You wake to the sound of nothing—only the soft lap of Gardiners Bay against the shore 175 feet below your cantilevered deck. Coffee in hand, you step onto weathered wood that seems to float above the landscape, watching the morning light transform the water from pewter to silver to sapphire. The pollinator gardens are already alive with movement, monarchs and bees tracing paths through coastal grasses that Norman Jaffe himself would recognize. A swim in the extra-deep gunite pool sharpens your senses before you retreat to the private gym, your body warming as the bay sparkles through floor-to-ceiling glass. Lunch materializes from the chef's kitchen—local oysters, farm greens, a chilled rosé—consumed on the pergola beside the outdoor fireplace. The afternoon dissolves into tennis, the satisfying pop of the ball echoing across 1.7 acres of your own private headland. As evening falls, you gather guests in the screening room, then drift to the deck where the stars emerge over the bay. This is not a house. It is a cathedral to light, water, and time.

Norman Jaffe Architectural Pedigree — A rare 1971 masterwork by the legendary Hamptons architect, thoughtfully expanded by Jaffe himself in 1981 and meticulously renovated to honor his singular vision of organic modernism meeting the sea.

175 Feet of Gardiners Bay Waterfront — Nearly two acres of private headland with unobstructed panoramic views, cantilevered decks that float above the landscape, and direct access to one of Long Island's most pristine bays.

Resort-Scale Outdoor Living — An extra-deep heated gunite pool, outdoor pergola with full kitchen and fireplace, private tennis court with pickleball lines, and beach-inspired pollinator gardens that bloom through every season.

Complete Entertainment Wing — A private movie theater, chef's kitchen, and 6,715 square feet of total living space including a fully finished lower level—designed to host up to 14 guests in absolute comfort.

Separate Guest Wing & Amenities — Six ensuite bedrooms, a detached two-car garage, private gym, and thoughtfully zoned living areas ensure privacy for both residents and visitors without sacrificing connection.

About Shelter Island Heights, New York

Shelter Island's Coveted Exclusivity — Accessible only by ferry, this 8,000-acre island between the North and South Forks offers a rarified privacy that even the Hamptons cannot match, attracting artists, architects, and those who value discretion.

Gardiners Bay's Protected Waters — Frontage on one of the East End's most sheltered and pristine bays, renowned for sailing, kayaking, and swimming in calm, crystal-clear water with views to Montauk and beyond.

Proximity to Hamptons Culture — A short ferry ride to Sag Harbor's galleries, restaurants, and historic whaling village, with easy access to East Hampton, Southampton, and the cultural riches of Long Island's Gold Coast.

Nature Conservancy Preserved Lands — One-third of Shelter Island is permanently protected, offering miles of hiking trails, nature preserves, and a commitment to ecological stewardship that ensures the landscape remains unchanged.

New York City Connectedness — Ninety minutes to Manhattan by helicopter or seaplane, with private aviation access via East Hampton Airport, offering the ultimate balance of remote tranquility and metropolitan accessibility.