1,733

Chilmark Homes

Section Image
    • 5 Guerin Ln, Chilmark, MA 02535
      5 Guerin Ln, Chilmark, MA 02535
      5 Guerin Ln, Chilmark, MA 02535
      /25

      Est $3,361,948 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 Osprey Ln, Chilmark, MA 02535
    25 Osprey Ln, Chilmark, MA 02535
    25 Osprey Ln, Chilmark, MA 02535
    /37

    $7,975,000 Pending

    • 4 Beds
    • 5 Baths
    • 3,777 Sq Ft

    25 Osprey Ln, Chilmark, MA 02535

    Spectacular views from one of the most sought after private enclaves on Chilmark's South Shore. This lovely home was built to take advantage of this magical location. Just steps to the shared dock on the shores of Upper Chilmark Pond and minutes to the extraordinary deeded Atlantic Beach front. The homeowners worked with world renowned architects, Crissman & Solomon, along with revolutionary

    Deb Hancock Hancock Real Estate

    25 Osprey Ln, 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
  • 10 Molly's Ln, Chilmark, MA 02535
    10 Molly's Ln, Chilmark, MA 02535
    10 Molly's Ln, Chilmark, MA 02535
    /28

    $2,950,000 Pending

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

    10 Molly's Ln, Chilmark, MA 02535

    The Salt Shack merges historic preservation with modern updates in Menemsha. Designed by husband-and-wife luxury boutique design firm, Morgan Studio, the renovation of this 100-year-old ocean view cottage preserves its charm and historical integrity while incorporating contemporary design elements to enhance both comfort and aesthetics. Nestled behind Menemsha Pond, the cottage boasts a prime

    Peyton Wallace Studio Realty

    10 Molly's Ln, Chilmark, MA 02535
    • 11 Howell Ln, Chilmark, MA 02535
      11 Howell Ln, Chilmark, MA 02535
      11 Howell Ln, Chilmark, MA 02535
      /24

      Est $4,342,318 Not Listed For Sale

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

      11 Howell Ln, Chilmark, MA 02535

      11 Howell Ln, Chilmark, MA 02535
  • 94 Menemsha Inn Rd, Chilmark, MA 02535
    94 Menemsha Inn Rd, Chilmark, MA 02535
    94 Menemsha Inn Rd, Chilmark, MA 02535
    /48

    $8,450,000 Pending

    • 5 Beds
    • 3.5 Baths
    • 3,241 Sq Ft

    94 Menemsha Inn Rd, Chilmark, MA 02535

    Set on 5.6 acres of pristine land, this custom-built 4-bedroom, 2.5-bath main residence, with a detached 1-bedroom, 1-bath guest studio, offers unparalleled privacy, natural surroundings and sweeping views of Vineyard Sound. Nearly every room captures breathtaking water views and unforgettable sunsets, best enjoyed from the expansive stone terrace, screened porch, or the private balcony off the

    Abby Rabinovitz Tea Lane Associates

    94 Menemsha Inn Rd, Chilmark, MA 02535
    • 26 Pinkletink Rd, Chilmark, MA 02535
      26 Pinkletink Rd, Chilmark, MA 02535
      26 Pinkletink Rd, Chilmark, MA 02535
      /30

      Est $3,837,659 Not Listed For Sale

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

      26 Pinkletink Rd, Chilmark, MA 02535

      26 Pinkletink Rd, Chilmark, MA 02535
  • 34 Ebens Ln, Chilmark, MA 02535
    34 Ebens Ln, Chilmark, MA 02535
    34 Ebens Ln, Chilmark, MA 02535
    /4

    $1,449,000 Pending

    • Land
    • 3.90 Acres
    • $371,538 per Acre

    34 Ebens Ln, Chilmark, MA 02535

    Settled high on a peaceful ridge this 3.9-acre property is being offered with a long-term lease for 2.5 acres of prime restricted agricultural farmland abutting the property and the Tiasquam River. With the river running along the edge of the property this area is ideal for growing flowers, vegetables, and/or arbors. The land may also be used for grazing and housing livestock along with any

    Thomas Wallace Wallace & Co. Sotheby's

    34 Ebens Ln, Chilmark, 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 $3,396,786 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
  • 00 Quenames Rd Unit 30-02, Chilmark, MA 02535
    00 Quenames Rd Unit 30-02, Chilmark, MA 02535
    /2

    $995,000 Under Contract

    • Land
    • 3.05 Acres
    • $326,230 per Acre

    00 Quenames Rd Unit 30-02, Chilmark, MA 02535

    Handsome, large level parcel of land in Chilmark! Bounds are in, lot lines are flagged and brush cut, as well as a bit of the lot interior so that you can appreciate the size and orientation of the parcel. 6-Bedroom septic design has been approved and well will be installed soon. Quenames Road is off South Road, a short hop to West Tisbury village center with Alley's General Store, the Town's

    Candy DaRosa Feiner Real Estate

    00 Quenames Rd Unit 30-02, 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 $2,450,926 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
    • 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
    • 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
    • 17 Chowder Kettle Ln, Chilmark, MA 02535
      17 Chowder Kettle Ln, Chilmark, MA 02535
      17 Chowder Kettle Ln, Chilmark, MA 02535
      /31

      Est $3,052,953 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
    • 20 Tennis Ln, Chilmark, MA 02535
      20 Tennis Ln, Chilmark, MA 02535
      20 Tennis Ln, Chilmark, MA 02535
      /42

      Est $3,161,614 Not Listed For Sale

      • 4 Beds
      • 3.5 Baths
      • 2,673 Sq Ft

      20 Tennis Ln, Chilmark, MA 02535

      20 Tennis Ln, Chilmark, MA 02535
    • 51 Squibnocket Farm Rd, Chilmark, MA 02535
      51 Squibnocket Farm Rd, Chilmark, MA 02535
      51 Squibnocket Farm Rd, Chilmark, MA 02535
      /32

      Est $7,375,468 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 3,200 Sq Ft

      51 Squibnocket Farm Rd, Chilmark, MA 02535

      51 Squibnocket Farm Rd, Chilmark, MA 02535
    • 239 State Rd, Chilmark, MA 02535
      239 State Rd, Chilmark, MA 02535
      239 State Rd, Chilmark, MA 02535
      /31

      Est $3,075,009 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,024 Sq Ft

      239 State Rd, Chilmark, MA 02535

      239 State Rd, Chilmark, MA 02535
    • 53 Wequobsque Rd, Chilmark, MA 02535
      53 Wequobsque Rd, Chilmark, MA 02535
      /2

      Est $5,716,158 Not Listed For Sale

      • 4 Beds
      • 4,237 Sq Ft

      53 Wequobsque Rd, Chilmark, MA 02535

      53 Wequobsque Rd, Chilmark, MA 02535
    • 51 State Rd, Chilmark, MA 02535
      51 State Rd, Chilmark, MA 02535
      51 State Rd, Chilmark, MA 02535
      /20

      Not Listed For Sale

      • 5 Beds
      • 5 Baths
      • 3,200 Sq Ft

      51 State Rd, Chilmark, MA 02535

      51 State Rd, Chilmark, MA 02535
    • 1 Azalea Ln, Chilmark, MA 02535
      1 Azalea Ln, Chilmark, MA 02535
      1 Azalea Ln, Chilmark, MA 02535
      /13

      Est $6,048,551 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 2,511 Sq Ft

      1 Azalea Ln, Chilmark, MA 02535

      1 Azalea Ln, Chilmark, MA 02535
    • 17 High Mark, Chilmark, MA 02535
      17 High Mark, Chilmark, MA 02535
      17 High Mark, Chilmark, MA 02535
      /52

      Not Listed For Sale

      • 7 Beds
      • 5 Baths
      • 3,883 Sq Ft

      17 High Mark, Chilmark, MA 02535

      17 High Mark, Chilmark, MA 02535
    • 146 Quenames Rd, Chilmark, MA 02535
      146 Quenames Rd, Chilmark, MA 02535
      /2

      Est $3,615,683 Not Listed For Sale

      • 9 Beds
      • 10 Baths
      • 6,726 Sq Ft

      146 Quenames Rd, Chilmark, MA 02535

      146 Quenames Rd, Chilmark, MA 02535
    • 76 Menemsha Inn Rd, Chilmark, MA 02535
      76 Menemsha Inn Rd, Chilmark, MA 02535
      76 Menemsha Inn Rd, Chilmark, MA 02535
      /39

      Est $6,953,378 Not Listed For Sale

      • 3 Beds
      • 5 Baths
      • 4,033 Sq Ft

      76 Menemsha Inn Rd, Chilmark, MA 02535

      76 Menemsha Inn Rd, Chilmark, MA 02535
    • 13 Kapigan Rd, Chilmark, MA 02535
      13 Kapigan Rd, Chilmark, MA 02535
      13 Kapigan Rd, Chilmark, MA 02535
      /15

      Est $3,204,292 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 3,750 Sq Ft

      13 Kapigan Rd, Chilmark, MA 02535

      13 Kapigan Rd, Chilmark, MA 02535
    • 252 Middle Rd, Chilmark, MA 02535
      252 Middle Rd, Chilmark, MA 02535
      252 Middle Rd, Chilmark, MA 02535
      /16

      Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,224 Sq Ft

      252 Middle Rd, Chilmark, MA 02535

      252 Middle Rd, Chilmark, MA 02535
    • 12 Peaked Hill Rd, Chilmark, MA 02535
      12 Peaked Hill Rd, Chilmark, MA 02535
      12 Peaked Hill Rd, Chilmark, MA 02535
      /13

      Est $2,490,963 Not Listed For Sale

      • 4 Beds
      • 1.5 Baths
      • 1,284 Sq Ft

      12 Peaked Hill Rd, Chilmark, MA 02535

      12 Peaked Hill Rd, Chilmark, MA 02535
    • 7 S Ridge Rd, Chilmark, MA 02535
      7 S Ridge Rd, Chilmark, MA 02535
      7 S Ridge Rd, Chilmark, MA 02535
      /26

      Est $2,987,901 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 1,964 Sq Ft

      7 S Ridge Rd, Chilmark, MA 02535

      7 S Ridge Rd, Chilmark, MA 02535
    • 135 Middle Rd, Chilmark, MA 02535
      135 Middle Rd, Chilmark, MA 02535
      135 Middle Rd, Chilmark, MA 02535
      /7

      Not Listed For Sale

      • 5 Beds
      • 2 Baths
      • 2,455 Sq Ft

      135 Middle Rd, Chilmark, MA 02535

      135 Middle Rd, Chilmark, MA 02535
    • 40 Blueberry Ridge Ln, Chilmark, MA 02535
      40 Blueberry Ridge Ln, Chilmark, MA 02535
      40 Blueberry Ridge Ln, Chilmark, MA 02535
      /26

      Est $2,235,754 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,244 Sq Ft

      40 Blueberry Ridge Ln, Chilmark, MA 02535

      40 Blueberry Ridge Ln, Chilmark, MA 02535
    • 13 Deer Path Ln, Chilmark, MA 02535
      13 Deer Path Ln, Chilmark, MA 02535
      13 Deer Path Ln, Chilmark, MA 02535
      /50

      Est $3,654,863 Not Listed For Sale

      • 4 Beds
      • 4.5 Baths
      • 3,194 Sq Ft

      13 Deer Path Ln, Chilmark, MA 02535

      13 Deer Path Ln, Chilmark, MA 02535
    • 8B Clambelly Rd, Chilmark, MA 02535
      8B Clambelly Rd, Chilmark, MA 02535
      8B Clambelly Rd, Chilmark, MA 02535
      /31

      Est $2,387,577 Not Listed For Sale

      • 3 Beds
      • 3.5 Baths
      • 1,978 Sq Ft

      8B Clambelly Rd, Chilmark, MA 02535

      8B Clambelly Rd, Chilmark, MA 02535
    • 34 Bijahs Way, Chilmark, MA 02535
      34 Bijahs Way, Chilmark, MA 02535
      34 Bijahs Way, Chilmark, MA 02535
      /18

      Est $2,171,304 Not Listed For Sale

      • 4 Beds
      • 2.5 Baths
      • 2,293 Sq Ft

      34 Bijahs Way, Chilmark, MA 02535

      34 Bijahs Way, Chilmark, MA 02535
    • 7 Clambelly Rd, Chilmark, MA 02535
      7 Clambelly Rd, Chilmark, MA 02535
      7 Clambelly Rd, Chilmark, MA 02535
      /27

      Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,876 Sq Ft

      7 Clambelly Rd, Chilmark, MA 02535

      7 Clambelly Rd, Chilmark, MA 02535
    • 31 North Rd, Chilmark, MA 02535
      31 North Rd, Chilmark, MA 02535
      31 North Rd, Chilmark, MA 02535
      /5

      Est $933,916 Not Listed For Sale

      • 2 Beds
      • 1 Bath
      • 576 Sq Ft

      31 North Rd, Chilmark, MA 02535

      31 North Rd, Chilmark, MA 02535
    • 35 North Rd, Chilmark, MA 02535
      35 North Rd, Chilmark, MA 02535
      35 North Rd, Chilmark, MA 02535
      /24

      Est $1,319,607 Not Listed For Sale

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

      35 North Rd, Chilmark, MA 02535

      35 North Rd, Chilmark, MA 02535
    • Lot 1A Bartlett Woods, Chilmark, MA 02535
      Lot 1A Bartlett Woods, Chilmark, MA 02535
      Lot 1A Bartlett Woods, Chilmark, MA 02535
      /10

      Not Listed For Sale

      Lot 1A Bartlett Woods, Chilmark, MA 02535

      Lot 1A Bartlett Woods, Chilmark, MA 02535
    • 86 Menemsha Cross Rd, Chilmark, MA 02535
      86 Menemsha Cross Rd, Chilmark, MA 02535
      86 Menemsha Cross Rd, Chilmark, MA 02535
      /23

      Not Listed For Sale

      • 4 Beds
      • 1 Bath
      • 1,277 Sq Ft

      86 Menemsha Cross Rd, Chilmark, MA 02535

      86 Menemsha Cross Rd, Chilmark, MA 02535
    • 31 & 33 Flanders Ln, Chilmark, MA 02535
      31 & 33 Flanders Ln, Chilmark, MA 02535
      31 & 33 Flanders Ln, Chilmark, MA 02535
      /11

      Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,320 Sq Ft

      31 & 33 Flanders Ln, Chilmark, MA 02535

      31 & 33 Flanders Ln, Chilmark, MA 02535
    • 0 Menemsha Inn Rd, Chilmark, MA 02535
      0 Menemsha Inn Rd, Chilmark, MA 02535
      0 Menemsha Inn Rd, Chilmark, MA 02535
      /11

      Not Listed For Sale

      0 Menemsha Inn Rd, Chilmark, MA 02535

      0 Menemsha Inn Rd, Chilmark, MA 02535
    • 10 Sams Way, Chilmark, MA 02535
      10 Sams Way, Chilmark, MA 02535
      10 Sams Way, Chilmark, MA 02535
      /21

      Est $5,221,175 Not Listed For Sale

      • 3 Beds
      • 2.5 Baths
      • 2,350 Sq Ft

      10 Sams Way, Chilmark, MA 02535

      10 Sams Way, Chilmark, MA 02535

Showing Results 121 - 160, Page 4 of 18

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