31. Tom Brady – New England Patriots
Now aside from this whole “deflate-gate” scandal, Tom Brady is living a pretty good life. Not only is he one of the most popular Quarterbacks in the National Football Leauge, but he also is married to Gisele Bundchen who is one of the most popular supermodels in the world. The happy couple picked up this mansion in Chestnut Hill, Massachusetts for a reported $20 million. It’s a rough life, but someone has to do it right?