Downtown Ossining Historic District

Downtown Ossining Historic District covers roughly 29 acres at the center of the village, on a bluff above the Hudson River in northern Westchester County. Shaped like an upside-down Y, it follows Highland Avenue and Main Street and takes in 37 contributing resources, including 27 commercial buildings, four church properties, a municipal building, a post office, a high school and a portion of the Croton Aqueduct. Buildings date from 1840 to 1933 and show Greek Revival, Italianate, High Victorian Gothic, Renaissance Revival, Beaux Arts, Collegiate Gothic, Art Deco and Neoclassical styles. Notable examples include the 1908 Beaux-Arts bank, the 1930 Art Deco First National Bank, Trinity Episcopal Church with two Tiffany windows, and the Crescent and Barlow Block commercial rows. Although some buildings were heavily altered and a 1983 highway project changed parts of Highland Avenue, the district is considered the village's most complete record of its nineteenth and early twentieth century architecture.