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508-693-7832
Karen M. Overtoom Logo
508-693-7832


Martha's Vineyard Real Estate In Chilmark



  • LINK ID: 40007
  • Town: Chilmark
  • Type: 1 Family
  • Price:$14,500,000.00

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 an... [read more]


  • LINK ID: 43244
  • Town: Chilmark
  • Type: 1 Family
  • Price:$12,500,000.00

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 acre... [read more]


  • LINK ID: 43060
  • Town: Chilmark
  • Type: 1 Family
  • Price:$10,950,000.00

New to market this completely renovated water view home is located in a private enclave of upscale homes fronting on Squibnocket Pond in Chilmark. There are 360 degree views from this 3.6 acre hilltop site offering views of the pond, Atlantic Ocean and north to Menemsha Pond and the Vineyard Sound... [read more]


  • LINK ID: 43955
  • Town: Chilmark
  • Type: 1 Family
  • Price:$7,350,000.00

Waterfront South Shore Retreat with Private Dock and Water Views. Set on the edge of Chilmark Pond, this exceptional waterfront residence offers rare privacy, refined design, generous water views and easy pond access. Thoughtfully renovated in 2018, the home blends contemporary sophistication with t... [read more]


  • LINK ID: 43534
  • Town: Chilmark
  • Type: 1 Family
  • Price:$3,995,000.00

This 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,... [read more]


  • LINK ID: 43300
  • Town: Chilmark
  • Type: 1 Family
  • Price:$3,950,000.00

An incomparable setting in Chilmark, a beautifully renovated 5-bedroom home, stunning landscape and hardscape, all on three separate building lots totaling almost 14 acres - this is Allerton farm. The historic house has been expanded with new additions to create a thoroughly modern residence that ne... [read more]


  • LINK ID: 43845
  • Town: Chilmark
  • Type: 1 Family
  • Price:$3,200,000.00

Step into timeless mid-century modern style and comfort in this single-level, 4-bedroom, 3-bathroom home located in the heart of Chilmark. This home features an open layout with large glass panel doors that lead to a sun-drenched deck, heated in-ground pool, and grassy lawn. This home is offered com... [read more]


  • LINK ID: 43935
  • Town: Chilmark
  • Type: Land
  • Price:$2,725,000.00

This rare two-lot offering off Middle Road in Chilmark presents a private sanctuary abutting approximately 50 acres of conservation land. The gently rolling landscape is accented by ancient stone walls and striking glacial boulders, creating a setting of timeless Vineyard character. Ideal for a gene... [read more]


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