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Chilmark Homes for Sale with Basement

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  • /22

    $12,500,000

    • 5 Beds
    • 4 Baths
    • 3,700 Sq Ft

    18 Spruce Gate Rd, Chilmark, MA 02535

    Welcome to an extraordinary ocean view coastal sanctuary set within the exclusive gates of Squibnocket Farm—a 450+ acre private community with access to over 2 miles of oceanfront, 1.5 miles of pond frontage, and 300+ acres of conservation land. Set on a peaceful, pastoral landscape abutting 17 acres of preserved land, this stately home was designed and built by Soikkeli & Company, one of the

    Alyssa Halisky Wallace & Co. Sotheby's

    18 Spruce Gate Rd, Chilmark, MA 02535
  • /49

    $7,950,000

    • 4 Beds
    • 5 Baths
    • 3,490 Sq Ft

    308 South Rd, Chilmark, MA 02535

    Commanding Pondfront Retreat with Private Dock and South Shore Views. This exceptional Chilmark residence offers a rare blend of privacy, elegance, and modern comfort. Originally built by Tom Tate and renovated in 2018, it exudes contemporary sophistication while embracing its natural surroundings. A private dock on Chilmark Pond provides direct water access and stunning South Shore sunsets.

    Rose Ryley Sandpiper Realty Inc

    308 South Rd, Chilmark, MA 02535
  • /42

    $39,000,000

    • 8 Beds
    • 5.5 Baths
    • 7,846 Sq Ft

    41 Cobbs Hill Rd, Chilmark, MA 02535

    One of the most exclusive estates in 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 privacy, serenity and significance, this multi-generational compound is protected by surrounding farmland and mature trees. Approached by a long gated

    Maggie Gold Seelig MGS Group Real Estate LTD

    41 Cobbs Hill Rd, Chilmark, MA 02535
  • /43

    $16,500,000

    • 4 Beds
    • 5 Baths
    • 3,705 Sq Ft

    64 Squibnocket Farm Rd, Chilmark, MA 02535

    Welcome to an extraordinary waterfront retreat, where luxury meets nature perfectly. This exclusive property offers unparalleled access to breathtaking views, serene landscapes, and the soothing sounds of water lapping against the shore.Squibnocket Farm Road is renowned for its unspoiled beauty and tranquility. This sophisticated gated community offers a sense of seclusion while remaining within

    Thomas Wallace Wallace & Co. Sotheby's

    64 Squibnocket Farm Rd, Chilmark, MA 02535

Home Trends in Chilmark, MA

Housing Trends

Median Sale Price
$2,200,000
Median Single Family Sale Price
$3,000,000
Average Price Per Sq Ft
$2,008
Number of Homes for Sale
20
Last 12 months Home Sales
20
Months of Supply
12.00
Median List Price
$3,473,000
Median Change From 1st List Price
10%
Median Home Sale Price YoY Change
-9%
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