Skip Navigation
Trulia Logo

Trulia Blog

A Chicago “Playboy Mansion” For Sale

If you’ve recently caught NBC’s new Monday night series “The Playboy Club” you might have fallen in love with the lavish, sexy and mischievous ambiance that encompassed Chicago’s hottest nightclub in the 1960’s. The show, which centers on the first ever Playboy Club in the U.S., gives us a peak at the exclusive fun and furry Playboy bunnies that only those lucky “keyholders” could relish in.

However, anyone who’s anyone must know the fun definitely did not start or stop at The Playboy Club. In those days, only a few privileged socialites were invited to the real party, just a hop, skip and a jump away at Hugh Hefner’s home – the original Playboy Mansion. While Hef’s current home in the Holmby Hills area of Los Angeles is known as “The Playboy Mansion,” there was another infamous home of his that came before.

While you’ll have to use your imagination when it comes to what actually went on within the walls of this notorious building, you now have your chance to actually own and live within the memories of the once-famous abode. More than a decade after Mr. Hefner left Chicago for Los Angeles, this 72-room brick building was renovated and converted into luxury condominiums. Flash forward to 2011, a full-floor, 7,874 square foot condo is for sale for $6,700,000.

The 4-bedroom, 5-bath single-family residence comes with lavish rooms of generous proportion with 4 fireplaces throughout, an elevator opening up to the foyer, an attached terrace and exquisite gourmet kitchen. The living room was originally the mansion’s 52 x 27, 20-foot high celiling ballroom and still contains the building’s original paneling.

Now, if only walls could talk! Plush smoking jacket not included.