Joe Montana: ~ $35 Million, California
Joe Montana is best remembered for winning the Super Bowl four times with the San Francisco 49ers. His successful career grew his fortune tremendously, and this is why he was able to invest in prime real estate. Montana owns a beautiful mansion in Calistoga, California, which sits on 500 acres of land. His estate comes with its own olive farm, vineyards, and equestrian center. He actually once placed the mansion on the market. But since he couldn’t find a buyer, he just withdrew the listing. Montana has been officially retired since 1995.

