Conan O’Brien – $20 Million, Pacific Palisades

You might not know, but the talk show host has spent a pretty hefty amount on a massive estate that he bought for more than $20 million in Pacific Palisades. Not only that, but to extend his property, Conan O’Brien also purchased the lot next door. And believe us that the neighborhood is quiet and calm, but we think it might be the perfect place for post-retirement fun.

The house previously belonged to Ed Glazer, whose family owns Manchester United and Tampa Bay Buccaneers. Given his massive $150 million fortune, the late-night host’s impressive mansion should not come as a surprise.