Oprah Winfrey: $50 Million, California
Another superstar Oprah Winfrey is worth an incredible $3 billion! You read that right, billion with a ‘b.’ Anyway, Oprah has used plenty of her fortune to dabble in real estate. One of her larger estates is the 23,000 square foot mansion that cost more than $50 million. Her property covers over 40 acres. Forbes estimated that her lavish design tastes have skyrocketed the property’s value to $165 million. Some call her estate more of a fortress, and we can guarantee she’s got the highest home insurance cost for miles!

Oprah Winfrey: $50 Million, California
Playboy Mansion: $100 Million, Los Angeles
Of course, the infamous Playboy mansion is one of Hollywood’s most valuable properties. Ever since the late Hugh Hefner and his playmate girlfriends made it the ultimate party location, fans around the world couldn’t stop talking about the 22,000 square foot mansion. At the property, you can find 3 zoos, an underground wine cellar, 29 bedrooms, tennis and basketball courts, a screening room, game room, spa, gym, office, photography studios, waterfall, huge pools and 3 full forests. Naturally, they always have full staff there for cleaning, cooking and security purposes.

Playboy Mansion: $100 Million, Los Angeles