Ossining, NY Real EstateOssining is a town in Westchester County, New York, United States. The population was 37,674 at the 2010 census. It contains two villages, the Village of Ossining and part of Briarcliff Manor, the rest of which is located in the Town of Mount Pleasant.

Ossining is bounded to the west by the Hudson River and to the north by the Croton River. 


I grew up in Ossining in the Indian Village neighborhood, right near Reservoir Park. Given television immortality by the hit TV series Mad Men, Ossining is rich in history. The downtown is lined with old Victorian edifices which helped make the village Westchester Magazine’s top choice for architecture lovers. It also has two historic and iconic institutions that are household words: Sing Sing Prison, and Maryknoll Mission. Ossining was a location for the filming of the hit movie Fatal Attraction, but by far its best Hollywood connection is that of being the hometown of the immortal Peter Falk (Columbo, The Princess Bride).

  1. 7 beds, 4 baths
    Home size: 4,083 sq ft
    Lot size: 2.30 ac
    Year built: 1988
    Broker reciprocity icon
  2. 2 beds, 4 baths
    Home size: 3,000 sq ft
    Lot size: 4 sqft
    Year built: 1996
    Broker reciprocity icon
  3. 3 beds, 2 baths
    Home size: 1,936 sq ft
    Lot size: 8,433 sqft
    Year built: 1873
    Broker reciprocity icon
  4. 2 beds, 1 bath
    Home size: 950 sq ft
    Year built: 1962
    Broker reciprocity icon
  5. 1 bed, 1 bath
    Home size: 750 sq ft
    Year built: 1962
    Broker reciprocity icon
  6. 3 beds, 3 baths
    Home size: 1,719 sq ft
    Lot size: 7,426 sqft
    Year built: 1900
    Broker reciprocity icon
  7. 3 beds, 2 baths
    Home size: 1,440 sq ft
    Lot size: 6,817 sqft
    Year built: 1955
    Broker reciprocity icon
  8. 2 beds, 2 baths
    Home size: 1,362 sq ft
    Lot size: 13 sqft
    Year built: 1984
    Broker reciprocity icon
  9. 4 beds, 3 baths
    Home size: 2,974 sq ft
    Lot size: 19,602 sqft
    Year built: 1998
    Broker reciprocity icon
  10. 4 beds, 3 baths
    Home size: 2,882 sq ft
    Lot size: 35,658 sqft
    Year built: 1992
    Broker reciprocity icon

See all Real estate in the city of Ossining.
(all data current as of 9/21/2017)

Listing information deemed reliable but not guaranteed. Read full disclaimer.