Pleasant Avenue is one of the last remaining streets in Italian Harlem, which existed in the eastern part of Harlem from the late 1890s to the 1970s. The neighborhood shrunk over the years, and the small remaining Italian population resides on Pleasant Avenue. The street is the site of one of the few remaining Italian restaurants in the area, Rao's, at 114th Street. The street had largely lost its Italian character by 2010.
Both in real life and in the movies, Pleasant Avenue has long been associated with the Mafia. The street was the headquarters of Anthony Salerno, head of the Genovese crime family, prior to his incarceration for racketeering in 1986.
The street was the northernmost section of Avenue A, which stretched from Alphabet City northward, and was added to the grid wherever space allowed between First Avenue and the East River. This stretch was renamed "Pleasant Avenue" in 1879. Unlike York Avenue, however, the addresses on Pleasant Avenue are not continuous with that on Avenue A (which would be in the 2000-series if they were continuous).
The Manhattan Center for Science and Mathematics, formerly Benjamin Franklin High School, is located on Pleasant Avenue.
Every year on the second Sunday of August the Giglio Society of East Harlem performs the dancing Giglio on Pleasant Avenue. The dancing of the Giglio is an Italian tradition which began over 100 years ago.
- Fernandez, Manny (July 25, 2010). "On Pleasant Avenue, a Grisly Past Fades, and a Target Moves In". The New York Times. Retrieved 30 July 2010.
- Kilgannon, Corey; and Mallozzi, Vincent M. "On Pleasant Avenue, a Mobbed-Up History Is Hard to Live Down", The New York Times, January 5, 2004. Accessed January 1, 2008.
- Pollak, Michael. F.Y.I. - They Hear Dead People", The New York Times, December 12, 2004. Accessed January 1, 2008.
- De-Classified 4-A, Forgotten NY. Accessed January 1, 2008.
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