Cindy Crawford: ~ $160K, Bentley Continental GT 2005

Cindy Crawford is an actress and model who needs no special introduction, as she has enjoyed worldwide fame virtually throughout her entire career, which began in 1985. Her modeling success in the ‘80s and the ‘90s enabled Cindy to transition to the big screen and be a part of what is called the “supermodel era.” Cindy’s most notable roles were on Fair Game, 54, The Simian Line, and she had numerous guest appearances in TV shows and music videos. She was most recently seen on a Pepsi commercial, in 2018. She owns a sleek Bentley Continental GT 2005, which costs about $160K.