Clinton Hill's namesake avenue was once known as the Gold Coast of Brooklyn. Oil tycoons and baking powder magnates built lavish mansions here in the late 1800s. Charles Pratt, who kicked off the architectural gold rush, founded the Pratt Institute just a few blocks from his home. Clinton Hill was also home to Mollie Fancher, AKA “The Brooklyn Enigma,” who was famous for spending 50 years in bed. The Enigma was said to see through walls, read books by touching them, and survive on minuscule amounts of food. During one seven-month period, she reportedly consumed only “four teaspoons of milk, two teaspoons of wine, one small banana, and one cracker.” In 1967, Patti Smith and Robert Mapplethorpe moved into an apartment on the second floor of a townhouse on 160 Hall Street with walls smeared with blood and psychotic scribbling, an oven crammed with discarded syringes, and a refrigerator overrun with mold. They paid $80 a month. Today, that same townhouse rents for $8,000 a month—used syringes not included. Clinton Hill was also where Biggie Smalls, one of the greatest rappers of all time, grew up. He was raised in a “one-room shack” by his mom at 226 St. James Place.

These ten buildings, designed by Harrison, Fouilhoux & Abramovitz, were built during World War II as housing for Navy personnel at the nearby Brooklyn Navy Yard. The north complex housed enlisted men, while the south was primarily for officers. Several of the large mansions on Clinton Avenue were torn down during construction of the towers. After the war, the buildings became a private development. The availability of affordable housing in the Clinton Hill Coops, and later the St. James Towers, as well as the solidifying presence of large institutions like Pratt and St. Joseph's University, are the reason Clinton Hill was able to stave off much of the urban blight that plagued other Brooklyn neighborhoods in the 60s, 70s and 80s. In 2017, residents of the St. James Towers voted to remain in the Mitchell-Lama program.