Scarborough Manor

Ossining sits on the eastern bank of the Hudson River in Westchester County, about 30 miles north of Midtown Manhattan, giving it a small-town feel with genuine access to one of the world's great cities. The Metro-North Harlem Line makes commuting straightforward, so residents can enjoy quieter surroundings without giving up big-city opportunity. The town carries a layered history. Sing Sing Correctional Facility, established here in 1828, put Ossining on the map long before the rest of the region caught up, and that heritage is woven into the character of the place. The downtown area, centered on Main Street, has an active local economy with independent shops and eateries that have served the community for generations. Neighborhoods range from hilltop areas with sweeping river views to flatter stretches closer to the waterfront, offering a variety of settings and price points for renters.