A rare legacy offering in the heart of Edgartown Village, this extraordinary in-town compound is among the largest of its kind on Martha's Vineyard. Originally built in 1835 and masterfully renovated by renowned architect Patrick Ahearn, the estate seamlessly blends historic character with refined modern luxury. Just moments from Edgartown Harbor and the island's premier dining and shopping, the property spans two lots and features an exceptional compound with 10 bedrooms and 14 baths. Designed for both elegant entertaining and comfortable everyday living, the main residence showcases refined architectural details and modern technology throughout. Beautiful oak floors run across the home, complemented by sophisticated hardware, premium appliances, and walls finished in classic nickel board. A gracious living room with fireplace opens to a patio with retractable screens, creating effortless indoor-outdoor flow. The chef's kitchen is impeccably appointed with dual dishwashers, a plumbed Miele coffee bar, refrigerator drawers, and a wine refrigerator. A custom brass and glass bar, complete with an ice maker and refrigerated drawers, can easily convert into a secondary kitchen. Two private bedrooms with en-suite tile baths anchor opposite wings of the main level, offering privacy and balance. The main floor also includes a secondary living room with a gas fireplace, an elegant dining room wrapped in seagrass wallpaper, a generous walk-in pantry, and a spacious mudroom. Upstairs, a spectacular primary suite serves as a retreat with a private balcony and two spa-inspired full baths. Three additional en-suite guest rooms and a spacious laundry room complete the second floor. The third level features a charming nautical-themed bunk room with four built-in beds and a full bath. The finished lower level includes two bedrooms with en-suite baths, a media room, wine cellar, and additional laundry. Beyond the main house is a beautifully finished two-car garage with brick floors and wood-paneled walls. The carriage house above offers a private guest suite with a balcony overlooking the pool. Lush hydrangeas surround a resort-style pool and spa, complemented by a built-in grill, firepit, and a fully equipped cabana with kitchenette, half bath, laundry, and climate control. This Edgartown estate offers rare privacy, scale, and sophistication just steps from Main Street. An iconic Martha's Vineyard property reimagined for modern coastal living.