Perched on a 1.3-acre hilltop adjoining a 2-acre Peconic Land Trust preserve, this shingled Montauk carriage-style home offers sweeping lake, ocean, harbor, and sunset views in a private resort-like setting. Designed for seamless indoor-outdoor living, the residence centers around a heated 20 x 40 lakeview gunite pool, stone-covered porches, and broad, manicured lawns. A dramatic two-story living room with a beach stone fireplace anchors the main level, flooded with natural light and flowing into a formal dining area and a gourmet kitchen with a breakfast nook. The first-floor primary suite features his-and-hers closets, a spacious bath, and direct access to the pool terrace, creating a true retreat. A separate main-level guest wing, with its own entrance and direct access to the pool and lawn, offers excellent privacy for visitors or extended stays. Upstairs, a junior suite includes a waterview sitting room, private deck, and bath. Two additional guest bedrooms, a full bath, and a media/study room complete the second floor, providing flexible space for work or relaxation. Carlyle Pine flooring throughout enhances the home's refined yet relaxed coastal character. The fully finished lower level, with 10-foot ceilings, expands the living space significantly and includes a wet bar, theater, bedroom, office, gym, and 1.5 baths, ideal for entertaining, fitness, and remote work. A two-car garage and mature landscaping round out this thoughtfully planned property. Combining elevated views, substantial acreage, and a versatile floor plan, this Montauk estate delivers a rare blend of luxury, comfort, and privacy in a highly desirable East End location.