1962 Ferrari 250 GTO - $38.1 Million
Sold at auction by Bonhams in 2014 for $38,115,000. The GTO won the FIA GT World Championship two seasons in a row. Only 39 of the models were built, but this particular car was the best maintained
1957 Ferarri 335S - $35.7 Million
Sold at an Artcurial auction in 2016. A tense 11-minute bidding war erupted between international collectors over the car before one of them finally acquired the car for a cool $35.7 million.
1954 Mercedes-Benz W196 - $29.6 Million
The car driven by Juan Manual Fangio during his victories at the 1954 German and Swiss Grands Prix, it was sold at Pebble Beach in 2011 for $29.6 million. It was originally predicted to sell for $7.6 million.