10 Celebrities With the Most Impressive Real Estate Portfolios

oprah winfrey, taylor swift, jeff bezos
10 Celebrities With Impressive Real Estate HistoryGetty Images


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With fame often comes fortune, and with those riches, many celebrities invest in lavish homes across the country and beyond. Case in point: Beyoncé and Jay-Z made real estate history in California when they purchased a nearly $200 million Malibu home last year. Ellen Degeneres and Portia de Rossi have bought and sold at least 20 homes in Southern California alone. Throughout her many eras, Taylor Swift has built a collection of homes valued at $150 million. Others, like Brittney Spears and Kylie Jenner, started buying houses when they were teens. So, we’re taking a look at the stars with high net worths who have built impressive property portfolios throughout their careers under the spotlight. Find out who’s a big real estate aficionado below, and then dig deeper into the details of their luxury residences—past and present!


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Oprah Winfrey

With an estimated net worth of $3.5 billion, Oprah Winfrey's real estate portfolio is abundant. The Mississippi-born multi-hyphenate has made Montecito, California, her main hub for the past two decades. There, she bought a sprawling estate for around $50 million and has since expanded. But over the years, she's also owned homes in nearly every region of the United States—including properties in Illinois, Florida, Hawaii, Colorado, and Washington state.

SEE INSIDE HER REAL ESTATE PORTFOLIO

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Vera Anderson - Getty Images

Taylor Swift

Taylor Swift has owned many homes throughout her many "eras," and at times they've received as much attention as her music. Since purchasing her first property in 2009, the 34-year-old superstar has amassed a portfolio of homes valued at $150 million, according to The Wall Street Journal. She's even written songs about a select few—from her place on New York City's Cornelia Street to her Rhode Island residence known as Holiday House (which may be haunted, according to one theory).

SEE INSIDE HER REAL ESTATE PORTFOLIO

2022 toronto international film festival in conversation with taylor swift
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Jennifer Lopez

Throughout her career, JLo has held an impressive bi-coastal property portfolio. With an estimated net worth of $400 million, the actress has shelled out a great deal for homes in Los Angeles, Miami, New York City, and the Hamptons. From the $32.5 million Florida mansion she purchased with her ex Alex Rodriguez to the nearly $61 million Beverly Hills residence she scooped up with her soon-to-be-twice-ex husband Ben Affleck, she's certainly been around the block when it comes to home buying and selling.

SEE INSIDE HER REAL ESTATE PORTFOLIO

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Beyoncé and Jay-Z

In 2023, Beyoncé and Jay-Z literally made real estate history when they bought a nearly $200 million California property designed by Japanese architect Tadao Ando. And that's not the only staggering purchase in their portfolio. The couple—who reportedly hold a combined estimated net worth of $3 billion—also own a $88 million Bel Air mansion and a $26 million Hamptons home. Plus, they've bought and sold other homes in New York City, Miami, New Orleans, and more.

GET THE DETAILS ON THEIR $200-MILLION HOME

los angeles, california february 05 l r and jay z attend the 65th grammy awards at cryptocom arena on february 05, 2023 in los angeles, california photo by kevin mazurgetty images for the recording academy
Kevin Mazur

Leonardo DiCaprio

Along with being an award-winning actor, Hollywood heartthrob, and environmentalist, Leonardo DiCaprio is also an avid buyer and seller of real estate. The Killers of the Flower Moon star, with an estimated net worth of $300 million, has owned many homes in California and New York as well as an entire island off the coast of Belize. One of his early purchases was a Malibu retreat on Billionaire's Beach, which was once covered in Titanic decor and memorabilia.

SEE INSIDE HIS REAL ESTATE PORTFOLIO

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Jay L. Clendenin - Getty Images

Jeff Bezos

As one of the richest people in the world, Jeff Bezos is well–poised to make practically any home or land purchase he wants with his estimated $195 billion fortune. So it's no surprise his real estate holdings amount to more than $570 million. In 2023, the Amazon founder announced he was leaving Seattle for Miami. But he still has multiple properties in New York, Washington D.C., Florida, Texas, Washington, and Hawaii.

SEE INSIDE HIS REAL ESTATE PORTFOLIO

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Kylie Jenner

Kylie Jenner purchased her very first property when she was just 17 years old. Since then, the controversially-dubbed self-made billionaire has scooped up many properties throughout Los Angeles—including a $36 million compound in Holmby Hills and a $15-million, five-acre plot in Hidden Hills that Miley Cyrus once owned. On the five-acre plot, she's in the process of building her dream mega-mansion.

SEE INSIDE HER REAL ESTATE PORTFOLIO

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Rihanna

While Rihanna still has fans patiently waiting for new music, the billionaire (that's an estimated $1.4 billion, FYI) businesswoman hasn't put a halt to her real estate moves. Throughout her career, the singer has owned impressive homes in Los Angeles and Barbados—from a $13.8 million Beverly Hills mansion to a $22 million villa on the island where she was born. She's also rented out quite a few enviable homes, condos, penthouses, and more over the years in New York and London.

SEE INSIDE HER REAL ESTATE PORTFOLIO

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Ellen DeGeneres and Portia de Rossi

Ellen DeGeneres and Portia de Rossi are experts in the house-flipping game. The couple—who have a combined net worth of $550 million—has owned at least 20 properties in Southern California alone, often making a profit when they decide to sell. Many of their homes have also had connections to other stars. They once owned the residence where Kim Kardashian and Kris Humphries wed and Brad Pitt's former Malibu beach house. Plus, they've sold homes to Ryan Seacrest and Ariana Grande.

SEE INSIDE THEIR REAL ESTATE PORTFOLIO

ellen degeneres and portia de rossi
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Britney Spears

Britney Spears became a powerhouse in pop and an investor in real estate as a teenager, so it's no surprise her property history is fascinating to unpack. Since 1999, she has custom-built a place in her hometown of Kentwood, Louisiana, purchased her first major Los Angeles property, and lived in an iconic New York City penthouse previously owned by the likes of Cher and Keith Richards. Currently, she resides in a $7.4 million home on a 21-acre property in California that was originally developed by actors Sylvester Stallone and Bruce Willis.

SEE INSIDE HER REAL ESTATE PORTFOLIO

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