4. Ferrari 250 GTO
Years Of Production: 1962-1964
Famous Owners: Nick Mason, Ralph Lauren, Frank Beard
Complex Says: At just over five and a half times the average lifetime earnings of an American with a doctorate, the Ferrari 250 GTO is the world record holder for highest public sale price of a car. The best way to flaunt your wealth is to risk your $18 million by actually driving it. That's what it was made for.