Nestled along the shores of Shelter Island Sound, this extraordinary waterfront retreat is a modern masterpiece offering incomparable comfort, privacy, and amenities. Set on approximately 1.31 acres with an impressive 332' of private sandy beach and panoramic water views, the 7,500 SF contemporary residence spans two stories plus a fully finished lower level. With 6 bedrooms, 5 full and 1 half bathrooms, and breathtaking sunsets to the west, this property is the ultimate destination for refined coastal living, entertaining, or year-round retreat. The home features two private docks accommodating up to six boats, including one dock equipped with water and electric and offering a 5-6' low-tide draft. Outdoor living is elevated by a wraparound deck overlooking the beach and Sound, a year-round heated gunite pool and hot tub set behind a wall of glass doors, and serene courtyards with fountains ideal for relaxation or meditation. Inside, expansive living and dining areas showcase floor-to-ceiling views of the water, anchored by a stone-front fireplace. The sleek chef's kitchen is outfitted with granite countertops and top-of-the-line Sub-Zero appliances, ensuring culinary excellence paired with stunning vistas. The primary suite is a sanctuary of its own, featuring gleaming hardwood floors, a private waterside balcony, a full wall of glass, an oversized walk-in closet, and a spa-like teak bath with an infinity-edge Whirlpool tub. Additional highlights include three guest bedrooms with Juliet balconies, a mirrored yoga studio, sauna, regulation-size racquetball court, billiards room with fireplace and beach access, and an expansive media room with wet bar seating 20+ guests. A second-story gym and game room with half bath and outdoor deck further enhance the home's resort-style appeal. Ideally located near Sunset Beach, The Pridwin Hotel, and Perlman Music Camp, this rare waterfront offering captures the essence of Shelter Island living-where tranquil shores, stunning sunsets, and world-class amenities come together in one remarkable coastal treasure.