110 Hillside Dr E, Sag Harbor, NY 11963

Experience the extraordinary in this masterful modern home on Sag Harbor Bay. Offering true indoor-outdoor living, every inch of this beachfront property was designed to take full advantage of the incredible waterfront setting: Multiple terraces, decks, and floor-to-ceiling glass offer views and bay breezes. The gorgeous backyard offers plenty of play/entertaining zones and is anchored by the zero-edge pool, spa, and pool cabana with bath and splash bar. All with incredible views. There's a private gate and path from the yard, leading to the beautiful sandy beaches of Sag Harbor Bay. The main level offers open-plan living for luxurious entertaining at its finest, while multiple wings offer privacy for you and your guests. All bedrooms are en-suite including the breathtaking primary suite and preferred guest suite, each with its own spacious waterside terrace. Completing this fully automated home, the lower level features a home theater, office, gym, playroom, and two bedrooms. Enjoy outdoor entertaining on the covered dining deck, multiple lounge areas, and fire pit. This is truly the premiere beachfront rental available in Sag Harbor. $130K for any two weeks in July 2026