21957 Ferrari 335 S – $35,711,359

Source:sportscardigest.com

Ferrari produced only four 335 S models, and this was an upgrade to the 315 S. The car had an output of 390 ponies, and it could reach 190 mph effortlessly. However, this vehicle had to be replaced by the 250TR in 1958 due to rule changes in the World Sports Car Championship. It got a private owner at Artcurial in Paris early in 2016.