Evergeen

Reese Witherspoon may have started as America’s sweetheart, but she’s since become a Hollywood powerhouse with serious business and real estate savvy. Over the past three decades, she’s built a career that spans acting, producing, and entrepreneurship, moving seamlessly between box-office hits, prestige television, and passion projects. That success has also translated into some of the industry’s top paychecks—at least $1 million per episode for television, including $1.2 million for The Morning Show, which she also produces.

In 2012, the Legally Blonde star cofounded Pacific Standard, the company behind acclaimed films like Wild and Gone Girl. Four years later, she transformed it into Hello Sunshine, a women-driven media giant. In 2021, the company was sold for over $900 million to a Blackstone-backed media firm, with Witherspoon joining the board, staying involved in daily operations, and retaining significant equity. The company has delivered hits like Big Little Lies and Little Fires Everywhere and developed high-profile adaptations, including Where the Crawdads Sing and Netflix’s From Scratch.

Her empire also extends to Reese’s Book Club, which counts 2.1 million followers and has seen 42 of its 50 picks land on The New York Times Best Sellers list—providing a built-in audience for future screen projects.

Off-screen, the Academy Award winner has built a reputation as a real estate aficionado, buying, selling, and flipping homes across Los Angeles and her hometown of Nashville for the past two decades. Much like fellow celebrities such as Ellen DeGeneres, she’s developed a knack for turning high-end properties into investments. In recent years alone, she’s sold a Los Angeles property for $21.5 million—after paying under $16 million in 2020—and offloaded a Nashville home for nearly double what she paid in 2018.

Many of these properties aren’t full-time residences but rather investments, retreats, or future projects. Still, each reflects Witherspoon’s sharp eye for style, comfort, and long-term value. From storybook Southern estates to sleek West Coast escapes and Bahamian hideaways, the homes of her collection are covered in more detail below.

Nashville

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