24 Rocky Point Rd

This architecturally distinctive home, inspired by the mid-century California Case Study Houses and designed by AC Hocek, is set on two acres of gently sloping land in the prestigious estate area, "Greenlawns". Designed with a thoughtful balance of form and function, the property includes a main house and a separate guest house, offering a unique blend of modern design and natural surroundings. The main house features 12-foot ceilings throughout, lighting by Herve Descottes of L'Observertoire International, and a spacious great room with radiant heat and an open floor plan that seamlessly connects the Bulthaup kitchen, living, and dining areas. French doors opening to IPE wood decks on both sides allow for abundant natural light and cross ventilation. A custom-designed prep island serves as a striking yet functional divider between the kitchen and dining spaces. The ensuite primary is designed for tranquility, with a dressing room, vanity, and full bath that opens onto a private deck with a dedicated outdoor shower and lounge area. At the opposite end of the house, a bright and inviting bedroom with windows on three sides and a full bath, currently used as a library, offers additional flexible space. Multiple decks, equipped with power-operated, retractable awnings with wind sensors, provide scenic views of the beautifully landscaped, gated grounds which feature grandfathered irrigation, established privet hedges old growth trees and dark skies lighting along the perimeter. The rear entertainment deck overlooks a sleek 60-foot lap pool, with adjacent powder room, outdoor shower, and guest quarters, which include a kitchenette, two bedrooms, and a full bath. Positioned at a right angle to the main house, the guest house creates a natural flow between indoor and outdoor spaces. A covered passageway connects the driveway to the rear courtyard and pool, enhancing the home's seamless integration with the landscape. The continuous 100' sloping roof with a rainwater collection trough filled with smooth pebbles beneath the overhang highlight the home's innovative design. This exceptional property, featured in Elle Decor, Belle, The East Hampton Star, and Country Home, embodies the essence of a loft, art gallery, and beach house all in one. The total 2,890 +/- sq. ft. and bedroom/bathroom count is for both the 2,194 +/- sq. ft. main house and 696 +/- sq. ft. guest house. Located near a picturesque beach offering sunset views, outdoor concerts, and tennis, this is a rare opportunity to own a truly original modernist retreat on Shelter Island. Property taxes per annum as of 2025 are $13,087.