Alan Jackson – $28 Million, Tennessee

American singer and songwriter, Alan Jackson, decided to sell his massive 135-acre property in Tennessee, back in 2010. The buyers were required to gather a whopping $28 million to acquire the 1997-built mansion, but we don’t think they regretted their decision for one single day. The lucky buyers now have access to a perfectly designed 18,622 square feet mansion with 3 floors, a home theater, a custom pub, and a gourmet kitchen. Outside, the luxury continues. The property includes a 10-acre natural lake, a swimming pool, a boathouse, a barn, as well as, a large garage.