Clint Eastwood | 1972 Gran Torino Sport | Price Unknown

Although his first audition ended on a sour note, that didn’t stop Clint Eastwood from pursuing an acting career. After spending time taking classes, Clint gave it another try. Since then, the actor has become one of Hollywood’s most iconic figures, thanks to his acting credit in the Dollars Trilogy, the Dirty Harry movies, and Every Which Way but Loose.

Along the way, Clint also dabbled in filmmaking, with one of his notable directorial works being 2008’s Gran Torino. As its title suggests, a 1972 Gran Torino Sport plays a vital part in its protagonist’s story, portrayed by Clint. Producers reportedly purchased the car off of eBay and did some repairing to it. After wrapping up all the filming, the actor-director decided to buy the beauty. With that said, other four-wheeled wonders he has called his own include a Jaguar XK 150 roadster, a Ferrari 275 GTB, and a Pontiac Special Edition Trans-Am.