This truly remarkable Chappaquiddick property offers a rare opportunity to step back in time and experience the quintessential character of Martha's Vineyard. The original historic home, built in 1938, is distinguished by its signature four-story tower and gracious wraparound porch. The main house features a spacious open living room with fireplace, dining room, kitchen with pantry, and comfortable TV room. A ground-floor bedroom and bath provide convenient access to a generous outdoor shower and jacuzzi. The 2nd, 3rd, and 4th floors feature six additional bedrooms, 2.5 baths, and office. The feeling throughout the home is wonderfully timeless, combining historic charm and architectural character with fresh surfaces and updated mechanical systems. Two charming guest cottages provide 3 additional bedrooms and a shared bath. A newly built, traditionally styled barn adds further versatility, while a private clay tennis court and storage shed create an exceptional setting for summer recreation. Set on 4.73 acres of beautiful lawns and wildflower-filled pastures, the property is framed by mature trees and enjoys spectacular water views in multiple directions. Every element, from the historic main house and charming cottages to the barn, tennis court, and expansive grounds, contributes to an extraordinary sense of place. This is a truly special and one-of-a-kind Chappaquiddick property, where history, natural beauty, and timeless Martha's Vineyard living come together in a remarkable way.