1954-55 Mercedes-Benz W196
Price: $24 million
Think a brand-new $1.7 million Bugatti Veyron is expensive? Try the Mercedes-Benz W196, which won the Grand Prix in 1954 and 1955, and sold at auction in 1990 for a staggering $24 million. According to the U.K.'s Times Online Times Online, Mercedes donated the car to the National Motor Museum at Beaulieu in the 1980s, which later sold it for £1.5 million to finance a museum renovation. It was again sold in 1990 to a French industrialist for $24 million but changed hands once more to a German industrialist for less than half that sum.