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.

The Vendome is Brooklyn’s oldest surviving multi-unit apartment building. When it opened in 1887, the building’s 17 apartments were serviced by an elevator and had access to the billiard room, a caterer, and a shoeshine. Eventually, the building fell into decline, and after being abandoned for several years, it was taken by the city for failure to pay taxes. In 1980 a fire gutted the building and its demolition was imminent. At the last minute, thanks to local efforts, state and city grants were secured for rebuilding the apartment.