21 Shore Dr

A rare dual-waterfront opportunity in Southampton, this unique property offers direct frontage on both Little Peconic Bay and Fresh Pond, creating an exceptional setting with water on either side. With approximately 111 feet of sandy beach on the bay and a protected bulkhead with dock, the property provides immediate access to open water while also offering a more sheltered environment for boating and watersports. Enjoy long summer days on the beach with swimming, paddleboarding, and kayaking, followed by sunset views over Little Peconic Bay. From your dock, set out with ease to explore nearby destinations including Sag Harbor, Shelter Island, Robins Island and the North Fork. The existing single-story home features three bedrooms and two baths, with an open living, dining, and kitchen area oriented toward the water. Whether enjoyed in its current form or thoughtfully updated over time, the property also offers significant potential to expand or create a custom residence that fully takes advantage of its rare setting. Situated within a desirable waterfront community just minutes from Water Mill and Southampton Village, this offering presents a compelling opportunity for builders, investors, or end users seeking a unique combination of bayfront beach and protected dockage in the Hamptons. This listing may include images that have been digitally altered or virtually staged. Original, unedited images are available upon request.