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. 2 beds, 2 full baths
    Home size: 1,184 sq ft
    Lot size: 435 sqft
    Year built: 1988
  2. 6 beds, 5 full, 1 half baths
    Home size: 4,500 sq ft
    Lot size: 2,613 sqft
    Year built: 1900
  3. 4 beds, 3 full, 1 half baths
    Home size: 4,200 sq ft
    Lot size: 18,295 sqft
    Year built: 1997
    Parking spots: 2
  4. 3 beds, 2 full, 1 half baths
    Home size: 1,996 sq ft
    Year built: 1988
    Parking spots: 1
  5. 2 beds, 1 full bath
    Home size: 1,776 sq ft
    Lot size: 8,712 sqft
    Year built: 1955
    Parking spots: 1
  6. 3 beds, 1 full, 1 half baths
    Home size: 1,998 sq ft
    Lot size: 10,890 sqft
    Year built: 1940
    Parking spots: 1
  7. 1 bed, 1 full bath
    Home size: 750 sq ft
    Year built: 1962
  8. 5 beds, 4 full, 1 half baths
    Home size: 4,966 sq ft
    Lot size: 5.00 ac
    Year built: 1930
    Parking spots: 3
  9. 4 beds, 3 full, 1 half baths
    Home size: 4,149 sq ft
    Lot size: 1.92 ac
    Year built: 1965
    Parking spots: 2
  10. 4 beds, 3 full, 1 half baths
    Home size: 3,559 sq ft
    Lot size: 13,503 sqft
    Year built: 2004
    Parking spots: 2

See all Real estate in the city of Ossining.
(all data current as of 3/29/2017)

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