2,453

Homes in ZIP Code 02535

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  • 18 Homeward Way, Chilmark, MA 02535
    18 Homeward Way, Chilmark, MA 02535
    18 Homeward Way, Chilmark, MA 02535
    /24

    $4,695,000

    • 5 Beds
    • 2.5 Baths
    • 3,885 Sq Ft

    18 Homeward Way, Chilmark, MA 02535

    Welcome to 18 Homeward Way — a peaceful Chilmark retreat tucked off scenic North Road, just minutes from the storied fishing village of Menemsha. This rare 15-acre offering includes two buildable parcels, creating an extraordinary opportunity for a Vineyard compound.The impeccably maintained residence, built in 1986, radiates classic Vineyard charm. Its thoughtful single-level layout

    Bill Rossi Studio Realty

    18 Homeward Way, Chilmark, MA 02535
  • 27 Beach Plum Ln, Chilmark, MA 02535
    27 Beach Plum Ln, Chilmark, MA 02535
    27 Beach Plum Ln, Chilmark, MA 02535
    /21

    $7,000 per month plus fees

    • 4 Beds
    • 3.5 Baths
    • 3,000 Sq Ft
    • House for Rent

    27 Beach Plum Ln, Chilmark, MA 02535

    weekly rental The "Grapevine" is located on a private road next door to the Beach Plum Inn, It was completely rebuilt not to long ago it has 3 generous size bedrooms all with private baths, 2 of the bedrooms are located on the second floor, 1 bedroom is located on the first floor as well as the Open concept living with a chefs Kitchen, living room ,dining area and fireplace area. Walk out the

    Bryan Hummel Commonwealth Realty Group

    27 Beach Plum Ln, Chilmark, MA 02535
  • 00 Eliot Ave Unit 17, Chilmark, MA 02535
    00 Eliot Ave Unit 17, Chilmark, MA 02535
    00 Eliot Ave Unit 17, Chilmark, MA 02535
    /3

    $105,000 Sold Sep 08, 2025

    • Land
    • 0.7 Acre
    • $150,000 per Acre
    • 29 Days On Market

    00 Eliot Ave Unit 17, Chilmark, MA 02535

    Enjoy access to beautiful Stonewall Beach located in Chilmark. It has great swimming and fishing!This is not a buildable lot.

    Julianna Flanders Flanders Real Estate

    00 Eliot Ave Unit 17, Chilmark, MA 02535
    • 394 Lighthouse Rd, Aquinnah, MA 02535
      394 Lighthouse Rd, Aquinnah, MA 02535
      394 Lighthouse Rd, Aquinnah, MA 02535
      /58

      Est $7,101,577 Not Listed For Sale

      • 5 Beds
      • 3.5 Baths
      • 3,945 Sq Ft

      394 Lighthouse Rd, Aquinnah, MA 02535

      394 Lighthouse Rd, Aquinnah, MA 02535
  • 7 Clay Pit Ln, Aquinnah, MA 02535
    7 Clay Pit Ln, Aquinnah, MA 02535
    7 Clay Pit Ln, Aquinnah, MA 02535
    /28

    $7,450,000

    • 5 Beds
    • 4.5 Baths
    • 5,000 Sq Ft

    7 Clay Pit Ln, Aquinnah, MA 02535

    Stunning waterfront home with panoramic waterviews. The home was designed by Hutker Associates, built by Andrew Flake, and landscaped by Michael Van Valkenburgh - three of the most renowned names in Martha's Vineyard home creation. Little wonder it was featured on the cover of Beautiful Home magazine and has been included in several other home design magazines and books. The 5000 sq ft house

    Mark Jenkins Wallace & Co. Sotheby's

    7 Clay Pit Ln, Aquinnah, MA 02535
  • 11 Hammett Ln, Chilmark, MA 02535
    11 Hammett Ln, Chilmark, MA 02535
    11 Hammett Ln, Chilmark, MA 02535
    /20

    $4,250 per month plus fees

    • 2 Beds
    • 2 Baths
    • 1,152 Sq Ft
    • House for Rent

    11 Hammett Ln, Chilmark, MA 02535

    Welcome to 11 Hammett Lane in Chilmark, up-island on beautiful Martha's Vineyard. This sweet private cottage is designer done with gorgeous furnishings, comfortable touches, and a nod to all things local. Affectionately named 'The Blueberry House' by the original owners, this 2 bedroom, 2 bath, 2 story home with outdoor shower will quickly find a place in your heart. Prime location off North Road

    Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

    11 Hammett Ln, Chilmark, MA 02535
  • 31 N Slope Ln, Chilmark, MA 02535
    31 N Slope Ln, Chilmark, MA 02535
    31 N Slope Ln, Chilmark, MA 02535
    /34

    $2,475,000 Sold Sep 05, 2025

    • 2,300 Sq Ft
    • $1,076/SF
    • 117 Days On Market
    • 4 Beds
    • 3.5 Baths
    • Built 1983

    31 N Slope Ln, Chilmark, MA 02535

    Located on a private lane along North Road in the heart of Chilmark, this hilltop four bedroom home was perfectly sited to enjoy fantastic water views of Vineyard Sound toward the Elizabeth Islands. Built in 1983 and lived in seasonally, this home has been meticulously cared for. There is a new forced air HVAC system, and recently upgraded electrical. In addition, there are three working

    Bill Rossi Studio Realty

    31 N Slope Ln, Chilmark, MA 02535
    • 260 South Rd, Chilmark, MA 02535
      260 South Rd, Chilmark, MA 02535
      260 South Rd, Chilmark, MA 02535
      /79

      Not Listed For Sale

      • 6 Beds
      • 2.5 Baths
      • 2,604 Sq Ft

      260 South Rd, Chilmark, MA 02535

      260 South Rd, Chilmark, MA 02535
  • 15 Old Farm Rd, Chilmark, MA 02535
    15 Old Farm Rd, Chilmark, MA 02535
    15 Old Farm Rd, Chilmark, MA 02535
    /42

    $4,250,000

    • 3 Beds
    • 6 Baths
    • 3,171 Sq Ft

    15 Old Farm Rd, Chilmark, MA 02535

    CHILMARK BLISS – Refined Retreat | 15 Old Farm Road. Set on 3+ acres of manicured grounds, this 2020 Peter Breese–redesigned home blends elegance and tranquility. A serene pond, stream, and custom hardscape set the tone. Inside, a dramatic open kitchen/living area boasts high-end appliances, stone countertops, and a striking fireplace, with a pantry leading to a screened porch. The main-level

    Tina Miller Donnelly + Co.

    15 Old Farm Rd, Chilmark, MA 02535
  • 5 Wauwompauque Trail Unit 1 CH213, Chilmark, MA 02535
    5 Wauwompauque Trail Unit 1 CH213, Chilmark, MA 02535
    5 Wauwompauque Trail Unit 1 CH213, Chilmark, MA 02535
    /8

    $16,000 per month plus fees

    • 7 Beds
    • 3.5 Baths
    • 4,000 Sq Ft
    • House for Rent

    5 Wauwompauque Trail Unit 1 CH213, Chilmark, MA 02535

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Expansive home in North Abels Hill association with water views, private association beach and tennis. Centrally air conditioned, this family home has been well appointed with a large living room featuring fireplaces at both ends, a formal dining room, a first floor primary bedroom with en suite as well as a second floor primary bedroom with en suite.

    Karen Overtoom Karen M. Overtoom R.E.

    5 Wauwompauque Trail Unit 1 CH213, Chilmark, MA 02535
  • 0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
    /21

    $435,000 Sold Aug 26, 2025

    • Land
    • 0.1 Acre
    • $4,350,000 per Acre
    • 20 Days On Market

    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535

    Stunning Quansoo Beach Lot available NOW. With this ownership you will gain access to gated parking and endless beach days along the Islands expansive South Shore and Tisbury Great Pond! Skip the lines and parking worries and enjoy the freedom to come and go as you please. If you have been dreaming of endless beach days, long walks on private shores... here is your chance. ***Note: This is not a

    Emma Bryant Landmarks at TODAY Real Estate

    0 Beach Lot Quansoo Unit 22503743, Chilmark, MA 02535
    • 68 Meeting House Rd, Chilmark, MA 02535
      68 Meeting House Rd, Chilmark, MA 02535
      68 Meeting House Rd, Chilmark, MA 02535
      /31

      Est $3,105,492 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 2,300 Sq Ft

      68 Meeting House Rd, Chilmark, MA 02535

      68 Meeting House Rd, Chilmark, MA 02535
  • 96 Hammett Ln, Chilmark, MA 02535
    96 Hammett Ln, Chilmark, MA 02535
    96 Hammett Ln, Chilmark, MA 02535
    /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
  • 849 State Rd Unit 1, Aquinnah, MA 02535
    849 State Rd Unit 1, Aquinnah, MA 02535
    849 State Rd Unit 1, Aquinnah, MA 02535
    /8

    $3,300 per month plus fees

    • 3 Beds
    • 2 Baths
    • 1,196 Sq Ft
    • House for Rent

    849 State Rd Unit 1, Aquinnah, MA 02535

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Charming three bedroom cottage set on a hill overlooking a tranquil meadow just 1 & 1/2 miles to Aquinnah Cliffs. Enjoy access to both Philbin and Lobsterville beaches. There is a front and back porch with rocking chairs to take in the landscape and enjoy the breeze. This sunny property is easily accessible as well as peaceful and relaxing. Owner is

    Karen Overtoom Karen M. Overtoom R.E.

    849 State Rd Unit 1, Aquinnah, MA 02535
  • 0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535
    0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535
    /22

    $435,000 Sold Aug 26, 2025

    • Land
    • 0.1 Acre
    • $4,350,000 per Acre
    • 18 Days On Market

    0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535

    Stunning Quansoo Beach Lot available NOW. With this ownership you will gain access to gated parking and endless beach days along the Islands expansive South Shore and Tisbury Great Pond! Skip the lines and parking worries and enjoy the freedom to come and go as you please. If you have been dreaming of endless beach days, long walks on private shores... here is your chance. ***Note: This is not a

    Emma Kiley Bryant Landmarks at TODAY Real Estate

    0 Quansoo Beach Lot Unit 53 43599, Chilmark, MA 02535
    • 4 Tilton Rd, Chilmark, MA 02535
      4 Tilton Rd, Chilmark, MA 02535
      4 Tilton Rd, Chilmark, MA 02535
      /75

      Est $3,845,080 Not Listed For Sale

      • 4 Beds
      • 2 Baths
      • 1,362 Sq Ft

      4 Tilton Rd, Chilmark, MA 02535

      4 Tilton Rd, Chilmark, MA 02535
  • 122 Old Farm Rd, Chilmark, MA 02535
    122 Old Farm Rd, Chilmark, MA 02535
    122 Old Farm Rd, Chilmark, MA 02535
    /36

    $4,950,000

    • 5 Beds
    • 4 Baths
    • 3,413 Sq Ft

    122 Old Farm Rd, Chilmark, MA 02535

    An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The historic house has been expanded with new additions to create a thoroughly modern residence that nevertheless retains a charm that could not be achieved without technical expertise, attention to

    Mark Jenkins Wallace & Co. Sotheby's

    122 Old Farm Rd, Chilmark, MA 02535
  • 836 State Rd, Aquinnah, MA 02535
    836 State Rd, Aquinnah, MA 02535
    836 State Rd, Aquinnah, MA 02535
    /4

    $6,000 per month plus fees

    • 3 Beds
    • 2 Baths
    • 1,608 Sq Ft
    • House for Rent

    836 State Rd, Aquinnah, MA 02535

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Windy Knoll is a 3BR, 2Bath home located in Aquinnah on a secluded lot off State Road with 160 degree views of the Atlantic Ocean. Approximately 1 mile to Philbin Beach similar distance to Moshup Beach and Lobsterville beach. Take the bike ferry over to Menemsha and enjoy sunset on the beach. Outdoor shower with multiple shower heads to wash off the

    Karen Overtoom Karen M. Overtoom R.E.

    836 State Rd, Aquinnah, MA 02535
  • 00 Hancock Beach Lot Unit 73, Chilmark, MA 02535
    00 Hancock Beach Lot Unit 73, Chilmark, MA 02535
    00 Hancock Beach Lot Unit 73, Chilmark, MA 02535
    /7

    $650,000 Sold Aug 14, 2025

    • Land
    • 0.2 Acre
    • $3,250,000 per Acre
    • 7 Days On Market

    00 Hancock Beach Lot Unit 73, Chilmark, MA 02535

    Spectacular Hancock beach lot on the Atlantic Ocean. Ownership of this lot allows you access to one of the world's most beautiful beaches, plenty of parking and away from the crowds. It is a most enjoyable spot to spend a relaxing day on the Vineyard, sunbathing, fishing, kayaking, canoeing, etc. as you also gain access to Chilmark Pond. Any property on the Vineyard would be greatly enhanced by

    Deb Hancock Hancock Real Estate

    00 Hancock Beach Lot Unit 73, Chilmark, MA 02535
    • 7 the Aerie, Chilmark, MA 02535
      7 the Aerie, Chilmark, MA 02535
      7 the Aerie, Chilmark, MA 02535
      /31

      Est $2,082,176 Not Listed For Sale

      • 3 Beds
      • 1.5 Baths
      • 1,386 Sq Ft

      7 the Aerie, Chilmark, MA 02535

      7 the Aerie, Chilmark, MA 02535
  • 124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535
    124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535
    124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535
    /34

    $4,950,000

    • 5 Beds
    • 4.5 Baths
    • 3,413 Sq Ft

    124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535

    An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The historic house has been expanded with new additions to create a thoroughly modern residence that nevertheless retains a charm that could not be achieved without technical expertise, attention to

    Mark Jenkins Wallace & Co. Sotheby's International Realty

    124 Old Farm Rd Unit 122, 116, Chilmark, MA 02535
  • 3 E Pasture Ln, Aquinnah, MA 02535
    3 E Pasture Ln, Aquinnah, MA 02535
    3 E Pasture Ln, Aquinnah, MA 02535
    /11

    $20,000 per month plus fees

    • 4 Beds
    • 4.5 Baths
    • 2,306 Sq Ft
    • House for Rent

    3 E Pasture Ln, Aquinnah, MA 02535

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! Breathtaking water views from this contemporary home located on Menemsha Pond and recently renovated with new kitchen and baths. This four bedroom retreat offers the perfect place to come during the summer months or even enjoy during the shoulder season while sitting by the fire with a warm cup of your favorite hot beverage. PLEASE TAKE NOTE!!!!!THIS IS

    Karen Overtoom Karen M. Overtoom R.E.

    3 E Pasture Ln, Aquinnah, MA 02535
  • 7 Attaquin Way, Aquinnah, MA 02535
    7 Attaquin Way, Aquinnah, MA 02535
    7 Attaquin Way, Aquinnah, MA 02535
    /40

    $3,295,000 Sold Aug 08, 2025

    • 2,992 Sq Ft
    • $1,101/SF
    • 12 Days On Market
    • 7 Beds
    • 4 Baths
    • Built 1973

    7 Attaquin Way, Aquinnah, MA 02535

    This unique hilltop property is located at the end of a private drive, surrounded by the natural beauty of Aquinnah. It consists of two separate contemporary "Acorn houses," creating airy, light-filled environments and offers views over the expansive, meadow-like lawn that extends toward the ocean. From this vantage point, you can enjoy breathtaking views of the Atlantic Ocean, the Elizabeth

    Heidi Vanderhoop Tea Lane Associates

    7 Attaquin Way, Aquinnah, MA 02535
    • 8 Harpoon Hollow, Aquinnah, MA 02535
      8 Harpoon Hollow, Aquinnah, MA 02535
      8 Harpoon Hollow, Aquinnah, MA 02535
      /30

      Est $1,771,845 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 2,046 Sq Ft

      8 Harpoon Hollow, Aquinnah, MA 02535

      8 Harpoon Hollow, Aquinnah, MA 02535
  • 44 Cencelle St, Chilmark, MA 02535
    44 Cencelle St, Chilmark, MA 02535
    44 Cencelle St, Chilmark, MA 02535
    /46

    $6,750,000

    • 3 Beds
    • 3 Baths
    • 3,432 Sq Ft

    44 Cencelle St, Chilmark, MA 02535

    This private 21-acre Chilmark estate with ocean views, tucked away in the rolling hills and farmlands of Chilmark, offers sweeping ocean views to the south and a rare sense of seclusion and serenity. At the heart of the property is a striking modern style home, thoughtfully designed to bring the outdoors in. Expansive walls of glass flood the interior with natural light and frame panoramic views

    Meg Bodnar Tea Lane Associates

    44 Cencelle St, Chilmark, MA 02535
  • 33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535
    33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535
    33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535
    /8

    $4,500 per month plus fees

    • 2 Beds
    • 2 Baths
    • 1,393 Sq Ft
    • House for Rent

    33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535

    THIS IS A WEEKLY RENTAL PROPERTY!! This spacious two bedroom home is filled with classic Vineyard charm. Each room features spectacular views overlooking Vineyard Sound, as well as stellar sunsets in the evening. Close to Menemsha Village and public beach as well as access to Lucy Vincent and Squibnocket beaches.

    Karen Overtoom Karen M. Overtoom R.E.

    33 Menemsha Inn Rd Ch223 3, Chilmark, MA 02535
  • 0 Blackpoint Key Unit 14-13 43139, Chilmark, MA 02535
    0 Blackpoint Key Unit 14-13 43139, Chilmark, MA 02535
    0 Blackpoint Key Unit 14-13 43139, Chilmark, MA 02535
    /3

    $435,000 Sold Jul 23, 2025

    • Land
    • 0.3 Acre
    • $1,457,775 per Acre
    • 96 Days On Market

    0 Blackpoint Key Unit 14-13 43139, Chilmark, MA 02535

    Blackpoint Beach is an exquisite destination for beach walking, swimming, and access to Blackpoint Pond, which leads to the Tisbury Great Pond. Miles of sandy beach east and west with easy access via a boardwalk to the beach. Grassy parking, private gated beach access on the south shore of Chilmark. Blackpoint is a less common offering. This is a great time of year to include this in your summer

    Jill Napior Tea Lane Associates

    0 Blackpoint Key Unit 14-13 43139, Chilmark, MA 02535
    • 7 Tar Barrel Rd, Aquinnah, MA 02535
      7 Tar Barrel Rd, Aquinnah, MA 02535
      7 Tar Barrel Rd, Aquinnah, MA 02535
      /41

      Est $2,006,915 Not Listed For Sale

      • 3 Beds
      • 3 Baths
      • 1,803 Sq Ft

      7 Tar Barrel Rd, Aquinnah, MA 02535

      7 Tar Barrel Rd, Aquinnah, MA 02535
  • 60 Meetinghouse Rd, Chilmark, MA 02535
    60 Meetinghouse Rd, Chilmark, MA 02535
    60 Meetinghouse Rd, Chilmark, MA 02535
    /49

    $6,490,000

    • 6 Beds
    • 8 Baths
    • 5,660 Sq Ft

    60 Meetinghouse Rd, Chilmark, MA 02535

    This spectacular and bright modern american farmhouse is perfectly sited to capture the varied scenic beauty that surrounds the farm. Built in 2021 with great attention to detail and materials, this home was created around gatherings and community with ample space for the extended family. The land has been lovingly curated into a place which can grow, generate and support those who want to have

    Jim Feiner Feiner Real Estate

    60 Meetinghouse Rd, Chilmark, MA 02535
  • 56 Chilmark Rd, Chilmark, MA 02535
    56 Chilmark Rd, Chilmark, MA 02535
    56 Chilmark Rd, Chilmark, MA 02535
    /8

    $8,000 per month plus fees

    • 4 Beds
    • 4.5 Baths
    • 3,600 Sq Ft
    • House for Rent

    56 Chilmark Rd, Chilmark, MA 02535

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! This slice of paradise in the coveted Seven Gates Association gives you access to two miles of private beach just half a mile away, with tennis courts also nearby and 1000 acres of conservation land. The house is exquisitely crafted, well maintained and beautifully landscaped. Views of Harlock's pond are visible from the kitchen, living area and

    Karen Overtoom Karen M. Overtoom R.E.

    56 Chilmark Rd, Chilmark, MA 02535
  • 00 Oxcart Rd, Aquinnah, MA 02535
    00 Oxcart Rd, Aquinnah, MA 02535
    00 Oxcart Rd, Aquinnah, MA 02535
    /8

    $175,000 Sold Jul 17, 2025

    • Land
    • 1.6 Acres
    • $109,375 per Acre
    • 14 Days On Market

    00 Oxcart Rd, Aquinnah, MA 02535

    Do you love to fish? Beach Lot! Amazing, private, beach on the North Shore. This is a private associate beach and not a buildable parcel. 1/16th ownership. $5,000 membership fee is due at closing

    Sheila Morse Island Real Estate

    00 Oxcart Rd, Aquinnah, MA 02535
    • 50 Campbell Rd, Vineyard Haven, MA 02568
      50 Campbell Rd, Vineyard Haven, MA 02568
      50 Campbell Rd, Vineyard Haven, MA 02568
      /23

      Est $2,080,049 Not Listed For Sale

      • 2 Beds
      • 2 Baths
      • 1,370 Sq Ft

      50 Campbell Rd, Vineyard Haven, MA 02568

      50 Campbell Rd, Vineyard Haven, MA 02568
  • 370 Lighthouse Rd, Aquinnah, MA 02535
    370 Lighthouse Rd, Aquinnah, MA 02535
    370 Lighthouse Rd, Aquinnah, MA 02535
    /52

    $3,975,000

    • 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
  • 6 Briar Path, Aquinnah, MA 02535
    6 Briar Path, Aquinnah, MA 02535
    6 Briar Path, Aquinnah, MA 02535
    /15

    $5,000 per month plus fees

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

    6 Briar Path, Aquinnah, MA 02535

    THIS IS A WEEKLY SUMMER RENTAL ONLY. PRICES ARE WEEKLY NOT MONTHLY. Down a private country road, this bright and breezy post and beam home sits on a 3-acre rolling wooded parcel. With southern views of the Atlantic Ocean, it's just a short drive or bike to Philbin and Lobsterville beaches and Gay Head cliffs. This very Vineyard house offers three levels of living space, chef's kitchen, spacious

    Karen Overtoom Karen M. Overtoom R.E.

    6 Briar Path, Aquinnah, MA 02535
  • 10 N Abels Hill Rd, Chilmark, MA 02535
    10 N Abels Hill Rd, Chilmark, MA 02535
    10 N Abels Hill Rd, Chilmark, 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
    • 71 Runner Rd, Vineyard Haven, MA 02568
      71 Runner Rd, Vineyard Haven, MA 02568
      71 Runner Rd, Vineyard Haven, MA 02568
      /6

      Est $3,055,684 Not Listed For Sale

      • 4 Beds
      • 3 Baths
      • 1,935 Sq Ft

      71 Runner Rd, Vineyard Haven, MA 02568

      71 Runner Rd, Vineyard Haven, MA 02568
  • 131 State Rd, Chilmark, MA 02535
    131 State Rd, Chilmark, MA 02535
    131 State Rd, Chilmark, MA 02535
    /34

    $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. This home has the most spectacular views including sunsets and an intimate relationship with the charming and timeless waterfront at Quitsa Pond. Designed with the setting in mind this sublime piece of architecture has wonderful spaces, fantastic detail and so much packed into a smaller home. Landscape design by Edwina von Gal accentuates

    Jim Feiner Feiner Real Estate

    131 State Rd, Chilmark, MA 02535
  • 224 N Rd Ch248, Chilmark, MA 02535
    224 N Rd Ch248, Chilmark, MA 02535
    224 N Rd Ch248, Chilmark, MA 02535
    /3

    $13,200 per month plus fees

    • 2 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • House for Rent

    224 N Rd Ch248, Chilmark, MA 02535

    THIS PROPERTY IS A WEEKLY RENTAL PROPERTY!! A modern summer retreat is nestled high on a knoll off North Rd in picturesque Chilmark. Here in this stunning contemporary ranch you will find the upmost in Luxury. Each room is exciting, charming and has a simplistic yet artistic style. The entire house is accented with beautiful light pine flooring that pairs perfectly with the expansive main room.

    Karen Overtoom Karen M. Overtoom R.E.

    224 N Rd Ch248, Chilmark, MA 02535
  • 41 Cobbs Hill Rd, Chilmark, MA 02535
    41 Cobbs Hill Rd, Chilmark, MA 02535
    41 Cobbs Hill Rd, 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
    • 437 State Rd, Aquinnah, MA 02535
      437 State Rd, Aquinnah, MA 02535
      437 State Rd, Aquinnah, MA 02535
      /26

      Est $2,369,933 Not Listed For Sale

      • 3 Beds
      • 2 Baths
      • 1,568 Sq Ft

      437 State Rd, Aquinnah, MA 02535

      437 State Rd, Aquinnah, MA 02535

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Massachusetts Dukes County Chilmark 02535

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