AP Photo/Eric Draper
Lennox Lewis, left, exchanges punches with Evander Holyfield as referee Mitch Halpern, background, looks on during the seventh round of their undisputed world heavyweight championship bout at the Thomas & Mack Center in Las Vegas in this Nov. 13, 1999 photo.
How much: $20 million
With total career earnings in the ballpark of $250 million, Evander Holyfield should have been set for life. But the four-time heavyweight boxing champ, whose splurging was right in line with another big-spending boxer on this list, decided to buy a mammoth, colossal Georgia mansion that might be near the size of the state itself. Holyfield paid off the cost of his house - which is over 54,000 square feet and boasts 109 rooms, including a movie theatre, bowling alley and Olympic-sized swimming pool - but the maintenance costs have come close to dooming the boxer in the years since he retired. Among reports he owed more than $500,000 to landscapers to care for the 235 acre property, Holyfield's home was under foreclosure two times last year alone.
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