4,092

Aquinnah, MA Homes

Section Image
    • /2

      Est $762,894

      Not Listed For Sale

      1 Carroll Ln, Chilmark, MA 02535

      • 2 Beds
      • 1 Bath
      • 708 Sq Ft
      • Built 1920
      1 Carroll Ln, Chilmark, MA 02535

  • /37

    $7,500,000

    $450K 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 features a beautifully renovated farmhouse blending modern comforts with historic charm. Surrounded by ancient stone walls, mature trees, and lush gardens, the property also includes a charming guest house, scenic walking paths, and a peaceful hilltop retreat with a stone bench

    Alyssa Halisky Wallace & Co. Sotheby's International Realty

    85 Reservoir Rd, Vineyard Haven, MA 02568
    • /29

      Est $1,810,420

      Not Listed For Sale

      7 Flanders Ln, Chilmark, MA 02535

      • 3 Beds
      • 2 Baths
      • 1,200 Sq Ft
      • Built 1954
      7 Flanders Ln, Chilmark, MA 02535

      Last Sold Summary

      • 4 Days On Market

      Last Listing Agent Meg Bodnar Tea Lane Associates

  • /32

    $2,995,000

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

    300 N Road 18 Belhaven Way, Chilmark, MA 02535

    This Chilmark home is one-of-a-kind - a warm, charming hideaway set on 4.4 spectacular acres just off North Road. At the top of a shady driveway you are met by stone walls so typical of Chilmark from a bygone era. You enter a courtyard through cedar gates where you find beautifully tended flower beds. The porch is the ideal location for you to enjoy the private, peaceful courtyard. Immediately

    Bonnie Pierce Wallace & Co. Sotheby's

    300 N Road 18 Belhaven Way, Chilmark, MA 02535
    • /13

      Est $1,607,982

      Not Listed For Sale

      12 Harbor Hill Rd, Chilmark, MA 02535

      • 1 Bed
      • 1 Bath
      • 640 Sq Ft
      • Built 1955
      12 Harbor Hill Rd, Chilmark, MA 02535

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Deb Hancock Hancock Real Estate

  • /40

    $1,795,000

    $104K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 2,061 Sq Ft

    174 Middle Rd, Chilmark, MA 02535

    Nestled in Chilmark, this four-bedroom home blends classic Vineyard charm with modern comfort. The sunlit eat-in kitchen features dual ovens, granite countertops, and custom cherry built-ins, flowing seamlessly to a living room with a Vermont Castings wood stove and access to a covered porch and spacious deck. The first-floor primary suite offers two en-suite baths and two walk-in closets, while

    Sheila Morse Island Real Estate

    174 Middle Rd, Chilmark, MA 02535
    • /32

      Est $1,691,172

      Not Listed For Sale

      10 Rumpus Ridge Rd, Chilmark, MA 02535

      • 4 Beds
      • 2 Baths
      • 1,701 Sq Ft
      • Built 1960
      10 Rumpus Ridge Rd, Chilmark, MA 02535

      Last Sold Summary

      • 28 Days On Market

      Last Listing Agent Peyton Wallace Studio Realty

  • /29

    $1,550,000

    • 4 Beds
    • 2 Baths
    • 1,757 Sq Ft

    8 Rumpus Ridge Rd, Chilmark, MA 02535

    Escape to your own getaway with mature landscaped gardens and privacy in the heart of Chilmark. Walk to the Chilmark Store, library, Chilmark Community Center, Beetlebung Farm and bank. Access to Chilmark beaches - Lucy Vincent and Squibnocket - and Menemsha Public Beach are a plus.This four bedroom, two bath home has hardwood floors throughout. The living room and eat-in kitchen separate the

    Julianna Flanders Flanders Real Estate

    8 Rumpus Ridge Rd, Chilmark, MA 02535
    • /2

      Est $4,205,792

      Not Listed For Sale

      1 Pond Mark, Chilmark, MA 02535

      • 3 Beds
      • 3 Baths
      • 1,316 Sq Ft
      • Built 1955
      1 Pond Mark, Chilmark, MA 02535

  • /42

    $3,600,000

    Open Thu 4PM - 6PM
    • 6 Beds
    • 6 Baths
    • 4,100 Sq Ft

    12 Brook Hollow Rd, Vineyard Haven, MA 02568

    Just 9/10 of a mile from Lambert's Cove Beach, this beautifully renovated tri-level home offers over 4,000 square feet of thoughtfully designed living space with six bedrooms and six bathrooms. Expanded and extensively updated in 2023, the home provides exceptional flexibility for entertaining and accommodating family and guests. A spa-like backyard features an inviting in-ground pool and hot tub

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

    12 Brook Hollow Rd, Vineyard Haven, MA 02568
    • /12

      Est $2,437,837

      Not Listed For Sale

      5 Ocean View Farm Rd, Chilmark, MA 02535

      • 3 Beds
      • 1.5 Baths
      • 1,342 Sq Ft
      • Built 1971
      5 Ocean View Farm Rd, Chilmark, MA 02535

      Last Sold Summary

      • 3 Days On Market

      Last Listing Agent Russell Maloney Russell Maloney Real Estate

  • /40

    $7,000,000

    • 2 Beds
    • 3 Baths
    • 2,250 Sq Ft

    26 Harbor Hill Rd, Chilmark, MA 02535

    Martha's Vineyard has many wonderful properties but only a few are irreplaceable. Menemsha Harbor is authentic and irreplaceable and this property, Topmast, is the highest and most spacious lot with lovely yard and rare privacy. Topmast was designed and built by master craftsmen in 2016 with unusual quality and care and only occupied a few days each year so virtually brand new. Included close by

    Robert Kenney Tea Lane Associates

    26 Harbor Hill Rd, Chilmark, MA 02535
    • /2

      Est $2,951,032

      Not Listed For Sale

      27 Ocean View Farm Rd, Chilmark, MA 02535

      • 4 Beds
      • 3 Baths
      • 2,450 Sq Ft
      • Built 1964
      27 Ocean View Farm Rd, Chilmark, MA 02535

  • /50

    $3,950,000

    $700K PRICE DROP
    • 4 Beds
    • 3.5 Baths
    • 3,702 Sq Ft

    7 Black Point Rd, Chilmark, MA 02535

    Laid-back charm meets island character in this one-of-a-kind up-island beach house. Set on 5.5 acres of natural beauty, this four-bedroom, three-bath main house is full of updates, with bright, fun spaces and a relaxed summer-camp vibe. The creative layout on a single level connects sections of the house via breezy walkway, leading to a bedroom wing including a separate family room, off the

    Meg Bodnar Tea Lane Associates

    7 Black Point Rd, Chilmark, MA 02535
    • /69

      Est $2,719,825

      Not Listed For Sale

      276 South Rd, Chilmark, MA 02535

      • 4 Beds
      • 2 Baths
      • 2,034 Sq Ft
      • Built 1981
      276 South Rd, Chilmark, MA 02535

      Last Sold Summary

      • 122 Days On Market

      Last Listing Agent Julianna Flanders Flanders Real Estate

  • /12

    $1,295,000

    $30K PRICE DROP
    • Land
    • 4.4 Acres
    • $294,318 per Acre

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

    FRESHLY BRUSH CUT and EASY to WALK! This quiet and lovely four-and-a-half-acre lot in Chilmark is READY-TO-BUILD. The land has 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, NHESP has been completed and there are no

    Elissa Lash Tea Lane Associates

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

      Est $2,272,690

      Not Listed For Sale

      2 Rockrose Path, Chilmark, MA 02535

      • 4 Beds
      • 3 Baths
      • 1,900 Sq Ft
      • Built 1978
      2 Rockrose Path, Chilmark, MA 02535

      Last Sold Summary

      • 414 Days On Market

      Last Listing Agent Jill Napior Tea Lane Associates

  • /50

    $1,800,000

    • 4 Beds
    • 3 Baths
    • 3,158 Sq Ft

    188 Vineyard Meadow Farms Rd, West Tisbury, MA 02568

    House & Guesthouse near Long Point Beach! The Island's coveted south shore is just minutes from this charming West Tisbury compound, where the connection to nature is seamless. The main house sits high atop the trees and overlooks a park-like, fenced-in backyard perfect for kids and dogs. The yard also encompasses a sweet vegetable garden, a storage shed, and outdoor shower. Inside is open with

    Idalyn Macchia Gilstad Wallace & Co. Sotheby's International Realty

    188 Vineyard Meadow Farms Rd, West Tisbury, MA 02568
    • /21

      Not Listed For Sale

      3 Pepperbush Ln, Chilmark, MA 02535

      • 4 Beds
      • 2 Baths
      • 2,686 Sq Ft
      • Built 1977
      3 Pepperbush Ln, Chilmark, MA 02535

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent LINK Email Cache LINK

  • /35

    $2,650,000

    • 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
    • /69

      Est $3,252,051

      Not Listed For Sale

      300 North Rd, Chilmark, MA 02535

      • 2 Beds
      • 3 Baths
      • 2,515 Sq Ft
      • Built 1995
      300 North Rd, Chilmark, MA 02535

      Last Sold Summary

      • 193 Days On Market

      Last Listing Agent Jessica Bradlee Tea Lane Associates

  • /26

    $2,395,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 2,510 Sq Ft

    26 Bijahs Way, Chilmark, MA 02535

    This Chilmark 3 bedroom, 2 bath home has been meticulously maintained inside and out. A major addition and reconstruction of the original house was completed in 1991 & included a 22 x 43 addition, The completely new second floor added over 1,500 square feet & the work included new heating, plumbing, electrical, central AC, septic & well! Many nice features include spacious living spaces, a modern

    Brenda Galligan Karen M. Overtoom R.E.

    26 Bijahs Way, Chilmark, MA 02535
    • /48

      Not Listed For Sale

      49 Tilton Rd, Chilmark, MA 02535

      • 6 Beds
      • 5 Baths
      • 3,834 Sq Ft
      • Built 1995
      49 Tilton Rd, Chilmark, MA 02535

      Last Sold Summary

      • 48 Days On Market

      Last Listing Agent Robert Kenney Tea Lane Associates

  • /28

    $22,950,000

    • 7 Beds
    • 8.5 Baths
    • 8,200 Sq Ft

    60 Bartimus Luce Rd, Vineyard Haven, MA 02568

    This North Shore beachfront estate represents one of the most breathtaking properties in all of New England. The newly built home was created on a 3.3-acre parcel of land, surrounded by specimen trees, rolling grassy meadows and is highly situated on a stable bank overlooking nearly 250 ft of sandy beach. The home, which celebrates and was imagined utilizing the 14 patterns of biophilic design,

    Gerrett Conover Landvest MV

    60 Bartimus Luce Rd, Vineyard Haven, MA 02568
    • /6

      Not Listed For Sale

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

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

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent LINK Email Cache LINK

  • /39

    $3,295,000

    $100K PRICE DROP
    • 3 Beds
    • 4 Baths
    • 2,500 Sq Ft

    27 Clambelly Rd, Chilmark, MA 02535

    A place of serenity tucked in the woods of Chilmark. Beautifully designed & constructed home which was completely renovated in 2017/2018, large fenced in back yard with exquisite fish pond with waterfall and lighting. Kitchen has concrete countertops, sub zero refrigerator, Wolf Oven & Speed Oven. Large open formal dining area and open formal sitting area with fireplace. Beautiful reclaimed wood

    Julianna Flanders Flanders Real Estate

    27 Clambelly Rd, Chilmark, MA 02535
    • /7

      Not Listed For Sale

      00 Hancock Beach Lot Unit 73, Chilmark, MA 02535

      00 Hancock Beach Lot Unit 73, Chilmark, MA 02535

      Last Sold Summary

      • 7 Days On Market

      Last Listing Agent Deb Hancock Hancock Real Estate

  • /53

    $9,875,000

    • 6 Beds
    • 5.5 Baths
    • 3,758 Sq Ft

    6 Wakeman Rd, Chilmark, MA 02535

    Set in a spectacular water view setting with private beach access, this exceptional coastal compound offers a rare blend of privacy, flexibility, and breathtaking scenery. The property is thoughtfully composed of a beautifully appointed main residence, a separate guest house, an artist’s studio, and a detached garage with an additional bedroom above — creating the ideal retreat for extended

    Jill Napior Tea Lane Associates

    6 Wakeman Rd, Chilmark, MA 02535
    • /3

      Est $3,153,198

      Not Listed For Sale

      10 Basin Rd, Chilmark, MA 02535

      • 6 Beds
      • 3 Baths
      • 1,500 Sq Ft
      • Built 1975
      10 Basin Rd, Chilmark, MA 02535

      Last Sold Summary

      Last Listing Agent Julianna Flanders Flanders Real Estate

  • /11

    $1,250,000

    • Land
    • 1.9 Acres
    • $657,895 per Acre

    15 Menemsha Inn Rd Unit 9, Chilmark, MA 02535

    Nestled in a bucolic setting moments from the iconic Menemsha fishing village, this beautiful and fully engineered parcel is approved for a 6BR home. One of the few remaining Menemsha buildable lots makes this a rare opportunity. With room for a pool with a special permit!Surrounded by ancient stone walls on three sides and mature trees, the land has stunning sunset skies, lovely pastoral

    Jill Napior Tea Lane Associates

    15 Menemsha Inn Rd Unit 9, Chilmark, MA 02535
    • /6

      Not Listed For Sale

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

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

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent LINK Email Cache LINK

  • /9

    $1,200,000

    • Land
    • 3.42 Acres
    • $350,877 per Acre

    23 Onkokemmy Rd Unit 12, West Tisbury, MA 02557

    Just beyond the Great White Oak and down scenic Rogers Path, this pastoral West Tisbury parcel offers nearly 3.5 acres of privacy and natural beauty. Moments from the village center yet tucked into a peaceful landscape, the property presents an opportunity to create a custom Vineyard compound. As you traverse your own grove of majestic oak trees, the landscape opens to an idyllic pasture dotted

    Katherine Donahue Sandpiper Realty

    23 Onkokemmy Rd Unit 12, West Tisbury, MA 02557
    • /20

      Not Listed For Sale

      168 Charles Neck Way Unit 49, Vineyard Haven, MA 02568

      168 Charles Neck Way Unit 49, Vineyard Haven, MA 02568

      Last Sold Summary

      • 0 Days On Market

      Last Listing Agent Janna O'Loughlin Portfolio Properties

  • /7

    $2,500,000

    • Land
    • 1.4 Acres
    • $1,785,714 per Acre

    2 Other House Rd Unit 173, Chilmark, MA 02535

    Rare opportunity to build on Chilmark's south shore. This 1.4 acre parcel should allow for new construction of 3,100 square feet and 24 feet in height, by right, with building department approval. Views to the Atlantic Ocean and Chilmark Pond can be seen from the second floor. This parcel comes with a dock on the pond which provides access to a beautiful barrier beach on the Atlantic. Well in

    Russell Maloney Russell Maloney Real Estate

    2 Other House Rd Unit 173, Chilmark, MA 02535
    • /7

      Not Listed For Sale

      419 Lamberts Cove Rd, West Tisbury, MA 02568

      419 Lamberts Cove Rd, West Tisbury, MA 02568

      Last Sold Summary

      • 2 Days On Market

      Last Listing Agent Alyssa Halisky Wallace & Co. Sotheby's

  • /12

    $1,300,000

    $275K 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 spacious bedrooms, a full bath with shower, an enormous three-season screened porch, a large outdoor shower, kitchen gardens, and a potting area with

    Dawn Bellante Sandpiper Realty, Inc.

    45 Quenames Rd, Chilmark, MA 02535
    • /3

      Not Listed For Sale

      25 Plum Bush Point Rd, West Tisbury, MA 02568

      25 Plum Bush Point Rd, West Tisbury, MA 02568

      Last Sold Summary

      • 15 Days On Market

      Last Listing Agent Dale Julier Stoney Hill Realty

  • /30

    $2,200,000

    • 4 Beds
    • 3 Baths
    • 3,771 Sq Ft

    99 Oak Ln, Vineyard Haven, MA 02568

    This enchanting artist-designed property is tucked away on 2.9 private acres in West Tisbury, a thoughtfully composed retreat with pastoral meadows, mature landscaping, and an unmistakable sense of intention and sophisticated taste. The two-bedroom, two-bathroom Main House is complemented by a spacious two-bedroom, one-bathroom Guest Studio with a fireplace, offering a combined 3,771 square feet

    Rose Ryley Wallace & Co. Sotheby's

    99 Oak Ln, Vineyard Haven, MA 02568
    • /32

      Est $3,209,996

      Not Listed For Sale

      4 Bartlett Woods, Chilmark, MA 02535

      • 4 Beds
      • 3.5 Baths
      • 3,500 Sq Ft
      • Built 2023
      4 Bartlett Woods, Chilmark, MA 02535

      Last Sold Summary

      • 194 Days On Market

      Last Listing Agent Kathryn Tate Kathryn Tate Gothard

  • /42

    $4,995,000

    $655K 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

Showing Results 201 - 240, Page 6 of 18

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