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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: 43117
  • Town: Chilmark
  • Type: 1 Family
  • Price:$7,950,000.00

Commanding Pondfront Retreat with Private Dock and South Shore Views. This exceptional Chilmark residence offers an unparalleled blend of privacy, elegance, and modern comfort. An original Tom Tate build, and renovated in 2018, the home exudes contemporary sophistication while embracing its serene n... [read more]


  • LINK ID: 42401
  • Town: Chilmark
  • Type: 1 Family
  • Price:$7,450,000.00

Waterfront house and guest house with a private dock on Menemsha Pond. This location is in the heart of Menemsha, a waterfront enclave within walking distance of this classic Harbor. Built and cared for over four generations by an Island legacy family, this property is unique among Island estates... [read more]


  • LINK ID: 43318
  • Town: Chilmark
  • Type: 1 Family
  • Price:$6,750,000.00

This private 21-acre Chilmark estate with ocean views, tucked away in the rolling hills and farmlands of Chilmark, offers sweeping ocean views to the south and a rare sense of seclusion and serenity. At the heart of the property is a striking modern style home, thoughtfully designed to bring the out... [read more]


  • LINK ID: 43446
  • Town: Chilmark
  • Type: Commercial
  • Price:$6,490,000.00

Commercial certified organic farm set in the hills of Chilmark. This wonderful small scale farm has been lovingly created and grows a variety of high value fruits and vegtables which are sold to local businsses and restaurants. The land has been lovingly curated into a place which can grow, generat... [read more]


  • LINK ID: 43350
  • Town: Chilmark
  • Type: 1 Family
  • Price:$6,490,000.00

This spectacular and bright modern american farmhouse is perfectly sited to capture the varied scenic beauty that surrounds the farm. Built in 2021 with great attention to detail and materials, this home was created around gatherings and community with ample space for the extended family. The land ... [read more]


  • LINK ID: 43145
  • Town: Chilmark
  • Type: 1 Family
  • Price:$6,000,000.00

This exceptionally elegant and tranquil home in Seven Gates Farm combines contemporary architectural design with timeless high-end features for Vineyard casual, nature-inspired living. Extraordinary and rare, this move-in ready three-bedroom home with six-bedroom septic system sits on an oversized 5... [read more]


  • LINK ID: 43055
  • Town: Chilmark
  • Type: 1 Family
  • Price:$5,975,000.00

Wonderful elevated Chilmark north shore 3.8 acre secure waterfront property with dramatic year round sunset water views to the Gay Head Lighthouse and Elizabeth Islands. The Vineyard Sound expanse enjoys peaceful sailing, fishing and other boating activity to enhance the ocean splendor. The 5 bedro... [read more]


  • LINK ID: 43300
  • Town: Chilmark
  • Type: 1 Family
  • Price:$5,450,000.00

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 original section of this 3000 sq ft home dates from the late 1700s and is on Chilmark's register of... [read more]


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