Why Live Here?

The Village of Ossining, in the Town of Ossining, is located along the Hudson River. Incorporated as Westchester County’s first village, in 1814, today it is one of the more diverse residential areas in Westchester County, with a mix of races, religions and cultures. Ossining, recently named as the ‘Best Place to Live for Architecture,” also offers a mix of housing styles including buildings from every era: Victorian, Gothic Revival, Federal-style, Italianate, Art Deco, American Craftsman, and even a Sears Roebuck kit house from the 1920s. There is a demand for rental apartments and new complexes have recently been built. Other housing stock includes ranches, Capes, co-ops and condominiums. Main Street is a mix of low-rise buildings that house food and service shops, clothing stores, and storefront medical offices.

Ossining has two town parks, and 15 others, each with its own special characteristics, from ball fields to playgrounds to basketball courts, walking paths, tennis courts, and a dog park. One offers viewing platforms along the riverfront, and another has kayak rentals and a boat ramp for getting your boat on the water. One park has a community garden for residents who don’t have a garden at home to plant and care for. One of the town parks has a relatively new aquatic facility with a competition-sized pool. Village-run and independent youth sports programs include soccer, baseball, softball, Little League football, roller hockey, lacrosse, basketball, and martial arts, and there is performance training for older kids and hip hop dance for little kids. The public library, a $16 million renovation completed in the last 10 years, has over 50 public Internet terminals, an art gallery, a café, and a 250-seat theater. The Cedar Lane Arts Center has an extensive roster of programs, both for adults and youth. There are several summer camps offered for children and an extensive program for senior citizens.

Other Ossining features are the yearly Village Fair, a weekly farmer’s market, 4th of July fireworks, the three-mile waterfront, and summer outdoor concerts. Recently, extensive downtown redevelopment has helped connect the waterfront and the town. Sing Sing Prison is located in Ossining, and there is a well-curated museum in the Village that traces the history of penitentiary and prison practices throughout the decades.

The Ossining Union Free School District serves around 5,000 students and schools are organized by grade levels. There is a prekindergarten and kindergarten school. Another school houses first and second grades, and one is for third and fourth grades. There is a fifth grade school, and a grades 6-8 middle school and grades 9-12 high school.

Commuters to New York City spend between 45 and 70 minutes on Metro-North’s Hudson Line from Ossining to Grand Central Terminal. For those commuting to other areas, the Bee-Line Bus System provides service, and NY Waterway operates a ferry between Ossining and Haverstraw in Rockland County during rush hours. There are no interstate highways within Ossining, although there are routes that lead directly to highways.

Why We Love It

One of the best places anywhere to see the 4th of July fireworks is along the river in Ossining. Just take a chair and enjoy! ~ Chirag

It is so great to have a place to swim all year long and the community pool has a schedule that can accommodate everyone, from lap swimming strictly for adults to swimming lessons, and a Village swim team. It’s really nice to be able to swim summer and winter! ~ Gary

Home Prices in Ossining



Park Early Childhood CenterPreK - K
Brookside Elementary School1 – 2
Claremont Elementary School3-4
Roosevelt Elementary School5
Anne M. Dorner Middle School6-8
Ossining High School9-12
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