1955 Jaguar D-Type ($21.8 million) (7/10)

List item

Another great auction vehicle—recently sold in an RM Sotheby’s auction in Monterey, California, for a staggering $21.8 million—it was the overall Le Mans winner in 1956. The fact that this individual vehicle is the only Le Mans-winning C- or D-type still intact today is a significant factor in its value.

1961 Ferrari 250 GT SWB California Spyder ($18 Million; 37 made) (6/10)

1954 Mercedes-Benz W196 Silver Arrow ($29.6 million; 14 made in total) (8/10)