Ralph Lauren – $5 Million, Vintage Bentley Blower

Ralph Lauren has amassed $7.1 billion through his career as of March 2021. He’s equally known for his automobile collection, with about 100 vehicles parked in his garage. Lauren has extremely rare sets of wheels, including a 1962 Ferrari 250 GTO, a 1996 McLaren F1 LM, a 1938 Alfa Romeo 8C, and a 1929 Birkin Blower Bentley.

Lauren acquired the vintage Bentley in 1988. The Paris-based Musée des Arts Décoratifs exhibited 17 vehicles from Lauren’s collection in 2011. His vehicles, estimated to cost $350M collectively, also stole the show at the 2017 New York Fashion Week.