Ossining NY Real Estate

You can search for all Ossining and Westchester County NY homes, condos, co-ops, and foreclosures for sale. Sign up to get new property listings daily that meet your search criteria. 

Ossining Properties For Sale


Living in Ossining NY

Population (2010 census): 37,674 
Median Age: 39.9 
Median Income: $82,037
% of Population with Bachelor's Degree or Higher: 44.1%
% Households with Children Under 18: 36.1%

Ossining is a town in Northern Westchester. It includes the Village of Ossining and portion of the Village of Briarcliff Manor

The town of Ossining was originally called Sing Sing, which is also the name of the infamous maximum-security prison that, which it housed. In 1901, local officials changed the town name to Ossining to put some distance between itself and the notorious prison.

Partly due to the bad reputation of the prison, and the general trend of the decline of small towns in the mid 1900s, Ossining went through a slow descent. That is until the recent resurgence, where new shops and restaurants are opening in the downtown shopping area. 

There are several qualities attracting new residents to Ossining now. It is more racially diverse than many of the Northern Westchester towns, making it a far more culturally interesting place to live. Lastly, you will find waterfront views and lots of hiking and nature activities in the surrounding areas.

There are 6 town parks in Ossining. The Louis Engel Waterfront Park, next to the Metro North train station, offers a playground, picnic tables and riverfront activities like boating and fishing. In total, the town maintains more than 130 acres of parkland, that provides sports fields, playgrounds, fishing and hiking facilities.

The Ossining Public Library went through an ambitious building plan with a new 48,000 square foot building. The new library opened in 2007, and added many new services including a 250-seat theater, an art gallery, and a cafe. T

Ossining Commute

Ossining is approximately 30 miles North of New York City. The Metro North Station is walkable from downtown along the waterfront. The train ride from Ossining to New York City takes about 42 minutes. Driving wise, Ossining is easily accessible to Routes 9 and 9A, the NY State Thruway, and the Bronx River parkway.  

Ossining Schools

Students in Ossining go to schools at the Ossining Union Free School District. A small portion go to the Briarcliff Manor School District.

Please visit our Westchester School Districts page to find out more about all the school districts in the county.

Ossining Real Estate

There is a host of housing options in Ossining, from large homes in Briarcliff Manor to the homes close to downtown that are walkable to shops and the metro north station. 

42.8% of the homes in Ossining are detached single family homes, and 10.9% are attached single family homes. You will also find apartments and condos, co-ops. 62.4% of the homes are owner occupied, and 37.6% are being rented. 

In 2014, there were 177 single family homes sold according to the Hudson Gateway MLS. The median sales price was $430,000 and the average days on market was 116 days. 75 condos were sold at a median sales price of $375,000, and 37 coops were sold at a median sales price of $100,000.

Ossining NY Links

The town of Ossining: www.townofossining.com

The Village of Ossining: www.villageofossining.org

Back to the Top | Other Westchester Towns | Westchester County School Districts