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A $19.5 million estate in Chilmark, Massachusetts, represents a rare opportunity to own a private, ridge-top retreat within Martha's Vineyard's only gated, pesticide-free community. The property's standout features include direct access to 2.5 miles of private beach, 360-degree water views, and its setting on 6.2 acres that abut 550 acres of permanently protected conservation land. This combination of luxury, privacy, and environmental stewardship makes it one of the most unique listings on the East Coast.
What defines the location and privacy of this Martha's Vineyard property?
Located on a peninsula within the island's sole gated community, the home offers a level of seclusion that listing agents describe as "entering a different country." The property is part of a 550-acre area of deeded conservation land, a legal agreement that permanently restricts development, ensuring the surrounding natural landscape remains untouched. This provides private access to over two miles of sandy beaches on the south shore and a mile of frontage on Squibnocket Pond. The 6.2-acre lot is exceptionally private, bordered by 18 acres of conserved land, and is one of only 11 homes within the vast preserve.
What are the key features of the home and its grounds?
Built in 2000 and recently updated, the 3,786-square-foot home blends modern comforts with classic New England architecture. The exterior features new cedar-shake shingles, mahogany trim, and copper gutters. Key interior elements include a living room with a cathedral ceiling, exposed beams, cherry-wood floors, and a brick fireplace. The kitchen is equipped with custom cabinetry, high-end appliances, and stone countertops. A significant feature is the presence of two outdoor showers, one accessible from the first-floor primary suite. The grounds are a highlight, featuring a sheep farm, a barn with lofts, and a mobile chicken coop. The property is also within a pesticide-free zone, promoting a healthy ecosystem abundant with birds, flora, and beehives.
Can the property be expanded or used as a year-round residence?
While the 6.2-acre lot cannot be subdivided due to the conservation easement, there is room for expansion of the existing structures. The home has been fully winterized, meaning its heating and insulation systems are designed to withstand cold weather, making it suitable for use as a primary residence year-round. However, based on market assessment, it is more likely to attract buyers seeking a summer home due to its unparalleled outdoor amenities and tranquil setting.
What is the market position and potential buyer profile for this estate?
Priced at $19.5 million, the property is positioned at the top of the Martha's Vineyard market. Its value is driven by the irreplaceable combination of acreage, privacy, and direct access to conserved lands and beaches. The next buyer is anticipated to be an individual or family who highly values nature, peace, and outdoor activities, and seeks a retreat away from busier areas of the island. The unique conservation status ensures the property's exclusive character and natural beauty are preserved indefinitely.
For potential buyers, the key considerations are the long-term value of a conservation-backed property and the flexibility of using it as a summer getaway or a year-round home. The estate's defining attributes—privacy, protected views, and unique amenities—are nearly impossible to replicate, making it a distinctive holding in the luxury real estate market.









