Perched high above the harbor on one of New England's most secluded islands, Folly on Bayberry Hill is a classic Cuttyhunk retreat offering exceptional privacy, timeless coastal character, and sweeping panoramic water views.The home's elevated setting creates a remarkable sense of openness, light, and connection to the surrounding coastal landscape. Inside, approximately 1,472 square feet of living space is filled with warm natural materials, sunlit interiors, and relaxed gathering spaces designed for effortless island living. The residence includes three bedrooms and two full bathrooms, with an additional upper-level finished living area offering flexibility for guests, workspace, or lounge space. An expansive wraparound deck and covered porch create seamless indoor/outdoor living and entertaining opportunities, while adjacent protected conservation land preserves the dramatic harbor views and provides direct access to extensive island hiking trails and open space.

Cuttyhunk is located in Massachusetts. Cuttyhunk, Massachusetts has a population of 25. Cuttyhunk is less family-centric than the surrounding county with 0% of the households containing married families with children. The county average for households married with children is 27.66%.
The median household income in Cuttyhunk, Massachusetts is $71,667. The median household income for the surrounding county is $77,392 compared to the national median of $69,021. The median age of people living in Cuttyhunk is 61.7 years.
The average high temperature in July is 80.7 degrees, with an average low temperature in January of 21.1 degrees. The average rainfall is approximately 48.5 inches per year, with 31.2 inches of snow per year.