1964 Ferrari 250 LM –Â $9,625,000
Only in today’s booming vintage car market could a $9,625,000 sale be considered middle of the road. The sum pales in comparison to the $34 million paid for a 1962 GTO last the, but still buys you quite a Ferrari: a 1964 Ferrari 250 Le Mans, one of the earliest mid-engined Ferraris that did (unlike so many Pontiac Grand Prixs) win its eponymous race.