John Wayne – Pontiac Grand Safari, $60.5K

The legendary superstar John Wayne intended to pursue a career in football, but fate brought him to the cinema instead. From menial roles to appearing in 179 movies and television projects, the celeb remained an A-list star of the ’60s for three decades!

Just like his wise choices in the script, Wayne gets equal praise for his selection of cars. Among them, the 1975 Pontiac Grand Safari station wagon was his favorite. Though the black beauty has been modified with time and sold off in an auction – it must still look as classy as when Wayne drove it.