Waterfront Upside-Down Home for Sale on Long Island’s Oyster Bay

The Agency Team • August 5, 2025

Set on the scenic North Shore of Long Island, 50 Ships Point Lane in Oyster Bay is a standout coastal home with an unforgettable unique design. Designed as an “upside-down” home, the majority of the living space is located on the upper level, a thoughtful architectural choice that maximizes the waterfront views, sunsets, and Oyster Bay’s beloved boat-filled vistas.

Ascend the stairs to the main floor to find panoramic views that immediately elicit awe and wonder.  Sunlight pours through large windows, reflecting off the water and filling the home with a warm, coastal glow. Whether relaxing in the living room, dining with guests, or enjoying a quiet morning coffee, the views remain front and center, creating a tranquil backdrop to everyday life.

Built in 1971 and sitting on a beautifully landscaped 10,000 square foot lot, the home encompasses four bedrooms and three full baths across 2,838 square feet— and is located directly across the water from Billy Joel’s famed Centre Island estate.

The lower level houses bedrooms, bathrooms, and utility areas, while the upper floor is entirely devoted to open-concept living and entertaining. This layout not only enhances the indoor-outdoor connection but also ensures privacy and serenity on the sleeping level. The interiors have been updated with premium finishes, including a chef’s kitchen with granite countertops, thoughtfully oriented to face the harbor.

Outside, the property presents a private oasis complete with a  pool, grassy lawn and covered patio— all perfect for summer entertaining. Plus, direct bay access and mooring rights make the estate ideal for boating enthusiasts. 50 Ships Point Lane ’s location in Oyster Bay offers the best of both worlds: peaceful coastal living just 30 miles from Manhattan, and proximity to the town’s charming restaurants and boutiques. 

To learn more or to arrange a private tour of 50 Ships Point Lane , contact Evan Roth

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