Alan Jackson has incredible taste in high-end luxury real estate properties. The Country Music Hall of Famer has owned some incredibly luxurious homes — even by the standards of country music's most legendary singers.

After soaring to fame and riches as a leading country artist of his era, Jackson dedicated nearly two years to constructing an impressive and costly residence for his family, one of the most notable in the Nashville region.

His massive 18,622-square-foot antebellum mansion, Sweetbriar, was modeled after Tara in Gone With the Wind.

Jackson also owned an incredible 22,012-square-foot hilltop mansion in a Nashville suburb, which he sold in March of 2021, and his other real estate holdings have included a stunning lakefront mansion in his home state of Georgia, as well as a beach mansion in Florida.

Jackson also purchased a sleek, very modern mansion in Nashville for $3 million.

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Alan Jackson's real estate holdings aren't just limited to homes, though; he has also owned a luxury yacht, along with an extensive car collection.

Scroll through the pictures below to see inside Alan Jackson's extraordinary portfolio of real estate holdings.

PICTURES: See Inside Alan Jackson's Massive Southern Manor Home

Alan Jackson's former 18,622-square-foot plantation-style estate sits on 135 acres in Franklin, Tenn., an affluent rural suburb outside of Nashville. The staggering residence includes formal dining and living rooms, a home office with maple floors, a spacious family room with 22 ft. ceilings, a gourmet kitchen with an adjoining breakfast room and a glass-enclosed porch on the first floor. There are four bedroom suites on the second floor, along with an exercise room and nanny quarters. The third floor has a game room, home theater and a custom pub. The property sold for $28 million in 2010, making it one of the largest sales of a private residence in Nashville.

Gallery Credit: Sterling Whitaker

PICTURES: See Inside Alan Jackson's Spectacular Hilltop Estate

After selling their spectacular Southern manor home in 2010, Alan Jackson and his wife moved to to what might be an even more impressive mansion, if that's even possible. Their 5-bedroom, 8-bathroom, 22,012-square-foot estate in the same Nashville suburb of Franklin features bedrooms that are all well-appointed suites, while the formal dining and living areas are finished off with splendid arched doorways, oversized windows and elaborate woodwork. The residence also includes a bar, a media room and multiple indoor and outdoor fireplaces. It sold for $19 million in March of 2021.

Gallery Credit: Sterling Whitaker

PICTURES: See Inside Alan Jackson's Sleek, Modern New $3 Million Nashville Mansion

Alan Jackson has dropped $3 million on a brand-new mansion in Nashville, and the contemporary house is a far cry from his very traditional previous homes.

Gallery Credit: Sterling Whitaker

PICTURES: See Inside Alan Jackson's Stunning Lakefront Georgia Mansion

Alan Jackson sold his lakefront mansion in Georgia for just over $6 million, and pictures show a stunning property that's as relaxing as it is luxurious.

Gallery Credit: Sterling Whitaker

PICTURES: See Inside Alan Jackson's Jaw-Dropping Florida Beach Mansion

Alan Jackson's ultra-high-end taste in property even extends to his vacation homes. The singer and his wife built a spectacular 6-bedroom, 6.5-bathroom, 9,800-square-foot oceanside mansion on Jupiter Island in Florida that's one of the most jaw-dropping celebrity vacation homes of them all.

Gallery Credit: Sterling Whitaker

PICTURES: See Inside Alan Jackson's Spectacular $8.2 Million 'Hullbilly' Yacht

Alan Jackson is selling his lavish yacht for $8.2 million, and fans will recognize the nearly 69-foot, 4-cabin craft, dubbed "Hullbilly," from some of his videos.

Gallery Credit: Sterling Whitaker

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