Howard Stern – $52 Million, Florida

Howard Stern could invest in cool mansions all he wants because of the fortune he accumulated from being a hit radio personality. The massive home you see above is his residence in Florida, and sources say he spent as much as $52 million to buy it.

It has a total of five bedrooms, and he can access the nearby beach directly whenever he gets tired of swimming in his swimming pool. Stern has yet to share more details about how the interior looks like. As of today, he’s still an active radio host, and SiriusXM extended his contract in December 2020.