The Playboy Mansion – Los Angeles California, $100 Million
As the former home of the late Hugh Hefner and his ever-present “playmates,” the Playboy Mansion is one of Hollywood’s most iconic homes and the world’s most famous party house. At 22,000 square feet, the estate features an impressive 29 bedrooms, a game and media room, a gym, a spa, and of course, an underground wine cellar and smoking lounge. You didn’t think Hefner wore the smoking jackets for no reason, did you?
Surrounded by three fully grown forests, the manicured grounds are used as complexes for Playboy offices and studios. Meanwhile, it also has a basketball and tennis court, several swimming pools, three zoos, and a fantastic waterfall. Estimated at $100 million, it’s no wonder the Playboy mansion pays big bucks for its round-the-clock staff and security.