Olivia De Havilland – $20 Million

Olivia de Havilland is one of the most notable names in Hollywood during her prime. She started her acting career in the 1930s, and people quickly noticed her incredible talent in acting in the movies The Snake Pit, Gone with the Wind, and To Each His Own. She has won two Oscars for Best Actress, two Golden Globes, and a Venice Film Festival for Best Actress.

Fans last saw her in the film The Woman He Loved. After that, she decided to retire. In her nearly 60 years of an acting career, she won a star on the Hollywood Walk of Fame due to her contribution to the film industry. Despite being away from the entertainment world for a long while, she still has $20-million of net worth. At 103 years old, she is too far from bankruptcy and enjoying the fruits of her labor.