Cindy Crawford – $60 Million, Malibu

Once upon a time, Cindy Crawford was the highest paid supermodel walking the earth – and she was ridiculously famous for it. It seems Cindy has a good head on her shoulders, by the looks of her good investments. She had a 5,200-square-foot beachfront home in Malibu, a beautiful place in California. It’s a shame that, in 2006, her husband put it up on the market. The luxurious place must be hard to tear away from!