Once immersed in this small town, one can see the deep pre-Revolutionary War roots that run throughout Ossining, New York. This three-square-mile village on the Hudson River was named “the Best Place for Architecture Admirers in Westchester” by Westchester Magazine. Ossining’s famous residents have included John Cheever, writer and winner of the 1979 Pulitzer Prize for Fiction, and actress Anne Francis, as well as the fictional character Don Draper, from the AMC television series Mad Men. Today, the town has a diverse population of approximately 25,000 residents.
Christie's International Real Estate Westchester and Hudson Valley has complete luxury home listings for Ossining and nearby areas, including Briarcliff Manor, Croton On Hudson and Millwood. We have 27 property listing(s) in Ossining, and 1,949 listings in all of New York. Use the filters above to narrow your search for luxury homes for sale in Ossining. If you see a listing you like, click the photo to view details and connect with an agent in Ossining.