5. Ferrari 250 GTO
A timeless classic from Ferrari lands in fifth place on my list, a GT car produced by the Italian automaker from 1962 to 1964. To this day, the Ferrari 250 GTO is well respected among car collectors worldwide and is one of the most sought after vehicles in history. Recently, a 1962 Ferrari 250 GTO made for none other than Sir Stirling Moss sold for an astonishing $35 million, and I’m sure it’s worth every penny.