Cindy Crawford – House Of Style, born in 1966

Cindy Crawford is not a typical supermodel. She is clever, she was a valedictorian at her high school, and she is an actress, too. The fifty-something Cindy became an international celebrity, thanks to her successful modeling career which eventually led to acting as well. Even though she retired from full-time modeling back in the 2000s, she still appears in fashion magazines from time to time. Her net worth is estimated at $100 million so she doesn’t need to work ever again. Cindy’s daughter, Kaia, is currently a very in-demand name in the modeling scene these days.