Alan Jackson – Franklin, $28 Million

When you are as big of a celebrity as Alan Jackson, you’ll probably have countless ideas as to where you’ll spend your investment money. That would probably also include a house. And when it comes to real estate, the country crooner seems to have a taste for the finer properties. Just take his $28 million American plantation-style mansion that the singer had built back in 1997.

The property, nicknamed Sweetbriar, features an 18,622-square foot mansion built upon a 135-acre lot in Franklin, Tennessee. This all-American home has a total of four bedrooms on the second story of the house together with a private gym and a nanny’s quarters. Other features that could be found in the place include a formal dining area, a home office, a formal living room, a grand family room with an impressive 22-feet ceiling, a game room, a personal pub, and finally, the mandatory home theater.