8. 1956 Ferrari 250GT Berlinetta Competizione Tour de France – $5,720,000
This model was named for the Ferrari 250GT’s dominance in the 1950s runnings of the Tour de France Automobile, a three-day road race run from 1899 to 1986. This car, however, ran in a different legendary European road race, the Mille Miglia, a more than 1,000-mile jaunt through central and northern Italy. 