ALAN JACKSON – $28 MILLION, TENNESSEE

American country music singer Alan Jackson, who’s received the distinction of being one of America’s best-selling musical artists of all time, reportedly sold his 135-acre estate for a cool $28 million in 2010. The initial asking price was $38 million, but the price was dropped due to market disinterest. The mansion is located just outside Nashville, on the top of the hill, which has more than 4 acres of property.

The surrounding are lush trees, and the manor is covered by an extra 120 acres of green space, providing plenty of privacy and beautiful views. The estate was featured in numerous webzines, and if the pictures are any indication, the mansion is quite majestic, boasting a 20-car garage, a gymnasium, a human-made lake, and its boathouse. Indeed, the place is so big that when it was sold, it made history as the most significant investment property sale in the area since the ’90s.