Alan Jackson: ~ $28 Million, Tennessee
Country music legend Alan Jackson and his family decided to part with their Franklin colonial mansion, known as Sweetbriar, and listed it for $38 million. But, in the end, the real estate property sold for $10 million less. The Jacksons lived here for almost 16 years, and it is one of the highest priced homes in the area.
Sitting on a 135-acre plot, the 19,000-square-foot home has 6 bedrooms, 5 fireplaces, a gym, 20-car garage, stocked lake, 3 ponds, a boat house, and a separate 2-bedroom log cabin for guests. Bordering the home on two sides, is the majestic Harpeth River.