MA 02535
    00 Moshup Trail, Aquinnah, MA 02535
    00 Moshup Trail, Aquinnah, MA 02535
    /14

    $400,000

    • Land
    • 0.17 Acre
    • $2,352,941 per Acre

    00 Moshup Trail, Aquinnah, MA 02535

    Private Atlantic Ocean beach lot located on the serene coastline of Aquinnah on Martha's Vineyard. This exceptional beach lot offers a rare opportunity to own a piece of prime oceanfront. Located just off of Moshup Trail is private gated access to your own designated parking area. From there, a picturesque boardwalk meanders through native flora and opens onto a sandy path leading directly to the

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    00 Moshup Trail, Aquinnah, MA 02535
    • 17 Chowder Kettle Ln, Chilmark, MA 02535
      17 Chowder Kettle Ln, Chilmark, MA 02535
      17 Chowder Kettle Ln, Chilmark, MA 02535
      /31

      Est $3,023,518 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,384 Sq Ft

      17 Chowder Kettle Ln, Chilmark, MA 02535

      17 Chowder Kettle Ln, Chilmark, MA 02535
  • 00 Moshup Trail Unit 6, Aquinnah, MA 02535
    00 Moshup Trail Unit 6, Aquinnah, MA 02535
    00 Moshup Trail Unit 6, Aquinnah, MA 02535
    /16

    $400,000

    • Land
    • 0.16 Acre
    • $2,500,000 per Acre

    00 Moshup Trail Unit 6, Aquinnah, MA 02535

    Private Atlantic Ocean beach lot located on the serene coastline of Aquinnah on Martha's Vineyard. This exceptional beach lot offers a rare opportunity to own a piece of prime oceanfront. Located just off of Moshup Trail is private gated access to your own designated parking area. From there, a picturesque boardwalk meanders through native flora and opens onto a sandy path leading directly to

    Alyssa Halisky Wallace & Co. Sotheby's

    00 Moshup Trail Unit 6, Aquinnah, MA 02535

Showing Results 161 - 200, Page 5 of 18

Massachusetts Dukes County Chilmark 02535

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