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Your connection to all Martha's Vineyard Real Estate and Vacation Rentals
508-693-7832
Karen M. Overtoom Logo
508-693-7832


Martha's Vineyard Real Estate In Chilmark


  • LINK ID: 43567
  • Town: Chilmark
  • Type: 1 Family
  • Price:$3,500,000.00

A place of serenity tucked in the woods of Chilmark. Complete renovation 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 sittin... [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: 42989
  • Town: Chilmark
  • Type: 1 Family
  • Price:$2,995,000.00

Winding tree lined driveway off North Rd brings you to this commanding, custom designed residence built by a top tier island builder. This home is set on over 4 private acres of rolling meadows and big sky views. Main living space is all on one level which includes primary bedroom with en-suite b... [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]


  • LINK ID: 42602
  • Town: Chilmark
  • Type: Land
  • Price:$2,500,000.00

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... [read more]


  • LINK ID: 44067
  • Town: Chilmark
  • Type: 1 Family
  • Price:$1,799,999.00

Set on a private 3.5-acre wooded parcel surrounded by conservation land, this 3-bedroom, 2-bath single-family home offers the ultimate Martha’s Vineyard retreat. Nestled among mature trees and protected open space, the property provides exceptional privacy and a peaceful natural setting, while remai... [read more]


  • LINK ID: 43869
  • Town: Chilmark
  • Type: 1 Family
  • Price:$1,650,000.00

Nestled on a serene 3.32-acre parcel between North Road and Tabor House in Chilmark, this property blends privacy, charm, and great potential. A sweet 2 bedroom guest house—beautifully maintained and offering excellent rental income—sits amid rolling stone walls and mature trees, creating a peaceful... [read more]


  • LINK ID: 43983
  • Town: Chilmark
  • Type: 1 Family
  • Price:$1,575,000.00

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 enorm... [read more]


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