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1. Tom Brady – New England Patriots

Between Brady’s NFL salary and his wife Giselle Bundchen’s income, this family didn’t have to watch the budget when buying a home. They chose this fixer-upper in Brentwood, renovating it into an eight bedroom castle complete with a moat, a lagoon-shaped pool, two wings and six-car garage. The renovations paid off, as they flipped this $11 million 2008 investment into a $40 million sale to rapper Dr. Dre in 2014.

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