The Most Expensive Homes Owned By Celebrities Of All Time

Published on October 5, 2021
Being famous and rich has a few downsides, such as public scandals and a lack of privacy. However, it does have some pretty nice upsides. A personal fortune indicates that you could buy some of the largest homes in the US or elsewhere.

Some of the biggest celebrities have very big property portfolios. With that, some celebs also flip houses as a sort-of career. From reality TV to Disney stars, you are sure to find some amazing estates. They’ve got everything you could ever want, such as cigar rooms, gyms, underground parking garages, and libraries. Let’s check them out now!

1. Pierce Brosnan

While Pierce Brosnan might have been showing his vocal range in Mamma Mia, most people know him as playing James Bond. The suave actor has starred in many movies, which led him to afford his $100-million house in Malibu!

1. Pierce Brosnan

1. Pierce Brosnan

2. Lady Gaga

It’s tough to be a musician in today’s internet age. There’s so much competition that few make it. Lady Gaga is a lucky one because she’s sold millions of records and has a huge fortune. In fact, she has a few properties, such as the impressive Malibu mansion worth $23 million!

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2. Lady Gaga

2. Lady Gaga

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3. Howard Stern

Howard Stern isn’t a stranger to throwing around money, especially where property is concerned. This media mogul has millions of dollars of property throughout America. However, his Palm Beach, Florida estate is lavish at $52 million!

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3. Howard Stern

3. Howard Stern

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4. Oprah Winfrey

Oprah is the prime example of what you can do if you set your mind on it. She didn’t have a good start to life but managed to create a huge media empire. Now, she’s worth over $1 billion, much of which went to buying her Montecito home called the Promised Land. Worth $88 million, she’s comfortable for sure!

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4. Oprah Winfrey

4. Oprah Winfrey

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5. Gwen Stefani

Gwen Stefani tops the charts with her beautiful music, and she also climbs the property ladder quite well. She spent $13 million when she was married to Gavin Rossdale, and they bought their Hollywood Hills Mansion for $35 million in 2006.

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5. Gwen Stefani

5. Gwen Stefani

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6. Taylor Swift

Taylor Swift has many property portfolios in her collection. From the Nashville instant to NYC penthouse apartments, she’s got it all. However, a few years ago, she purchased a Beverly Hills mansion worth $30 million from Samuel Goldwyn.

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6. Taylor Swift

6. Taylor Swift

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7. P. Diddy

Hip hop just couldn’t be the same if it weren’t for P. Diddy. This hitmaker isn’t all about the music because he’s a businessman at heart. Because of his musical talent, he has many homes but is partial to his Holmby Hills estate worth $40 million!

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7. P. Diddy

7. P. Diddy

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8. Tiger Woods

Tiger Woods is a world-class golfer, but he’s also a celebrity, and that rarely happens in the golfing world. He’s got many houses, but his favorite residence is the Jupiter Island estate in Florida. It’s worth $54.5 million, so there’s no wonder why it’s his top choice!

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8. Tiger Woods

8. Tiger Woods

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9. Justin Bieber and Hailey Baldwin

Justin Bieber hasn’t had a smooth ride to the top. Since he got very famous early on, his bank balance flourished, but he had issues with his reputation. Then, he married Baldwin in 2018, and they bought a Beverly Park home worth $25 million two years later!

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9. Justin Bieber And Hailey Baldwin

9. Justin Bieber And Hailey Baldwin

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10. Jennifer Lopez

Jennifer Lopez is well-known for many things and has impressed fans with her musical prowess and acting talent. Though she comes from humble roots, she now lives the dream. Owning many houses, the Bel-Air mansion tops the list at $28 million. It’s got seven bedrooms, a downstairs pub, and so much more!

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10. Jennifer Lopez

10. Jennifer Lopez

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11. Kylie Jenner

Known as the breakout star from the Kardashian-Jenner clan, Kylie Jenner is a beauty mogul and worth tons of money. Though she’s only in her 20s, she has many properties, including her Holmby Hills mansion worth $36.5 million!

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11. Kylie Jenner

11. Kylie Jenner

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12. Cindy Crawford

Cindy Crawford is a huge deal and has done so many things in life. With her husband, Rande Gerber, they snagged a Malibu beachfront home worth $68 million in 2016. Once they fully renovated it, they lived there for a few short years!

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12. Cindy Crawford

12. Cindy Crawford

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13. Matthew Perry

While he was incredibly popular on Friends, Matthew Perry hasn’t been on top all that much. He just doesn’t have the same stardom as his coworkers. Still, in 2012, he bought a beachfront Malibu property worth $15 million!

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13. Matthew Perry

13. Matthew Perry

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14. Lori Laughlin

While Lori Laughlin used to be known because of her acting, that college admissions scandal changed all that. Before facing charges for the events, she and her husband, Mossimo Giannulli put their Bel Air mansion up for sale at $35 million!

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14. Lori Laughlin

14. Lori Laughlin

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15. Joe Manganiello and Sofia Vergara

Sofia Vergara is an actress on Modern Family. She and her husband, Joe Manganiello, are quite happy together and bought their Beverly Park mansion for $26 million in 2020. While it’s a cheaper home for the area, it’s still quite impressive!

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15. Joe Manganiello And Sofia Vergara

15. Joe Manganiello And Sofia Vergara

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16. Sylvester Stallone

Sylvester Stallone is known because he played Rambo and was a heartthrob for many women. However, he’s also dedicated to Southern California. He and his family settled into a Beverly Hills compound many decades ago, which is now worth $100 million!

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16. Sylvester Stallone

16. Sylvester Stallone

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17. Simone Biles

Simone Biles is just 24 years old, but she’s proved to be a great gymnast. Because of many endorsement deals and her growing career, she’s got an impressive property to flaunt. The 4,000-square-foot home is in Texas and is worth $1 million!

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17. Simone Biles

17. Simone Biles

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18. Kellyanne Conway

Kellyanne Conway has done well for herself. She bought and moved into a beautiful eight-bedroom, 15,000-square-foot home in Washington, D.C., in 2017. Ultimately, she and her family live there, and it’s worth $8 million!

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18. Kellyanne Conway

18. Kellyanne Conway

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19. Beyonce and Jay-Z

What do you do if you’re the most loved couple in the world? Jay-Z and Beyonce have a combined worth of $1 billion, and they bought a Bel-Air compound to celebrate. It’s worth over $88 million and is quite beautiful.

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19. Beyonce And Jay Z

19. Beyonce And Jay Z

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20. Joel Osteen

Joel Osteen is a pastor and public figure. He makes money speaking and writing but also has a clothing line for his church. Therefore, he can afford lavish things, and his Houston, TX, mansion is worth about $10.5 million!

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20. Joel Osteen

20. Joel Osteen

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21. Matt Damon

Matt Damon is a great actor who has done well for himself. Therefore, his property collection should reflect that (and it does!). He put just one of his homes on sale for $21 million in 2021. The Pacific Palisades has everything you could want if you can afford it!

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21. Matt Damon

21. Matt Damon

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22. Kris Jenner

You can say whatever you want about the infamous Kris Jenner, but she does have some business sense. She’s the matriarch of the Kardashian clan and has a huge empire. In 2020, she sold the Hidden Hills home for about $15 million!

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22. Kris Jenner

22. Kris Jenner

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23. Pamela Anderson

You don’t see Pamela Anderson much in the headlines now, but she’s still going strong. In fact, she’s worth about $34 million and chose to list her Malibu beach house for sale in 2021 for a whopping $14.9 million!

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23. Pamela Anderson

23. Pamela Anderson

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24. Bill Gates

Bill Gates has an impressive Lake Washington Mansion with its own Wikipedia page! This is a stunning property of 66,000-square-feet and is iconic because of its technology and net worth of $125 million!

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24. Bill Gates

24. Bill Gates

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25. Ellen Degeneres

Oprah was first, but Ellen Degeneres is the second queen of daytime television. She’s a powerful woman within the entertainment industry. She and her wife, Portia, put their Santa Barbara estate up for sale at $45 million!

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25. Ellen Degeneres

25. Ellen Degeneres

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26. Will and Jada Pinkett Smith

Will Smith might have started with the Fresh Prince of Bel-Air, but he likes Malibu better. He and his wife own a mansion in Malibu valued at over $42 million! They definitely don’t save their money for a rainy day!

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26. Will And Jada Pinkett Smith

26. Will And Jada Pinkett Smith

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27. Tom Brady

Tom Brady is a sports superstar. He and his wife, Gisele Bundchen have owned various homes throughout the years. However, their favorite was a sprawling estate in Brookline, MA. It’s worth $40 million, but they moved when he went to Tampa Bay.

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27. Tom Brady

27. Tom Brady

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28. Ryan Seacrest

Ryan Seacrest is a force to be reckoned with for the entertainment business. That might be why he bought the $85-million mansion from Ellen Degeneres. Once he purchased the property, he renovated it to meet his needs!

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28. Ryan Seacrest

28. Ryan Seacrest

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29. Katie Lee Gifford

You probably know Katie Lee Gifford as a Today host, but she stunned everyone when she said she was giving it up to become a producer-actress for Hollywood films. Still, she must have saved her paychecks to get the Key Largo, FL, estate, now worth $10.5 million!

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29. Katie Lee Gifford

29. Katie Lee Gifford

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30. Jennifer Aniston

Another popular Friends star, Jennifer Aniston, has done many things in the entertainment world. That led her to be able to afford the $21 million Bel Air mansion with 8,500 square feet of pleasure. Though it required many renovations, it’s still standing strong!

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30. Jennifer Aniston

30. Jennifer Aniston

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31. Prince Harry and Meghan Markle

In 2020, Prince Harry, with his wife, Meghan Markle, made a deal to buy a stunning Los Angeles mansion. It was the first house they owned to put down their roots. While they say they want their son to have a regular life, how can he in a house worth $14.65 million?

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31. Prince Harry And Meghan Markle

31. Prince Harry And Meghan Markle

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32. Tom Cruise

Colorado is, by far, one of the most iconic and beautiful states in the US. With great skiing weather and mountain views, one person couldn’t be apart from the natural beauty. Tom Cruise bought a mansion in Telluride worth almost $40 million!

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32. Tom Cruise

32. Tom Cruise

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33. Kim Kardashian

The Kardashians have tons of homes, so Kim isn’t the exception to prove the rule. This businesswoman/actress has a real estate portfolio that’s worth $100 million. Her Bel Air mansion takes up some of that, at $17.8 million!

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33. Kim Kardashian

33. Kim Kardashian

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34. George Lucas

George Lucas has a place called Skywalker Ranch, which has its very own Wikipedia page. This home isn’t just to live in, though. It’s a film location and workplace. Based in Marin County, it cost $28 million to buy and $100 million to renovate!

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34. George Lucas

34. George Lucas

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35. Britney Spears

Britney Spears is an iconic pop star, so her house had to be just as amazing. This beauty is located in Beverly Hills, which is an exclusive neighborhood in L.A. Plus, it cost $8.95 million!

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35. Britney Spears

35. Britney Spears

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36. Elvis Presley

The King of Rock and Roll might be gone from the stage, but he used to live in a very high-end neighborhood in Beverly Hills. Right now, that house is worth about $30 million because of the 2.3-acre property, koi pond, and so much more!

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36. Elvis Presley

36. Elvis Presley

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37. John Legend and Chrissy Teigan

John Legend and Chrissy Teigan listed their home in Beverly Hills for sale. It had 8,250 square feet and went for $17.95 million. Rihanna, the former owner, paid $10 million more to get it!

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37. John Legend And Chrissy Teigan

37. John Legend And Chrissy Teigan

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38. Jay Leno

Jay Leno is a well-known talk show host and has a huge car collection worth over $52 million. However, his house is just as impressive. It’s a Beverly Hills mansion measuring 2,000 square feet. It’s actually two estates and went for $13.5 million!

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38. Jay Leno

38. Jay Leno

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39. Jesse Tyler Ferguson

Jesse Tyler Ferguson, another Modern Family star, bought his Encino mansion back in 2021. He and his husband paid $8.7 million for it because they wanted to change gears.

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39. Jesse Tyler Ferguson

39. Jesse Tyler Ferguson

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40. George Clooney

George Clooney is a well-respected actor and has a beautiful estate in Lake Como, Italy, called Villa Oleandra. He bought it in 2001 for a whopping $13.5 million. With 25 rooms, a tennis court, and a gym, it’s no wonder he still goes there!

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40. George Clooney

40. George Clooney

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