One of the most scenic roads on the Island, Middle Road is a unique area with stone walls and stunning views across farmland to the distant Atlantic Ocean. It is carefully protected by the town, therefore buses and large commercial vehicles are prohibited. The Yard, a summer dance colony, is situated off Middle Road near Beetlebung Corner, the Chilmark town center.

1 North Slope Lane, Chilmark

The Benjamin Fletcher Mayhew house, circa 1786, is listed in the Chilmark historic house registry. The four-bedroom house and guest house sit on over four acres with deeded access to a north shore beach.

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34 Bijahs Way, Chilmark

Architecturally designed home on four acres in a rural location off Tea Lane in Chilmark. The four-bedroom, two-and-a-half-bath home has an open floor plan. Renovated kitchen includes stainless steel appliances.

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8 Frog Alley, Chilmark

This contemporary home off of Tea Lane features 10 lush acres of gardens, walking paths and fields that could be used as a horse or sheep pasture. While the grounds have a timeless quality to them, the house itself — built by Gino Mazzaferro and designed by Martha's Vineyard architect Peter Breese — is contemporary in style.

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73 Bijah's Way, Chilmark

Located off of Tea Lane in Chilmark, this 2,888 square foot home features an open-concept living area with vaulted ceilings, hardwood floors and plenty of windows. A working fireplace and built-in bookshelves add a cozy feel to the living room. The large kitchen is fully up to date, with stainless steel appliances, granite countertops and recessed lighting. The home was built in 2002 by noted Vineyard builder Heikki Soikkeli, who, among other projects, is responsible for spearheading a major renovation at the former presidential retreat Blue Heron Farm.

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