Discover the timeless charm of historic Sag Harbor, where exclusivity meets elegance without compromising privacy or the ability to entertain in style. Perfectly situated on one of the most sought-after streets in Sag Harbor, this remarkable property is just steps away from the lively village and directly opposite the area's exclusive beach. Offering a rare combination of privacy and expansive space, this residence is a unique gem within the village. Meticulously designed to enhance seamless indoor/outdoor living, the home features exquisite wide plank floors and captivating gas lanterns. Spanning 5,000 square feet, the sunlit Federal-primary suites, three ensuite guest rooms, and a versatile sepersate space ideal for guest quarters or a home office. Additional elegant living areas include a welcoming living room, a sophisticated library, a formal dining room, and a chef's kitchen with breathtaking 18-foot cathedral ceilings. The exterior is equally impressive, featuring a spacious bluestone patio with heated trellis, fireplace and ample seating, overlooking a heated gunite pool. A separate pool house includes a half bath, kitchenette, cocktail bar, laundry, and outdoor shower. The lush grounds are adorned with mature trees and stunning landscaping, complemented by a fully equipped outdoor kitchen and dining area under a beautifully illuminated tree. This extraordinary home and its meticulously curated grounds offer an unparalleled opportunity in Sag Harbor. With the perfect blend of privacy, space, and proximity to both the beach and Main Street, this property is a distinctive and prestigious offering.