Ossining

The 411: Ossining has roots that stretch back to 1685, when Dutch immigrant Frederick Philipse bought a large tract of land that included what would become modern Ossining. It was known as Sing Sing—a name derived from a local Native American word—from 1813 until 1901, when it was changed to differentiate the surrounding area from the maximum-security prison it had become synonymous with. The Town of Ossining comprises two villages: the Village of Ossining and part of Briarcliff Manor, the rest of which is part of the Town of Mount Pleasant. One of the county’s Rivertowns, Ossining is perched on a strand of hills overlooking the Hudson, affording, on clear days,views of the Manhattan skyline. The town retains much of its original character and boasts a myriad of historic sites. Single-family homes comprise the majority of the town’s housing options. Outdoor enthusiasts revel in the town’s Cedar Lane Park, Teatown Reservation, and three boating clubs.

Ossining Photography

Ossining Waterfront Playground, submitted by Janice Ruotolo. This is our current featured photo for Ossining. Submit your own pictures, below, and perhaps yours will become the featured image on our Ossining page.

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