Joe Montana – $29 Million, Napa Valley

Joe Montana is a former NFL quarterback, and like many of his contemporaries, he led his team, primarily the San Francisco 49ers, to a series of wins. He also started and won four Super Bowls and was nominated and given recognition as MVP thrice. His career at the NFL allowed him to earn money and fame, and when he announced his retirement in 1995, everyone felt the impending loss. Nonetheless, they gave him credit by having SuperBowl XXX dedicated to him.

Montana owns a spectacular Tuscan-style villa. The estate features a stunning 9,700-square-foot, three-bedroom Italian-inspired villa, a separate guesthouse/artist studio, a caretakers’ cottage, plus a sprawling equestrian center. According to listing agent Avram Goldman of Compass, the Montanas were inspired to build the villa by their travels throughout Italy and France. The Hall of Fame quarterback, who led the San Francisco 49ers to four Super Bowl victories in the 1980s, previously listed Villa Montana back in 2009 for an ambitious $49 million.