Will Smith | $42 Million | Calabasas, California

Let’s start with Will Smith. Many actors would have had a flop movie, but so far we haven’t seen this particular actor bask in failure. On the contrary, his movies are all commercial successes, including I Am Legend, Bad Boys, and The Pursuit of Happyness. His success could be attributed to his early start in entertaining people, as even his sister described him as “goofy.”

Another woman, Jada Pinkett-Smith, is also responsible for his adult wealth. The two have been married since 1997, and there are no signs that their relationship is faltering. On the contrary, they are on a successful streak, especially when it comes to acquiring real estate. One of the houses they own is a $42 million villa in Calabasas, California. The huge 25,000-square-foot house sits on a 150-acre plot and features nine bedrooms, a recording studio, and even a private movie theater for the family.