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This is a true Chilmark gem with a timeless feel. Six acres with multiple dwellings, open meadows, ocean views, and private dock access on Chilmark Pond set this property apart. The well-maintained and cherished home, known as the James Allen house, dates back to 1688 embracing a deep history. Classic and comfortable, the home sits stately on this property overlooking old stonewalls lined with mature plantings. On over 6 acres, there is a detached bunk house with a half bath plus a complete two-bedroom guest house tucked in overlooking the meadow that leads towards the pond. These two houses are quite separate from each other so they can be used independently. There is a clay tennis court nestled behind hedges and stonewalls that is in pristine shape. Enjoy a quick walk to the private dock and Chilmark Pond access where one can boat across to the Atlantic Ocean beach or just enjoy life on Chilmark Pond. Easy and uncomplicated, this property has all of the amenities of Chilmark living that draw people to this end of the island.

Property Details of 260 South Road, South

Listed by Jill Hobby Napior 508-642-0831 of Tea Lane Associates

Listing Sold by Kendall & Kendall

Map Location

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Based on information submitted to LINKMV as of March 20, 2025 . All data is obtained from various sources and has not been, and will not be, verified by broker or LINKMV.  All information should be independently reviewed and verified for accuracy.  Properties may or may not be listed by the office/agent presenting the information. NOTICE: Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

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