On the Market Since: 2018
Total Area: 31,000 square feet 
Initial Value: $28 million*

Shaquille O’Neal knows that bigger is better. The NBA personality bought his enormous Windermere, Florida property back in 1993 for just $4 million, but Shaq really made it his own. He added a 17-car garage and a private dock, which gave it that extra magic. 

All of the extensive renovations helped to bump up the price tag on this otherworldly estate, which isn’t necessarily a blessing. The home hit the market in 2018 for $28 million but there were no takers. Despite dropping the price to $19.5 million in September 2020, O’Neal is still waiting for the perfect buyer.