Ralph Lauren
Aside from being one of the most successful fashion designers in the world, Ralph Lauren is also an avid car collector. He has dozens of classic cars that sit in a massive complex in Bedford Hills. His cars are mostly roadsters from decades past, and he apparently only spends about a day per year there.
Among his prized beauties are several Rolls Royce vehicles, a few Bentleys but the pick of the pack is his $40 million Bugatti Type 57SC Atlantic. It is one of only two in the world.