268 Madison Street May $35, 000; MD-LD $280, 000; June $70, 000; July $110, 000; Jul/Aug 222, 500; August-LD $125, 000; September $35, 000 This custom-designed, recently built home is set on a beautifully landscaped, flat one acre lot in Sag Harbor Village's Historic District. The property, one of the largest in the village, features a 50-foot pool with attached spa, a separate air conditioned pool house with a full bathroom, a private outdoor shower, detached garage, and an attached 3 bedroom guest house. As you step inside the main residence, you'll discover a thoughtfully arranged open-plan main floor that maximizes space and functionality. The main floor boasts a generously proportioned kitchen, a dining area comfortably seating ten, and a welcoming living room that is perfect for intimate gatherings. The living area opens through French doors to a large, covered porch with western exposures overlooking the pool, pool house, and expansive lawn, perfect for recreation. The porch offers a large comfortable seating area, a dining area seating up to 10 people, 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 offers 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, Peloton, and a full bath. The first level mudroom breezeway connects to a guesthouse which offers three additional bedrooms on the upper level, a full bath, and a graceful first level featuring a living room, a formal dining area, powder room, pantry, and a separate laundry area - a perfect retreat for guests. 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.