Price: $50- $60 million
Location: Jupiter Island, Florida
Square footage: 9,729
Tiger Woods’ barrier island bachelor pad allows for plenty of swingin’—of golf clubs, that is. It has a tennis court, an oxygen therapy room, a diving pool and lap pool, two boat docks a boat house, a large wine cellar, guest house, and a 6400 square foot gym. Golf-wise, there’s a separate golf-training center building, and as seen in this aerial photo, a sizeable private putting green.