Tiger Woods: $60 Million, Florida
A lot of people go retail shopping after a breakup, but golfer Tiger Woods decided to purchase an island estate after his pretty public divorce. It seems safe to say that between the best divorce lawyers and financial advisors, Woods is out of the woods and doing pretty well for himself. Ok, it is not actually a real island, but nevertheless, the Jupiter Island Mansion could serve as an island as it has all a man like Tiger Woods could want on the property. To name just some of the add-ons on the estate, there is naturally a four-hole golf course, a running track, and a built-in professional fully-equipped gym.

Tiger Woods: $60 Million, Florida
Jennifer Aniston And Justin Theroux: $22 Million, Bel-Air
Everyone was pretty sad to hear that Jennifer Aniston and Justin Theroux were splitting up, but we wonder what is the fate of their dream home they bought together? They bought this $22 million mansion together. It sits within a gated community in Bel Air and covers 3.5 acres. Jennifer Aniston is accredited with quite a number of renovations to the property which include a $3.2 million wine cellar that covers 1,600 square feet, a Korean clay-room spa for $952,000, a two-level tree house that covers 1,000 square feet that has its own complete entertainment system that cost a total of $3.2 million.

Jennifer Aniston And Justin Theroux: $22 Million, Bel-Air