Alan Jackson – $28 Million, Tennessee

If you’re as big a country music star as Alan Jackson is, then you surely need your own deluxe house to enjoy what your lucrative career has rewarded you with. Valued at $28 million, his stunning mansion resembles a cabin a lot, but it’s not exactly one. While he bought it in the mid-’90s, this dream house situated right next to a lake looks brand-new. In 2010, the country star decided to sell it, as his daughters had moved out by then, and he probably realized he needed something smaller.