Ultimate Bachelor Pad: Vince Vaughn's Chicago Penthouse for Sale, $13.9 Million

Vince Vaughn wants to sell you a house.

His house, actually.

Well, a penthouse. Overlooking Chicago, atop the Palmolive Building.

And if Vince Vaughn could just talk to you face to face, he’d convince you of all the good times you would have in his house. If he could just put his hand on your shoulder and in his insistent, endearingly persuasive, meathead patter describe all that’s awesome about a three-story penthouse in the Palmolive Building, the comedic pride of Lake Forest High knows you’d buy this 12,000-square-foot dwelling as a personal statement of awesomeness.

And who really cares if the homeowners association dues are $12,155 a month?

Because you’re up top, baby, in the $13.9 million Vince Vaughn penthouse, looking out upon all of Chicago, in a building that was Playboy Enterprises HQ from the 1960s to the late 1980s, with a 360-degree view.

There’s a room for you and the boys to play billiards. There’s another room for you and more of your boys to play cards. A screening room for marathon viewings of Swingers, Old School, Wedding Crashers and the rest of the Vince Vaughn catalog comedy gold. You’ve got Hugh Hefner’s old office. And not one but two kitchens. And when the sun rises and last night’s soiree is just a foggy regret-tinged memory, everyone can crash in one of the four bedrooms. (You, however, get to bed down in the master suite.)

You don’t even have to fight with Jennifer Aniston to get this place. And guess what? Vince just knocked $1 million off the list price and added interior photos to the listing because he’s had it on the market for more than a year.

This is your destiny, my friend. This is home.

» Listed by Katherine Malkin, Baird & Warner, you’ll find more info about 159 East Walton Place, Chicago, via RedFin.com

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» The Best of Vince Vaughn on askmen.com