2,453

Homes in ZIP Code 02535

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  • /77

    $2,995,000

    • 4 Beds
    • 3.5 Baths
    • 2,515 Sq Ft

    300 North Rd, Chilmark, MA 02535

    Winding tree lined driveway off North Rd brings you to this commanding, custom designed residence built by a top tier island builder. This home is set on over 4 private acres of rolling meadows and big sky views. Main living space is all on one level which includes primary bedroom with en-suite bath, large living area with fireplace, bright sunroom or second living room, custom kitchen and two

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

    300 North Rd, Chilmark, MA 02535
  • /13

    $15,000 total monthly price

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    19 Lighthouse Road Aq605, Aquinnah, MA 02535

    This family-friendly, three-bedroom retreat on Lighthouse Road in Aquinnah offers all the comforts of home with stunning water views of the Vineyard Sound and the Elizabeth Islands. It is beautifully decorated and nicely furnished. The home features stylish post-and-beam architecture. The main level features cathedral ceilings, wrap-around picture windows and skylights. The main level opens out

    Karen Overtoom Karen M. Overtoom R.E.

    19 Lighthouse Road Aq605, Aquinnah, MA 02535
  • /22

    $1,607,000 Sold Jul 10, 2025

    • 2,850 Sq Ft
    • $564/SF
    • 354 Days On Market
    • 4 Beds
    • 3 Baths
    • Built 1978

    10 N Abels Hill Rd, Chilmark, MA 02535

    A rare opportunity in the iconic Abel's Hill Association which offers private association beach access, three tennis courts and walking trails. This multi-level Chilmark home was designed and built as an homage to architect Frank Lloyd Wright's ethos of open living spaces with flowing sightlines from room to room. The main house has a pocket view to the Atlantic that opens in the fall and winter

    Elissa Lash Tea Lane Associates

    10 N Abels Hill Rd, Chilmark, MA 02535
    • /19

      Est $2,478,758 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,450 Sq Ft

      27 Ocean View Farm Rd, Chilmark, MA 02535

      27 Ocean View Farm Rd, Chilmark, MA 02535
  • /36

    $2,500,000

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

    16 South Rd, Chilmark, MA 02535

    Where Vineyard history meets pastoral beauty.Classic, lovingly restored 1800’s Chilmark farmhouse with multiple outbuildings, which includes a large barn with second floor loft, a run-in barn with two horse stalls, both overlook an expansive, pastoral fenced pasture for horses to run or field games to be played. This historic farmhouse home offers four bedrooms, three baths and has been updated

    Michele Casavant Vineyard Village Realty

    16 South Rd, Chilmark, MA 02535
  • /9

    $10,800 total monthly price

    • 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
  • /44

    $37,000,000 Sold Jul 10, 2025

    • 7,846 Sq Ft
    • $4,716/SF
    • 39 Days On Market
    • 8 Beds
    • 5.5 Baths
    • Built 1993

    41 Cobbs Hill Rd, Chilmark, MA 02535

    One of the most exclusive estates across the Northeast, Blue Heron Farm on Martha's Vineyard is set on nearly 30 acres of lush landscaping along the shores of Tisbury Great Pond. The former summer residence of President Obama and family, chosen for its incredible privacy, serenity and significance, this multi-generational compound is protected by surrounding farmland and mature trees.

    Brian Dougherty Corcoran Property Advisors

    41 Cobbs Hill Rd, Chilmark, MA 02535
    • /69

      Est $2,333,534 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 2,034 Sq Ft

      276 South Rd, Chilmark, MA 02535

      276 South Rd, Chilmark, MA 02535
  • /10

    $350,000

    • Land
    • 0 Acre

    0 Moshup Trail Unit 32500206, Aquinnah, MA 02535

    Enjoy coveted access to one of Martha's Vineyard's most stunning sandy beaches, located just off Moshup Trail in Aquinnah. This secluded beach is shared with only seven other members, ensuring a peaceful and private coastal experience. Located near Aquinnah's iconic ''Painted House,'' the property includes use of a private gated parking area and a picturesque stretch of shoreline perfect for

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    0 Moshup Trail Unit 32500206, Aquinnah, MA 02535
  • /26

    $18,000 total monthly price

    • 3 Beds
    • 2.5 Baths
    • 2,400 Sq Ft
    • House for Rent

    40 Lighthouse Rd, Aquinnah, MA 02535

    Great water view property in Aquinnah - this immaculate contemporary has that unique combination of a beautifully designed and constructed, year-round home, AND an outstanding view of the Sound and Elizabeth Islands. Not only is the water view property packed with many custom details, but the home's layout is perfect for relaxed living - with a fantastic kitchen open to the dining and living

    Karen Overtoom Karen M. Overtoom R.E.

    40 Lighthouse Rd, Aquinnah, MA 02535
  • /3

    $3,100,000 Sold Jul 03, 2025

    • 1,500 Sq Ft
    • $2,067/SF
    • 6 Beds
    • 3 Baths
    • Built 1975

    10 Basin Rd, Chilmark, MA 02535

    Unique compound in the heart of Menemsha - one of a kind!The cottage (520 sq.ft.), the chandlery buikding(5968 sq.ft.) and deli with an apartment(2172 sq.ft.) on just under an acre of land has tremendous potential for the right buyer!Special permits are required from the town to operate a business but they have approved a deli/restuarant, small stores and a commercial kitchen in the past.

    Julianna Flanders Flanders Real Estate

    10 Basin Rd, Chilmark, MA 02535
    • /37

      Est $2,004,371 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,900 Sq Ft

      2 Rockrose Path, Chilmark, MA 02535

      2 Rockrose Path, Chilmark, MA 02535
  • /10

    $350,000

    • Land
    • 1.26 Acres
    • $277,778 per Acre

    0 Moshup Trail Unit 27 & 146 43498, Aquinnah, MA 02535

    Enjoy coveted access to one of Martha's Vineyard’s most stunning sandy beaches, located just off Moshup Trail in Aquinnah. This secluded beach is shared with only seven other members, ensuring a peaceful and private coastal experience. Located near Aquinnah’s iconic “Painted House,” the property includes use of a private gated parking area and a picturesque stretch of shoreline perfect for

    Alyssa Halisky Wallace & Co. Sotheby's

    0 Moshup Trail Unit 27 & 146 43498, Aquinnah, MA 02535
  • /8

    $7,900 total monthly price

    • 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
  • /6

    $430,000 Sold Jun 30, 2025

    • Land
    • 1.4 Acres
    • $307,143 per Acre
    • 0 Days On Market

    0 Quansoo Beach Lot Unit 76 43513, Chilmark, MA 02535

    Not listed in LINK.

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    0 Quansoo Beach Lot Unit 76 43513, Chilmark, MA 02535
    • /20

      Est $2,623,653 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,164 Sq Ft

      23 Black Point Rd, Chilmark, MA 02535

      23 Black Point Rd, Chilmark, MA 02535
  • /26

    $1,900,000

    • 3 Beds
    • 2.5 Baths
    • 1,784 Sq Ft

    12 Lobsterville Rd, Aquinnah, MA 02535

    12 Lobsterville Rd in Aquinnah is a uniquely designed contemporary home set on 2.6 acres of lush grounds with large tracts of conservation land nearby. Open concept living, dining, kitchen on the second floor with unobstructed ocean views of Vineyard Sound. Spacious deck for sunset viewing and grassy lawn for sundown games. Walking distance to Lobsterville Beach and a short bike ride to the

    Tina Palmer Conroy & Company R.E., Inc.

    12 Lobsterville Rd, Aquinnah, MA 02535
  • /6

    $430,000 Sold Jun 18, 2025

    • Land
    • 1.4 Acres
    • $307,143 per Acre
    • 0 Days On Market

    0 Quansoo Beach Lot Unit 48 43485, Chilmark, MA 02535

    Not listed in LINK.

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    0 Quansoo Beach Lot Unit 48 43485, 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
  • /33

    $1,985,000

    • Land
    • 3.58 Acres
    • $554,469 per Acre

    4 Cedar Ln Unit 2.2, Chilmark, MA 02535

    Premier Build-Ready Lot with Private Beach AccessGet to know Stonewall Association, one of Chilmark’s most sought-after enclaves on the South Shore. This sunny, build-ready parcel offers a rare opportunity to own land with deeded private access to Stonewall Beach—a beloved destination for swimming, surfing, excellent fishing and summer memories. Set on beautifully contoured land with

    Jill Napior Tea Lane Associates

    4 Cedar Ln Unit 2.2, Chilmark, MA 02535
  • /34

    $4,000,000 Sold Jun 13, 2025

    • 4,000 Sq Ft
    • $1,000/SF
    • 238 Days On Market
    • 4 Beds
    • 4.5 Baths
    • Built 2004

    515 State Rd, Aquinnah, MA 02535

    Set atop a hill overlooking Menemsha, Quitsa and Squibnocket Pond sits this stunning home. A masterful combination of up-island elegance, fine craftsmanship and expert design sets this contemporary apart from other high end homes. Being sold completely turn key, this house was built with the finest of materials and finishes and with entertaining in mind. Large living room with magnificent

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

    515 State Rd, Aquinnah, MA 02535
    • /29

      Est $2,271,694 Not Listed For Sale

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

      50 South Rd, Chilmark, MA 02535

      50 South Rd, Chilmark, MA 02535
  • /17

    $1,250,000

    • Land
    • 5.7 Acres
    • $219,298 per Acre

    14 Ridge Rd Unit 94, Aquinnah, MA 02535

    Idyllic gently rolling parcel of mixed hardwoods, meadow and stone walls awaits your vision. A large level building envelope has been cleared. A house and an ADU are permitted by right and a barn(subject to town approval) will fit nicely on this secluded parcel with room for a horse to graze and access nearby Land Bank and Sheriffs Meadow conservation land .It is walking distance to Menemsha

    Jim Wallen Feiner Real Estate

    14 Ridge Rd Unit 94, Aquinnah, MA 02535
  • /39

    $2,750,000 Sold Jun 10, 2025

    • 1,008 Sq Ft
    • $2,728/SF
    • 0 Days On Market
    • 3 Beds
    • 1.5 Baths
    • Built 1953

    25 Oxcart Rd, Aquinnah, MA 02535

    Vineyard Sound waterfront! This is what summer on the Vineyard is all about. Contemporary beach house set in the dunes on 4.6 acres amongst beach plum bushes and windswept beach grass. Open concept interior with a wall of windows facing the Vineyard Sound and Elizabeth Islands. Two guest rooms on the main level and a top floor primary bedroom with deck for star gazing and glorious sunsets. A

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

    25 Oxcart Rd, Aquinnah, MA 02535
    • /24

      Est $2,467,460 Not Listed For Sale

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

      99 Hammett Rd, Chilmark, MA 02535

      99 Hammett Rd, Chilmark, MA 02535
  • /35

    $2,850,000

    • 4 Beds
    • 3 Baths
    • 2,967 Sq Ft

    11 By the Woods, Chilmark, MA 02535

    Dreamlike Chilmark retreat on 4.5+/- acres overlooking the Chilmark Pond & Atlantic Ocean beyond. Uniquely designed with European and medieval history in mind. The House has 3 bedrooms, 3 bathrooms, an atrium dining area, a two-story library, a kitchen, and a pantry/wet bar. Charming garden and plantings surround the home.A must-see to appreciate all the special touches throughout the Main

    Julianna Flanders Flanders Real Estate

    11 By the Woods, Chilmark, MA 02535
  • /32

    $1,050,000 Sold May 29, 2025

    • 1,701 Sq Ft
    • $617/SF
    • 28 Days On Market
    • 4 Beds
    • 2 Baths
    • Built 1960

    10 Rumpus Ridge Rd, Chilmark, MA 02535

    Discover this inviting two-unit property in the heart of Chilmark! Ideally situated near Chilmark General Store, Squibnocket, Menemsha, and the pristine shores of Lucy Vincent Beach, this home offers both convenience and charm. Thoughtfully updated for year-round comfort, the property features a new metal roof, new siding, solar panels, mini-split AC, and more. The main-level residence offers

    Peyton Wallace Studio Realty

    10 Rumpus Ridge Rd, Chilmark, MA 02535
    • /48

      Not Listed For Sale

      • 6 Beds
      • 5 Baths
      • 3,834 Sq Ft

      49 Tilton Rd, Chilmark, MA 02535

      49 Tilton Rd, Chilmark, MA 02535
  • /29

    $2,275,000

    • 2 Beds
    • 1.5 Baths
    • 1,176 Sq Ft

    9 Moshup Trail, Aquinnah, MA 02535

    Spectacular property in Aquinnah, featuring a newly installed and town-approved 6-bedroom septic system, ready to support your vision for expansion and renovation. Located on 4.7 acres filled with rolling meadows and stone walls, this property boasts a truly remarkable barn that was transported from Maine, and rebuilt on the Island. The grandfathered-in barn spans approximately 61' by 45' with

    Patrick McCarthy Grace Hagerty Real Estate Inc

    9 Moshup Trail, Aquinnah, MA 02535
  • /42

    $9,725,000 Sold Apr 24, 2025

    • 5,808 Sq Ft
    • $1,674/SF
    • 295 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 2008

    2 Squibnocket Rd, Chilmark, MA 02535

    CHILMARK SOUTH SHORE WATER VIEW. This Squibnocket gem is a Hutker Arhictect-designed family compound, main house,& guest house on 4.5 acres. Live the ultimate up-Island life with captivating water views in every direction. The home is pristine and private, with many unique features. The chef's kitchen and dining area are serene, bright, and functional. Step up to what might be the best panorama

    Tina Miller Donnelly + Co.

    2 Squibnocket Rd, Chilmark, MA 02535
    • /3

      Not Listed For Sale

      lot 6-2 Moshup Trail, Aquinnah, MA 02535

      lot 6-2 Moshup Trail, Aquinnah, MA 02535
  • /45

    $19,500,000

    • 7 Beds
    • 5.5 Baths
    • 3,344 Sq Ft

    104 & 111 Old Herring Creek Rd, West Tisbury, MA 02535

    This beautiful 2-parcel compound totals 9.5-acre of land and 600 feet of private Vineyard Sound beach. There is a renovated 4-bedroom beach cottage on one of the parcels which includes all modern amenities and offers spectacular views from almost every room. The second parcel has an older 3-bedroom home located high on a ridge. Both parcels offer wonderful walking paths to the sandy beach below.

    Thomas Leclair Landvest MV

    104 & 111 Old Herring Creek Rd, West Tisbury, MA 02535
  • /52

    $9,525,000 Sold Apr 24, 2025

    • 5,808 Sq Ft
    • $1,640/SF
    • 297 Days On Market
    • 6 Beds
    • 5.5 Baths
    • Built 2008

    2 Squibnocket Rd, Chilmark, MA 02535

    CHILMARK SOUTH SHORE WATER VIEWS. This Squibnocket gem is a Hutker Architect-designed family compound on 4.5 acres. With captivating water views in every direction, this home is the perfect launch pad for the ultimate up-Island lifestyle. Grab your surf or paddle board and head down the path to Squibnocket Beach for a morning surf or swim. Pack the cooler with lunch from the Chilmark Store for a

    Tina Miller Donnelly + Co

    2 Squibnocket Rd, Chilmark, MA 02535
    • /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
  • /16

    $1,295,000

    • Land
    • 4.4 Acres
    • $294,318 per Acre

    37 Bijah's Way Unit 96, 101, 102, 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 Unit 96, 101, 102, Chilmark, MA 02535
  • /11

    $749,000 Sold Apr 14, 2025

    • 240 Sq Ft
    • $3,121/SF
    • 0 Days On Market
    • 1 Bed
    • 0.5 Baths
    • Built 1980

    488 Lighthouse Rd, Aquinnah, MA 02535

    This is truly a once-in-a-lifetime opportunity...Step back in time, and away from any stress, into this magical beach shack in the dunes in Aquinnah with deeded walking path to Dog Fish Bar beach. As you follow a boardwalk toward the Sound, hidden away in the coastal brush, you’ll find this sweet little retreat with one cheery open room including kitchen, built-in bed and storage, and a

    Meg Bodnar Tea Lane Associates

    488 Lighthouse Rd, Aquinnah, MA 02535
    • /8

      Not Listed For Sale

      7 E Pasture Way, Aquinnah, MA 02535

      7 E Pasture Way, Aquinnah, 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
  • /2

    $1,600,000 Sold Feb 04, 2025

    • Land
    • 3.6 Acres
    • $444,444 per Acre
    • 0 Days On Market

    493 South Rd, Chilmark, MA 02535

    Lovely pastoral lot within walking distance of beach and center of town.Perc test completed, septic being designed and well to be drilled shortly.Includes conservation restricted lot which consists of 10.6 acres.Build the home of your dreams in this amazing location.

    Julianna Flanders Flanders Real Estate

    493 South Rd, Chilmark, MA 02535
    • /7

      Not Listed For Sale

      0 Old Field Rd, Aquinnah, MA 02535

      0 Old Field Rd, Aquinnah, MA 02535

Showing Results 81 - 120, Page 3 of 18

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