66

Homes for Sale in 02535

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  • /26

    $2,495,000

    • 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
  • /39

    $3,395,000

    • 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
  • /51

    $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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /34

    $1,599,000

    • 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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /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
  • /46

    $3,400,000

    • 4 Beds
    • 2.5 Baths
    • 2,383 Sq Ft

    100 Gosnolds Way, Chilmark, MA 02535

    Well designed and maintained home, situated on 5 acres in a private, desirable neighborhood. Open floor plan with high ceilings that allows a lot of great light into house. The screened in porch is perfect for family dinners or relaxing. Nice water views of Vineyard Sound & the Elizabeth Islands. Short walk to the Brickyard Beach on the North Shore, rights are included with property, where you

    Julianna Flanders Flanders Real Estate

    100 Gosnolds Way, Chilmark, MA 02535
  • /23

    $2,900,000

    $300K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,346 Sq Ft

    6 Trails End, Chilmark, MA 02535

    Enjoy the carefree ease of Mid Century Modern architecture in this pristine classic, filled with sunlight and treetop views. Located in the center of Chilmark, this home is offered turn-key and features four bedrooms and three bathrooms with original details and design. It’s open layout with large glass panel doors and casement windows throughout lead to a sun-drenched deck, heated in-ground

    Russell Maloney Russell Maloney Real Estate

    6 Trails End, Chilmark, MA 02535

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