2,459

Homes in ZIP Code 02535

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  • /41

    $5,350,000

    Open Sat 11:30AM - 1:30PM $300K PRICE DROP
    • 4 Beds
    • 4.5 Baths
    • 5,402 Sq Ft

    205 South Rd, Chilmark, MA 02535

    CLASSIC CHILMARK RETREAT. Set on nearly six acres of picturesque land, this beautifully restored and expanded modern farmhouse offers a seamless blend of timeless Vineyard character and contemporary comfort. The 3-bedroom, 3.5-bath main residence spans approximately 5,400 square feet of thoughtfully designed living space, highlighted by a sun-filled open kitchen and living area anchored by a

    Tina Miller Donnelly + Co.

    205 South Rd, Chilmark, MA 02535
    • /42

      Not Listed For Sale

      2 Squibnocket Rd, Chilmark, MA 02535

      • 6 Beds
      • 5.5 Baths
      • 5,808 Sq Ft
      • Built 2008
      2 Squibnocket Rd, Chilmark, MA 02535

      Last Sold Summary

      • 295 Days On Market

  • /3

    $375,000

    $75K PRICE DROP
    • Land
    • 8,712 Sq Ft
    • $1,875,000 per Acre

    00 Moshup Trail Unit 7-5, Aquinnah, MA 02535

    Spectacular, private beach lot located just off Moshup Trail. Gated entry, parking rights and a deeded 1/5 acre of beach on the Atlantic. This is not a buildable lot, no structures of any kind are permitted. Map 10, Lot 7-5

    Russell Maloney Russell Maloney Real Estate

    00 Moshup Trail Unit 7-5, Aquinnah, MA 02535
    • /12

      Not Listed For Sale

      99 Cygnet Way, Chilmark, MA 02535

      99 Cygnet Way, Chilmark, MA 02535

      Last Sold Summary

      • 792 Days On Market

  • /33

    $4,000,000

    • 5 Beds
    • 3 Baths
    • 2,304 Sq Ft

    41 Moshup Trail, Aquinnah, MA 02535

    The Best of Aquinnah: Surf, Views, and Total Privacy. There is nothing quite like the south shore of Aquinnah, and this five-bedroom home puts you right in the heart of it. Tucked away along Moshup Trail, the property, lovingly referred to as "Surfside", is all about the Atlantic views and the effortless, barefoot lifestyle that comes with being this close to the water. The house is bright and

    Heidi Vanderhoop Tea Lane Associates

    41 Moshup Trail, Aquinnah, MA 02535
    • /20

      Est $1,249,910

      Not Listed For Sale

      31 Cross Rip Ln, Chilmark, MA 02535

      • 1 Bed
      • 1 Bath
      • 512 Sq Ft
      • Built 1999
      31 Cross Rip Ln, Chilmark, MA 02535

      Last Sold Summary

      • 30 Days On Market

  • /34

    $1,499,000

    $100K PRICE DROP
    • 5 Beds
    • 2 Baths
    • 1,440 Sq Ft

    393 Lighthouse Rd, Aquinnah, MA 02535

    Ranch style home & Guest camp situated on 1+/- acre lot. The Main House offers distant views of Lobersterville beach and the Vineyard Sound beyond. Located in the desirable Lighthouse Road area, which offers walkable/close-by beach access and quiet roads. The view can be enjoyed from the Kitchen/Living/Dining as well as the wrap-around deck. Enjoy the open concept main living area, two bedrooms,

    Julianna Flanders Flanders Real Estate

    393 Lighthouse Rd, Aquinnah, MA 02535
    • /34

      Est $4,648,353

      Not Listed For Sale

      515 State Rd, Aquinnah, MA 02535

      • 4 Beds
      • 4.5 Baths
      • 4,000 Sq Ft
      • Built 2004
      515 State Rd, Aquinnah, MA 02535

      Last Sold Summary

      • 238 Days On Market

  • /32

    $5,200,000

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

    49 Gosnolds Way, Chilmark, MA 02535

    Set high on the north shore with panoramic views of Vineyard Sound and deeded private beach access, this secluded 9.8-acre estate enjoys a rare setting abutting conservation land and the Menemsha Hills trail network. The meticulously maintained residence features a reverse floor plan designed to maximize natural light, soaring ceilings, and stunning water views. The upper level offers an

    Bonnie Pierce Wallace & Co. Sotheby's International Realty

    49 Gosnolds Way, Chilmark, MA 02535
    • /58

      Est $7,137,581

      Not Listed For Sale

      394 Lighthouse Rd, Aquinnah, MA 02535

      • 5 Beds
      • 3.5 Baths
      • 3,945 Sq Ft
      • Built 1999
      394 Lighthouse Rd, Aquinnah, MA 02535

      Last Sold Summary

      • 180 Days On Market

  • /30

    $2,395,000

    $105K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,350 Sq Ft

    16 South Rd, Chilmark, MA 02535

    Rare Chilmark compound with beach access, barn, horse stalls, and fenced pasture on 1.6 acres. Set just over the West Tisbury line, this restored 1885 farmhouse offers a compelling blend of authentic Vineyard character, modern comfort, and access to Chilmark’s coveted south shore beaches, including Lucy Vincent and Squibnocket. The property unfolds as a small country compound with a distinctly

    Michele Casavant Vineyard Village Realty

    16 South Rd, Chilmark, MA 02535
    • /31

      Est $3,463,448

      Not Listed For Sale

      68 Meeting House Rd, Chilmark, MA 02535

      • 4 Beds
      • 3 Baths
      • 2,300 Sq Ft
      • Built 1990
      68 Meeting House Rd, Chilmark, MA 02535

      Last Sold Summary

      • 88 Days On Market

  • /39

    $16,000,000

    • 2 Beds
    • 2 Baths
    • 1,041 Sq Ft

    0, 36, 38 Black Point Rd, Chilmark, MA 02535

    Forty six extraordinary acres on Black Point Pond with easy access to Black Point sandy ocean beach. Magical expansive views of meadows, pond and ocean. This estate-sized property abuts 140 acres of Sheriff's Meadow conservation land, offering exceptional privacy. A simple 1041 square foot two bedroom home sits on one lot with two detached studios alongside. Close to nature, this seasonal home

    Abby Rabinovitz Tea Lane Associates

    0, 36, 38 Black Point Rd, Chilmark, MA 02535
    • /75

      Est $3,920,981

      Not Listed For Sale

      4 Tilton Rd, Chilmark, MA 02535

      • 4 Beds
      • 2 Baths
      • 1,362 Sq Ft
      • Built 1975
      4 Tilton Rd, Chilmark, MA 02535

      Last Sold Summary

      • 49 Days On Market

  • /20

    $325,000

    $5K PRICE DROP
    • Land
    • 7,405 Sq Ft
    • $1,911,765 per Acre

    00 Moshup Trail, Aquinnah, MA 02535

    Tucked along the south shore of Aquinnah on Martha's Vineyard, this beach lot presents a chance to enjoy true oceanfront ownership. Accessed via Moshup Trail, this lot features a private gated entry with a pea stone parking area. A boardwalk, that winds through natural coastal vegetation, connects to a sandy trail that brings you over the bluff to the expansive shoreline. Secure your own stretch

    Sheila Morse Island Real Estate

    00 Moshup Trail, Aquinnah, MA 02535
    • /31

      Est $2,267,218

      Not Listed For Sale

      7 the Aerie, Chilmark, MA 02535

      • 3 Beds
      • 1.5 Baths
      • 1,386 Sq Ft
      • Built 1989
      7 the Aerie, Chilmark, MA 02535

      Last Sold Summary

      • 11 Days On Market

  • /56

    $3,375,000

    Under Contract
    • 4 Beds
    • 3 Baths
    • 2,704 Sq Ft

    370 Lighthouse Rd, Aquinnah, MA 02535

    Stunning waterview living with an active view that will never disappoint. Wake up every morning to breathtaking 180 degree water views in this beautifully appointed 4-bedroom, 3-bath coastal retreat. Perfectly situated to capture sunrise to sunset vistas, this home offers a blend of summer vibes with year-round living amenities. Step inside to find an open-concept living space filled with natural

    Jill Napior Tea Lane Associates

    370 Lighthouse Rd, Aquinnah, MA 02535
    • /17

      Est $2,817,414

      Not Listed For Sale

      22 Tabor Hills, Chilmark, MA 02535

      • 3 Beds
      • 2.5 Baths
      • 2,375 Sq Ft
      • Built 1997
      22 Tabor Hills, Chilmark, MA 02535

      Last Sold Summary

      • 4 Days On Market

  • /15

    $1,195,000

    • Land
    • 5.7 Acres
    • $209,649 per Acre

    14 Ridge Rd Unit 94, Aquinnah, MA 02535

    Nearly 6 acres of land bordered by stonewalls on two sides. The property has been cleared, so you are able to see the level topography and mature trees. The location lends itself to a short walk to Lobsterville Beach or Red Beach on Menemsha Pond, where you can hop on your paddleboard or kayak or get to your mooring. There is fresh fish to catch off the beach or clams to gather from the Pond for

    Jill Napior Tea Lane Associates

    14 Ridge Rd Unit 94, Aquinnah, MA 02535
    • /2

      Est $5,230,988

      Not Listed For Sale

      24 Blacksmith Valley Rd, Chilmark, MA 02535

      • 4 Beds
      • 2 Baths
      • 1,952 Sq Ft
      • Built 1951
      24 Blacksmith Valley Rd, Chilmark, MA 02535

  • /24

    $3,495,000

    • 5 Beds
    • 2.5 Baths
    • 1,920 Sq Ft

    12 E Pasture Rd, Aquinnah, MA 02535

    This elegant architectural home is set within a lovely rolling meadow on four and a half generous acres, surrounded by stone walls, blue sky, and tranquility at all times of year. 12 East Pasture is a peaceful retreat on the westernmost side of Martha's Vineyard, known for the beautiful beaches and quiet privacy. The house features multiple large windows and sliding glass doors, which flood the

    Elissa Lash Tea Lane Associates

    12 E Pasture Rd, Aquinnah, MA 02535
    • /31

      Est $1,022,719

      Not Listed For Sale

      1 Aquinnah Cir, Aquinnah, MA 02535

      • 2 Beds
      • 1.5 Baths
      • 680 Sq Ft
      • Built 1991
      1 Aquinnah Cir, Aquinnah, MA 02535

      Last Sold Summary

      • 7 Days On Market

  • /42

    $3,995,000

    • 3 Beds
    • 4 Baths
    • 3,426 Sq Ft

    96 Hammett Ln, Chilmark, MA 02535

    Beautifully designed and built Post & Beam style home is tastefully thought out and meticulously maintained. The open living, dining and kitchen feature custom built-ins, a wood burning fireplace and a fabulous gourmet kitchen with Wolfe 8 burner professional style stove, Sub Zero refrigerator, Boshe dishwasher, soapstone counters and a butlers pantry with extra cupboards, shelving and a wine

    Brenda Galligan Karen M. Overtoom R.E.

    96 Hammett Ln, Chilmark, MA 02535
    • /2

      Not Listed For Sale

      18 Austin Pasture, Chilmark, MA 02535

      • 5 Beds
      • 4 Baths
      • 5,022 Sq Ft
      • Built 2002
      18 Austin Pasture, Chilmark, MA 02535

  • /29

    $4,350,000

    • 3 Beds
    • 2 Baths
    • 1,260 Sq Ft

    131 State Rd, Chilmark, MA 02535

    Magical waterfront Quitsa pond cottage with private dock will change your life living on the water. Every day is special when you have an intimate relationship with Quitsa Pond. Calm, safe and breathtaking, adventure is out the doorstep and the sunsets.... Designed with the setting in mind this sublime piece of architecture has wonderful spaces, fantastic detail and so much packed into a smaller

    Jim Feiner Feiner Real Estate

    131 State Rd, Chilmark, MA 02535
    • /30

      Est $3,891,828

      Not Listed For Sale

      26 Pinkletink Rd, Chilmark, MA 02535

      • 3 Beds
      • 2 Baths
      • 1,748 Sq Ft
      • Built 1979
      26 Pinkletink Rd, Chilmark, MA 02535

      Last Sold Summary

      • 0 Days On Market

  • /29

    $2,800,000

    $150K PRICE DROP Under Contract
    • 4 Beds
    • 3 Baths
    • 2,758 Sq Ft

    382 Lighthouse Rd, Aquinnah, MA 02535

    Spacious contemporary set high off Lighthouse Road with unobstructed, amazing water views of the Vineyard Sound and Elizabeth Islands. Open concept design with soaring ceilings and modern architecture. A retreat for all seasons this house is fully insulated, heated and has central air. A center island in the kitchen ensures the cook of the family does not miss out on the amazing sunsets. Ground

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

    382 Lighthouse Rd, Aquinnah, MA 02535
    • /25

      Est $2,537,881

      Not Listed For Sale

      5 Tree Frog Ln, Chilmark, MA 02535

      • 4 Beds
      • 2 Baths
      • 1,788 Sq Ft
      • Built 1997
      5 Tree Frog Ln, Chilmark, MA 02535

      Last Sold Summary

      • 7 Days On Market

  • /3

    $785,000

    • Land
    • 3.8 Acres
    • $206,579 per Acre

    0 Jeffers Way Unit 165, Aquinnah, MA 02535

    Nestled within the serene landscape of Aquinnah, this 3.8-acre parcel offers a unique blend of natural beauty and historical significance. Bordered by ancient stone walls and mature vegetation, the elevated terrain provides a bucolic setting for a private residence. Already in place is a private well, 3-bedroom septic, and full engineering.

    Michele Casavant Vineyard Village Realty

    0 Jeffers Way Unit 165, Aquinnah, MA 02535
    • /2

      Not Listed For Sale

      22 Quitsa Ln, Chilmark, MA 02535

      • 5 Beds
      • 5 Baths
      • 3,888 Sq Ft
      • Built 1850
      22 Quitsa Ln, Chilmark, MA 02535

  • /3

    $1,325,000

    • Land
    • 4.28 Acres
    • $309,579 per Acre

    0 North Way, Chilmark, MA 02535

    Set just off North Road, this exceptional parcel offers a rare opportunity to build in a setting rich with natural beauty. Recently subdivided, this land combines privacy, character and thoughtful positioning. The lot is perfectly sited capturing serene woodland views and the natural contours of Middle Line Ridge. A 600ft stonewall lines the western property line, creating a timeless sense of

    Stacy Ickes Donnelly + Co.

    0 North Way, Chilmark, MA 02535
    • /36

      Est $2,595,080

      Not Listed For Sale

      4 Sandcastle Ln, Aquinnah, MA 02535

      • 2 Beds
      • 1.5 Baths
      • 1,025 Sq Ft
      • Built 1986
      4 Sandcastle Ln, Aquinnah, MA 02535

      Last Sold Summary

      • 4 Days On Market

  • /42

    $7,500,000

    $1M PRICE DROP
    • 5 Beds
    • 7 Baths
    • 4,531 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

    85 Reservoir Rd, Vineyard Haven, MA 02568
    • /14

      Est $3,972,555

      Not Listed For Sale

      141 Lighthouse Rd, Aquinnah, MA 02535

      • 4 Beds
      • 3.5 Baths
      • 2,474 Sq Ft
      • Built 2013
      141 Lighthouse Rd, Aquinnah, MA 02535

      Last Sold Summary

      • 0 Days On Market

  • /22

    $325,000

    $5K PRICE DROP
    • Land
    • 7,313 Sq Ft
    • $1,935,676 per Acre

    00 Moshup Trail Unit 6, Aquinnah, MA 02535

    Tucked along the south shore of Aquinnah on Martha’s Vineyard, this beach lot presents a chance to enjoy true oceanfront ownership. Accessed via Moshup Trail, this lot features a private gated entry with a pea stone parking area. A boardwalk, that winds through natural coastal vegetation, connects to a sandy trail that brings you over the bluff to the expansive shoreline. Secure your own stretch

    Diana Gilmore Island Real Estate

    00 Moshup Trail Unit 6, Aquinnah, MA 02535
    • /38

      Est $2,536,623

      Not Listed For Sale

      1 Mariners View Ln, Aquinnah, MA 02535

      • 4 Beds
      • 2 Baths
      • 1,719 Sq Ft
      • Built 1974
      1 Mariners View Ln, Aquinnah, MA 02535

      Last Sold Summary

      • 171 Days On Market

  • /14

    $1,495,000

    $80K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 896 Sq Ft

    45 Quenames Rd, Chilmark, MA 02535

    Set on a serene 3.02-acre parcel in Chilmark, 45 Quenames Road offers privacy, charm, and excellent potential. In a sunny clearing among mature trees, the maintained 2-bedroom house features first-floor living, an open kitchen and living area, two bedrooms, a full bath with shower, an enormous three-season screened porch, a large outdoor shower, kitchen gardens, and a potting area with utility

    Dawn Bellante-Holand Sandpiper Realty

    45 Quenames Rd, Chilmark, MA 02535
    • /2

      Est $1,592,503

      Not Listed For Sale

      2 Creek Hill, Chilmark, MA 02535

      • 2 Beds
      • 1 Bath
      • 770 Sq Ft
      • Built 1920
      2 Creek Hill, Chilmark, MA 02535

  • /55

    $5,450,000

    • 5 Beds
    • 4 Baths
    • 3,513 Sq Ft

    61 Stonewall Rd, Chilmark, MA 02535

    Introducing a refined contemporary Chilmark beach house with water views and deeded access to Stonewall Beach on the Atlantic Ocean. The property is set within the storied Stonewall Road and Beach Association - where homes are held for generations and lifelong friendships take root - and offers a true sense of place and continuity. Built by South Mountain Company and thoughtfully renovated and

    Mark Jenkins Wallace & Co. Sotheby's International Realty

    61 Stonewall Rd, Chilmark, MA 02535
    • /31

      Est $3,060,207

      Not Listed For Sale

      239 State Rd, Chilmark, MA 02535

      • 3 Beds
      • 2 Baths
      • 1,024 Sq Ft
      • Built 1956
      239 State Rd, Chilmark, MA 02535

      Last Sold Summary

      • 357 Days On Market

Showing Results 161 - 200, Page 5 of 18

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