In the heart of Sag Harbor's renowned Historic District lies this custom-design, recently built home, set on an acre with a 50-foot Gunite Pool, spa, separate air conditioned pool house, outdoor shower, detached garage and legal 3 bedroom guest house. This expansive home, gracing one of the district's largest properties in the village, effortlessly combines accessibility to Main Street with a serene, private atmosphere. As you step inside, you'll discover a thoughtfully arranged open-plan main floor, maximizing space and functionality. This level boasts a generously proportioned kitchen, a dining area comfortably seating ten, and a welcoming living room with a wood-burning fireplace, perfect for intimate gatherings. Practicality meets elegance with the inclusion of a spacious mudroom and a discreet powder room. The large loft-like family room opens through French doors to a spacious covered porch with western exposures overlooking the pool and expansive landscape. Designed for relaxation and entertainment, this space features seating for ten and a well-equipped gas grill. On the second floor, the primary suite takes center stage, offering a full bath, a walk-in closet, and a west-facing deck, providing a tranquil spot to enjoy the sunset. This level also accommodates three additional bedrooms, a full bath, a convenient laundry room, and a luminous book nook, perfect for quiet moments. The lower level boasts a sprawling 1200-square-foot space, fully furnished and dedicated to recreation with a TV area, ping pong table, pool table, and another full bath. A mudroom breezeway connects to a historic guesthouse dating back to the 1800s, offering three additional bedrooms on the upper level, a full bath, and a graceful first level featuring a formal living room, dining area, powder room, pantry, and laundry-a perfect retreat for guests. Lastly, the garage provides secure parking for two vehicles and includes a dedicated EV charging station, along with ample storage space. This residence seamlessly combines historic charm with contemporary elegance, making it an exceptional offering in Sag Harbor's coveted Historic District. Rental Terms: August - Labor Day: $125,000 July - Labor Day: $240,000