11. The Playboy Mansion
Ah, the place where it all began. The infamous Playboy Mansion; a luxury every man wishes he had. Located in Holmby Hills, Los Angeles, California this amazing home was purchased by Hugh Hefner in 1959 and is now worth millions of dollars.
The massive estate boasts over 22 rooms which include, but are not limited to, a screening room, three different zoo buildings, a game building, a wine cellar, a gym, a sauna, and a grand pool with a waterfall. One would never get bored living here, especially with all the babes that rotate in and out of there every day.
In January 2016 however, the mansion was listed for sale and ultimately sold for $100 million. But that came with one exception, that Hugh still got to live there and work there for life.
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