With her new memoir, The Woman in Me, launching next week on October 24, Britney Spears is looking back on her life so far. And that has inspired us to look back at her life in real estate. Soon after Britney Spears‘s debut album …Baby One More Time skyrocketed her to fame in the late 1990s, the pop star started investing in houses. For more than two decades now, the “Toxic” singer has been buying and selling homes for herself and her family. (When it comes to buying real estate, her mantra seems to be, “Oops, I Did It Again!”) In 1999, she custom-built a place for her parents in her hometown of Kentwood, Louisiana. Two years later, at 19 years old, she purchased her first major Los Angeles property. She once lived in an iconic New York City penthouse previously owned by the likes of Cher and Keith Richards. Currently, she resides in an Italian villa-style home on a 21-acre property in California that was originally developed by actors Sylvester Stallone and Bruce Willis.
And those are just the headlines. Below, we’ve laid out all of the homes the singer has owned throughout her groundbreaking career.
1999: Britney Builds a Home in Kentwood, Louisiana
Britney’s first and longest-held property purchase is the home where her mom still resides. After the pop star’s debut album was released in 1999, she bought 7.4 acres of land in her hometown of Kentwood, Louisiana, and built the roughly 6,500-square-foot home for her parents, per property records reviewed by The Wall Street Journal. She named the property Serenity, and has been known to stay there during visits. According to court documents from a few years ago, Britney “monitors the maintenance of the property and the expenses incurred for its maintenance,” the newspaper reported.
2001: Britney Buys a Hollywood Hills Estate
At 19 years old, Britney secured her first major Los Angeles estate: a Hollywood Hills home that she reportedly purchased for $2.95 million. The gated property is located on Rising Glen Road with views of the Sunset Strip. In 2003, she sold the property to Brittany Murphy for $3.85 million.
Both Spears and Murphy reported having strange feelings about the home, raising questions about whether it’s haunted. Spears had an otherworldly encounter with bad spirits, according to her former makeup artist Julianne Kaye, who shared the story during an episode of the We Need to Talk About Britney podcast.
While Murphy didn’t report any ghostly occurrences, she always felt there was something off about the house. Her husband, Simon Monjack, told The Hollywood Reporter in 2010 that she hated the house and always wanted to stay at The Beverly Hills Hotel instead.
2002: Britney Purchases a New York City Penthouse
By 2002, Britney opened her first restaurant, Nyla, in New York City. Naturally, she put down roots there by purchasing a penthouse in Manhattan’s Noho neighborhood for a reported $3 million. Located in the famous Silk Building, the quadplex has been previously owned by other stars including Cher, Keith Richards, and Russell Simmons. Britney listed the place in 2004, and it eventually sold for $4 million in 2006.
2004: Britney Secures a Malibu Dream House
After marrying Kevin Federline in 2004, Britney purchased a Malibu mansion for just under $6.9 million, according to The Los Angeles Times. Located in the Serra Retreat neighborhood, the home boasts eight bedrooms and eight bathrooms across more than 9,000 square feet. The gated property was built in the ’80s and comes with plenty of amenities including a tennis court, pool, gardens, and outdoor kitchen. In 2006, Britney filed for divorce from Federline and placed the home on the market the following year. It sold for $10 million, according to the WSJ.
2007: Britney Moves Into a Beverly Hills Villa
Following the end of her marriage with Federline, Britney moved into a Beverly Hills villa. She secured the Mediterranean-style home for $6.75 million. The 7,800-square-foot house boasts soaring ceilings, stone floors, and an elegant chandelier-topped foyer. In 2008, Britney was seen being taken away from the house on a stretcher. She and her estate were then placed under conservatorship. The house sold for $4.25 million in 2012, per the WSJ. See inside the home here.
2012: Britney Purchases a Westlake Village Home
After staying in rentals, Britney settled down in the suburbs with her two sons. She purchased a home in the Lake Sherwood area of Westlake Village, California, for an undisclosed amount, per property records reviewed by the WSJ. Built in 2010, the Mediterranean-style home is comprised of five bedrooms and seven bathrooms. Britney sold the home for $7 million in 2017.
2015: Britney Invests in a Thousand Oaks Estate
In 2015, Britney purchased another place in the Hidden Valley area. This time, she went for an Italian villa-style home located in Thousand Oaks, California. The 21-acre property—which she bought for $7.4 million—was originally developed by actors Sylvester Stallone and Bruce Willis. The nearly 12,500-square-foot home boasts 35-foot-tall ceilings, an oak-paneled library, a separate pool house with a kitchen, a 3,800-bottle wine cellar, a tennis court, an infinity pool, and even a three-hole golf course, according to Zillow. Currently, the home is estimated to be $10 million.
2022: Britney Buys a Calabasas Home
Shortly after her wedding with Sam Asghari, Britney purchased a Calabasas, California, home for $11.8 million. The seven-bedroom, nine-bathroom home encompasses 11,600 square feet. Her time at the contemporary Mediterranean-style estate was short-lived, as she sold it less than a year later for $10 million, which was $2 million less than her asking price. Britney and Sam then moved back into her Thousand Oaks home, where Britney now lives after they separated and Asghari filed for divorce. Details of the home’s open-plan living room (already decked out with a Christmas tree) and confusing kitchen can be seen in the dance videos the pop star posts.
Love knowing what your favorite stars are up to? Same. Let’s keep up with them together.
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Kelly Allen is the current Associate Editor at House Beautiful, where she covers design, pop culture, and travel for digital and the print magazine. She’s been with the team for nearly three years, attending industry events and covering a range of topics. When she’s not watching every new TV show and movie, she’s browsing vintage home stores, admiring hotel interiors, and wandering around New York City. She previously worked for Delish and Cosmopolitan. Follow her on Instagram.
