15

Chilmark, MA Homes for Sale under $1,500,000

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  • 47 Quenames Rd, Chilmark, MA 02535
    47 Quenames Rd, Chilmark, MA 02535
    47 Quenames Rd, Chilmark, MA 02535
    /8

    $1,225,000

    $350K PRICE DROP
    • 2 Beds
    • 1 Bath
    • 924 Sq Ft

    47 Quenames Rd, Chilmark, MA 02535

    On a beautiful 3.02-acre parcel in Chilmark, 47 Quenames Road offers privacy, outstanding value, and excellent potential. The year-round 2-bedroom home features first-floor living, an open floorplan with living and dining space, a kitchen remodeled in 2023, two bedrooms, and a full bath with tub. A new roof (2023) and outdoor deck with bluestone patio area overlooks the lawn and the natural

    Dawn Bellante Sandpiper Realty, Inc.

    47 Quenames Rd, Chilmark, MA 02535
  • 129 Charles Neck Way, Vineyard Haven, MA 02568
    129 Charles Neck Way, Vineyard Haven, MA 02568
    129 Charles Neck Way, Vineyard Haven, MA 02568
    /27

    $1,195,000

    • 4 Beds
    • 2 Baths
    • 1,452 Sq Ft

    129 Charles Neck Way, Vineyard Haven, MA 02568

    COMING SOON! SHOWINGS START 9/13. Wonderful Vineyard retreat located close to coveted long point beach and wildlife reserve, only a short bike ride away. This contemporary is adorned with 4 spacious bedrooms and an open living area with cathedral ceilings. Roomy yet cozy, this home has been the gathering place for 3 generations of family and has great potential for both rentals and year round

    Jim Feiner Feiner Real Estate

    129 Charles Neck Way, Vineyard Haven, MA 02568
  • 4 Rock Pond, West Tisbury, MA 02575
    4 Rock Pond, West Tisbury, MA 02575
    4 Rock Pond, West Tisbury, MA 02575
    /32

    $1,140,000

    $35K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,059 Sq Ft

    4 Rock Pond, West Tisbury, MA 02575

    4 Rock Pond Road offers a rare opportunity to enjoy the best of community-centered living in one of Martha’s Vineyard’s most unique and thoughtfully designed neighborhoods. Located within the Island Cohousing community in West Tisbury, this 4-bedroom, 2-bath home combines warmth, functionality, sustainability, and connection in a peaceful natural setting.Built by South Mountain Company, the

    Trish Lyman Compass | Point B

    4 Rock Pond, West Tisbury, MA 02575
  • 4 Rock Pond Rd, Vineyard Haven, MA 02568
    4 Rock Pond Rd, Vineyard Haven, MA 02568
    4 Rock Pond Rd, Vineyard Haven, MA 02568
    /31

    $1,140,000

    $35K PRICE DROP
    • 4 Beds
    • 2 Baths
    • 2,059 Sq Ft

    4 Rock Pond Rd, Vineyard Haven, MA 02568

    4 Rock Pond Road offers a rare opportunity to enjoy the best of community-centered living in one of Martha’s Vineyard’s most unique and thoughtfully designed neighborhoods. Located within the Island Cohousing community in West Tisbury, this 4-bedroom, 2-bath home combines warmth, functionality, sustainability, and connection in a peaceful natural setting.Built by South Mountain Company, the home

    Patricia Lyman Compass

    4 Rock Pond Rd, Vineyard Haven, MA 02568
  • 345 North Rd, Chilmark, MA 02535
    345 North Rd, Chilmark, MA 02535
    345 North Rd, Chilmark, MA 02535
    /25

    $1,375,000

    $175K PRICE DROP
    • 5 Beds
    • 5 Baths
    • 2,266 Sq Ft

    345 North Rd, Chilmark, MA 02535

    This versatile Chilmark property offers a rare combination of privacy, flexibility, and investment potential. The main residence features 4 bedrooms and 4 bathrooms, complemented by a detached 1-bedroom, 1-bath suite with an attached garage—ideal for guests, extended family, or rental income. Two separate parking areas provide ample space and convenience.Abutting over 200 acres of

    Jessica Campbell Flanders Real Estate

    345 North Rd, Chilmark, MA 02535
  • 37 Bijah's Way Unit 96, 101, 102, Chilmark, MA 02535
    37 Bijah's Way Unit 96, 101, 102, Chilmark, MA 02535
    37 Bijah's Way Unit 96, 101, 102, Chilmark, MA 02535
    /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
  • 15 Menemsha Inn Rd Unit 9, Chilmark, MA 02535
    15 Menemsha Inn Rd Unit 9, Chilmark, MA 02535
    15 Menemsha Inn Rd Unit 9, Chilmark, 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
  • 23 Onkokemmy Rd Unit 12, West Tisbury, MA 02557
    23 Onkokemmy Rd Unit 12, West Tisbury, MA 02557
    23 Onkokemmy Rd Unit 12, West Tisbury, MA 02557
    /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
  • 45 Quenames Rd, Chilmark, MA 02535
    45 Quenames Rd, Chilmark, MA 02535
    45 Quenames Rd, Chilmark, MA 02535
    /12

    $1,200,000

    $375K 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
  • 111 Charles Neck Way, Vineyard Haven, MA 02568
    111 Charles Neck Way, Vineyard Haven, MA 02568
    111 Charles Neck Way, Vineyard Haven, MA 02568
    /21

    $1,499,000

    $100K PRICE DROP
    • 3 Beds
    • 2 Baths
    • 1,562 Sq Ft

    111 Charles Neck Way, Vineyard Haven, MA 02568

    Tucked away on 1.6 wooded acres in West Tisbury, this classic Cape-style home offers both privacy and convenience, with easy access to the charm of Up-Island and the amenities of Down-Island. Located on a paved road near Long Point Beach, it also includes coveted access to Lambert's Cove Beach. The bright, open interior features a living and dining area with a wood-burning fireplace, a kitchen

    Emma Kennedy Sandpiper Realty, Inc.

    111 Charles Neck Way, Vineyard Haven, MA 02568
  • 0 Cencelle Unit 57 & 56.1 (part of), Chilmark, MA 02535
    0 Cencelle Unit 57 & 56.1 (part of), Chilmark, MA 02535
    0 Cencelle Unit 57 & 56.1 (part of), Chilmark, MA 02535
    /14

    $1,275,000

    • Land
    • 3.91 Acres
    • $326,087 per Acre

    0 Cencelle Unit 57 & 56.1 (part of), Chilmark, MA 02535

    Set amid the rolling farmlands of Chilmark, this beautiful parcel offers an exceptional opportunity to create your own island retreat. Framed by stone walls, wooded surroundings, and open meadow views, the property combines privacy and natural beauty in a serene rural setting with glacial erratics and trails winding throughout. Elevated and peaceful, this is a rare opportunity to build a home

    Meg Bodnar Tea Lane Associates

    0 Cencelle Unit 57 & 56.1 (part of), Chilmark, MA 02535
  • 29 Scotchmans Ln, Vineyard Haven, MA 02568
    29 Scotchmans Ln, Vineyard Haven, MA 02568
    29 Scotchmans Ln, Vineyard Haven, MA 02568
    /16

    $1,350,000

    • 2 Beds
    • 2 Baths
    • 1,996 Sq Ft

    29 Scotchmans Ln, Vineyard Haven, MA 02568

    Discover the charm of West Tisbury with the perfect blend of country living and village convenience. Ideally located just a short stroll from the heart of town, you'll enjoy easy access to all the West Tisbury Village has to offer. Set on a lovely lot, the home features a spacious southeast-facing deck overlooking a sunny yard. Four detached outbuildings. A generous south-facing living room is

    Diana Gilmore Island Real Estate

    29 Scotchmans Ln, Vineyard Haven, MA 02568
  • 23 Onkokemmy Rd, West Tisbury, MA 02557
    23 Onkokemmy Rd, West Tisbury, MA 02557
    23 Onkokemmy Rd, West Tisbury, MA 02557
    /9

    $1,200,000

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

    23 Onkokemmy Rd, 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

    Katie Donahue & Rachel Serwa Group Sandpiper Realty, Inc.

    23 Onkokemmy Rd, West Tisbury, MA 02557
  • 38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568
    38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568
    38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568
    /10

    $1,425,000

    • Land
    • 3.01 Acres
    • $473,422 per Acre

    38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568

    The Tower Hill land, once known as the Dancing Hills, is considered by many a sacred Island space. Standing on the ridge top, you're at one of the highest points on Martha's Vineyard. This 3.01 acre parcel looks out over the trees of Red Farm and the dramatic blue expanse of Vineyard Sound. It's easy to understand why this property is so special. There's a generous designated building envelope of

    Elissa Lash Tea Lane Associates

    38 Fire Tower Rd Unit 40.2, West Tisbury, MA 02568
  • 132 South Rd, Chilmark, MA 02535
    132 South Rd, Chilmark, MA 02535
    132 South Rd, Chilmark, MA 02535
    /50

    $1,300,000

    $300K PRICE DROP
    • 4 Beds
    • 3 Baths
    • 2,155 Sq Ft

    132 South Rd, Chilmark, MA 02535

    Nestled on a private, 1.9-acre lot along historic South Road in Chilmark, this charming New England retreat offers an exceptional sense of tranquility and classic Martha's Vineyard living. Built in 1950, Vineyard Home offers 2 bedrooms and 2 full bathrooms great light, cozy additional living spaces and fireplace. Multiple patios and gardens seamlessly connecting the living spaces to the

    Lisa Da Silva Signal House Group at Compass

    132 South Rd, Chilmark, MA 02535
Massachusetts Dukes County

Real Estate & Homes in Chilmark, MA under $1,500,000

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