Homes in ZIP Code 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
• 

  

  

  /20

  $4,250 per month

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

  11 Hammett Ln, Chilmark, MA 02535

  **BOOKING SUMMER 2024** 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

  Allison Cameron Parry Douglas Elliman Real Estate - Nantucket

  11 Hammett Ln, Chilmark, MA 02535
• 

  

  

  /42

  $9,725,000 Sold Apr 24, 2025

  • 5,808 Sq Ft
  • $1674/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 Compass

  2 Squibnocket Rd, Chilmark, MA 02535
• 

  

  

  /31

  Est $2,844,232 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
• 

  

  

  /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
• 

  

  /8

  $16,000 per month

  • 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
• 

  

  /55

  $15,000,000 Sold Apr 09, 2025

  • 6,967 Sq Ft
  • $2153/SF
  • 25 Days On Market

  • 6 Beds
  • 7 Baths
  • Built 2006

  8 Snail Rd, Chilmark, MA 02535

  LUXURY PROPERTY AUCTION: BID 11-24 APRIL. Listed for $14M. Starting Bids Expected Between $4M-$7M.Perched high on a hill, this Martha's Vineyard estate offers unparalleled privacy and commanding views of the Atlantic Ocean and Chilmark Pond. Designed by renowned architect Rick Sundberg and crafted by master builder Andrew Flake, this three-parcel residence harmoniously blends contemporary

  Alyssa Halisky Wallace & Co. Sotheby's International Realty

  8 Snail Rd, Chilmark, MA 02535
• 

  

  /30

  Est $1,820,745 Not Listed For Sale

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

  8 Harpoon Hollow, Aquinnah, MA 02535

  8 Harpoon Hollow, 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
• 

  

  /8

  $3,300 per month

  • 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
• 

  

  /5

  $450,000 Sold Dec 12, 2024

  • 708 Sq Ft
  • $636/SF
  • 21 Days On Market

  • 2 Beds
  • 1 Bath
  • Built 1920

  1 Carroll Ln, Chilmark, MA 02535

  Discover the perfect blend of comfort and character in this delightful bungalow nestled in the heart of historic Chilmark. Surrounded by scenic landscapes and the serene beauty of Martha's Vineyard. This home will require substantial renovations and improvements or explore possibilities of a complete renovation. This property could be your idyllic escape and is less than a mile from Menemsha

  1 Carroll Ln, Chilmark, MA 02535
• 

  

  /30

  Est $3,865,949 Not Listed For Sale

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

  26 Pinkletink Rd, Chilmark, MA 02535

  26 Pinkletink Rd, Chilmark, MA 02535
• 

  

  /23

  $1,695,000

  • 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
• 

  

  /4

  $6,000 per month

  • 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
• 

  

  /22

  $1,500,000 Sold Nov 05, 2024

  • 1,008 Sq Ft
  • $1488/SF
  • 361 Days On Market

  • 3 Beds
  • 2.5 Baths
  • Built 2010

  5 Meetinghouse Rd, Chilmark, MA 02535

  CHARMING CHILMARK- This sweet, sunny home comes with deeded access to Chilmark Pond and South Shore Beach. Kayak, paddleboard, sail, or motor across the pond to one of Chilmark's most pristine private beaches. The location is also convenient, being centrally located and close to West Tisbury Center, Grey Barn, the Yoga Barn, Chilmark Center, Beetlebung Farm, Chilmark Store, and Chilmark Tavern.

  Tina Miller Compass

  5 Meetinghouse Rd, Chilmark, MA 02535
• 

  

  /33

  Est $1,596,642 Not Listed For Sale

  • 2 Beds
  • 1 Bath
  • 770 Sq Ft

  2 Creek Hill, Chilmark, MA 02535

  2 Creek Hill, Chilmark, 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
• 

  

  /11

  $20,000 per month

  • 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
• 

  

  /19

  $2,200,000 Sold Oct 25, 2024

  • 2,450 Sq Ft
  • $898/SF
  • 182 Days On Market

  • 4 Beds
  • 3 Baths
  • Built 1964

  27 Ocean View Farm Rd, Chilmark, MA 02535

  27 Ocean View Farm Road is a unique house with the main living spaces designed by architect Elizabeth Carlhian in 1964 along with a connected, yet private bed and bath suite designed by architects Modigliani/Noyes in 1987. A covered breezeway between the two spaces frames the ocean views while providing cover from the weather. Taken together the house consists of 4 bedrooms and 3 baths sited high

  27 Ocean View Farm Rd, Chilmark, MA 02535
• 

  

  /18

  Est $4,089,275 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,316 Sq Ft

  1 Pond Mark, Chilmark, MA 02535

  1 Pond Mark, Chilmark, MA 02535
• 

  

  /8

  $4,500 per month

  • 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
• 

  

  /12

  Est $2,285,195 Not Listed For Sale

  • 3 Beds
  • 1.5 Baths
  • 1,342 Sq Ft

  5 Ocean View Farm Rd, Chilmark, MA 02535

  5 Ocean View Farm Rd, Chilmark, MA 02535
• 

  

  /8

  $8,000 per month

  • 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
• 

  

  /39

  Est $8,210,723 Not Listed For Sale

  • 3 Beds
  • 5 Baths
  • 4,035 Sq Ft

  76 Menemsha Inn Rd, Chilmark, MA 02535

  76 Menemsha Inn Rd, Chilmark, MA 02535
• 

  

  /15

  $5,000 per month

  • 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
• 

  

  /7

  Not Listed For Sale

  00 Oxcart Rd, Aquinnah, MA 02535

  00 Oxcart Rd, Aquinnah, MA 02535
• 

  

  /3

  $13,200 per month

  • 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
• 

  

  /63

  Est $7,295,691 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
• 

  

  /26

  $50,700 per month

  • 4 Beds
  • 3 Baths
  • 2,346 Sq Ft
  • House for Rent

  6 Trails End Ch241, Chilmark, MA 02535

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $12,675. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Set atop a hill you will find this wonderful 4 bedroom home with distant views and a wonderful lap pool. Enjoy your days on the large deck or take a swim in the pool. This great vacation home is tastefully decorated and is located on one level with plenty of space for

  Karen Overtoom Karen M. Overtoom R.E.

  6 Trails End Ch241, Chilmark, MA 02535
• 

  

  /11

  Est $2,199,106 Not Listed For Sale

  21 Tea Ln, Chilmark, MA 02535

  21 Tea Ln, Chilmark, MA 02535
• 

  

  /39

  $110,000 per month

  • 5 Beds
  • 5 Baths
  • 4,000 Sq Ft
  • House for Rent

  17 Round Pond Rd Ch240, Chilmark, MA 02535

  THIS IS A WEEKLY SUMMER RENTAL ONLY. See web site for pricing!! Newly constructed home has open concept living area with 270 degree water views, abundant natural sunlight, central AC, high end appliances, hardwood floors, rooftop deck with seating to view gorgeous island sunsets, access to several private beaches and high speed internet wifi.

  Karen Overtoom Karen M. Overtoom R.E.

  17 Round Pond Rd Ch240, Chilmark, MA 02535
• 

  

  /6

  Est $2,498,500 Not Listed For Sale

  • 6 Beds
  • 4 Baths
  • 1,135 Sq Ft

  31 Tower Ln, Chilmark, MA 02535

  31 Tower Ln, Chilmark, MA 02535
• 

  

  /19

  $24,000 per month

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

  44 Flanders Ln, Chilmark, MA 02535

  THIS IS A WEEKLY SUMMER RENTAL ONLY.!! SEE WEB SITE FOR WEEKLY PRICING. This house sits up the hill and looks toward Menemsha. It is private and protected by the trees. Visit town to watch sunsets in Menemsha, dine in one of the places to eat there or take in a day at the beach.Access to and parking for beautiful private association beach.

  Karen Overtoom Karen M. Overtoom R.E.

  44 Flanders Ln, Chilmark, MA 02535
• 

  

  /8

  Not Listed For Sale

  99 Cygnet Way, Chilmark, MA 02535

  99 Cygnet Way, Chilmark, MA 02535
• 

  

  /31

  $40,000 per month

  • 6 Beds
  • 6 Baths
  • 3,960 Sq Ft
  • House for Rent

  384 Middle Rd Ch222, Chilmark, MA 02535

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $10,000. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. This gracious Vineyard elongated Cape overlooks the Keith Farm and the Atlantic Ocean beyond. The gourmet kitchen has just been beautifully renovated and is a dream. The living areas are all decorated with charm and all have views. The separate main house, with four

  Karen Overtoom Karen M. Overtoom R.E.

  384 Middle Rd Ch222, Chilmark, MA 02535
• 

  

  /30

  Est $3,258,282 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,214 Sq Ft

  13 Oxcart Rd, Aquinnah, MA 02535

  13 Oxcart Rd, Aquinnah, MA 02535
• 

  

  /32

  $42,000 per month

  • 5 Beds
  • 2.5 Baths
  • 3,000 Sq Ft
  • House for Rent

  19 Lake Rd, Chilmark, MA 02535

  THIS IS A WEEKLY SUMMER RENTAL ONLY. SEE WEB SITE FOR WEEKLY PRICING. Sweeping views of Squibnocket Pond, Dunes, the South Shore, Nomans Land, to sunsets over Aquinnah. A great family getaway with access to Chilmark's famed Lucy Vincent and Squibnocket Beaches as well as a private association beach in Aquinnah. Roomy and inviting, this house offers 5 five bedrooms all with views, two livingrooms,

  Karen Overtoom Karen M. Overtoom R.E.

  19 Lake 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
• 

  

  /20

  $16,800 per month

  • 3 Beds
  • 2 Baths
  • 1,638 Sq Ft
  • House for Rent

  31 S Ridge Rd Ch218, Chilmark, MA 02535

  THIS IS A WEEKLY SUMMER RENTAL ONLY.THE WEEKLY PRICE IN AUGUST IS $4,200. PER WEEK.SEE WEB SITE FOR ADDITIONAL WEEKLY PRICING. Set high on a hill in picturesque Chilmark is this absolutely wonderful 3 bedroom home with a finished walk out that has a sofa bed. Each bedroom has a window A/C unit. The grounds are beautiful. Wonderful screen porch for your morning coffee or sit in the back yard and

  Karen Overtoom Karen M. Overtoom R.E.

  31 S Ridge Rd Ch218, Chilmark, MA 02535
• 

  

  /37

  Est $1,955,391 Not Listed For Sale

  • 3 Beds
  • 2 Baths
  • 1,222 Sq Ft

  82 South Rd, Chilmark, MA 02535

  82 South Rd, Chilmark, MA 02535

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