12 Celebrities' Real Estate Portfolios: The Most Surprising Facts You Might Not Know!

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Caroline Soriano
January 17, 2024
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When it comes to dream homes, billionaires and celebrities are known for raising the bar too high, most of us weren't even sure if we could ever have homes like that. We mean tennis courts, spas and steam rooms, 10-car garages, in-home movie theaters, and more.

However, these well-known homeowners are distinguished by an additional degree of wealth: those who possess five or more residences. 

In this post, we've compiled some of the most famous public figures who belong to the elite five-and-over club and have outrageous real estate holdings.

Celebrities And Their Real Estate Portfolio

Leonardo DiCaprio

Leonardo DiCaprio

DiCaprio has come far from his modest Los Angeles childhood home. He started his profession at age five and has a net worth of $260 million. DiCaprio loves real estate and spends his riches on it. A Hollywood star has five California homes and many Manhattan luxury condos. 

His properties include a $5.2 million Palm Springs midcentury-modern, a $2 million Hollywood Hills home formerly owned by Madonna, a $23 million Paradise Cove home, and a $13.8 million Malibu oceanfront house.

In 2021, DiCaprio sold his historically significant Los Feliz home for $4.9 million to Los Angeles native Miguel. Later that year, he paid Jesse Tyler Ferguson $7.1 million for Gwen Stefani's Los Feliz home and a $10 million Beverly Hills residence. He lives in a four-parcel, three-house property on Bird Streets in the Hollywood Hills with Madonna's former home. 

Taylor Swift

Taylor Swift

As far as we know, Taylor Swift has eight residences totaling at least $84 million in real estate spread over four states. For $1.99 million in 2009, Taylor bought a 3,240-square-foot Music Row condo worth $3 million. She purchased a $2.5 million Nashville Forest Hills estate two years later. 

She bought a $3.55 million Beverly Hills Cape Cod home in 2011. Her 2012 purchase was a $1.78 million single-story property with a pool, 1,000-bottle climate-controlled wine cellar, courtyard, and garden. The Grammy winner bought a $17.75 million 12,000-square-foot property in Watch Hill, Rhode Island, in 2013 and a $20 million duplex penthouse in Tony Tribeca in 2014. 

Finally, Swift bought a $25 million Beverly Hills property in 2015. An $18 million townhouse and a $9.75 million condo were purchased by the megastar in 2017 next to her double penthouse. The celebrity properties assets amount to about $47.7 million on this particular Tribeca block alone.   

Kanye_ Ye_ West

Kanye' Ye' West

The solo rapper and producer Kanye' Ye' West bought his first Hollywood Hills house in 2003. He bought the 1,500-square-foot condo for $1.9 million and the next-door condo for $1.25 million in 2006. 

For $11 million, Kim and Kanye purchased their first Bel Air house in 2013. The couple bought their Hidden Hills property for $20 million after marrying Kim in 2014, excluding the renovation. 

Kanye purchased a $57 million concrete beach home in Malibu in September 2021 and a Calabasas home on one acre. Recent real estate purchases by Kanye in 2021 sparked concerns. A mid-century Hidden Hills mansion across from Kim Kardashian cost the rapper $4.5 million.

Rihanna

Rihanna

Lingerie and beauty businesses and singing careers make Rihanna wealthy $600 million. That she has rented and owned $100 million homes in California, New York, England, and Barbados is no surprise. She paid $13.8 million for a 1930s Beverly Hills property in the Post Office district in March 2021. 

Rihanna bought a $925,000 2,000-square-foot Wilshire Corridor high-rise condo in 2015. In 2013, Rihanna purchased a $21.8 million, 10,000-square-foot Barbados oceanfront house. 

In 2017, she bought the Hollywood Hills Mediterranean for $6.8 million. Pacific Palisades' $65K-per-month estate was leased in 2012, and New York's $50K penthouse was rented from 2013 to 2017. 

In August 2017, she bought a $2.7 million West Hollywood Mediterranean property.

Jeff Bezos

Jeff Bezos

The former Amazon CEO Jeff Bezos is the world's wealthiest at $140 billion. He has invested millions in a large real-estate portfolio from Washington to New York City. Jeff Bezos bought three adjacent New York City apartments for $80 million in June 2019, two months after his divorce from MacKenzie. 

Bezos has two 5.3-acre Medina, Washington houses. His first home, a 20,600-square-foot, cost $10 million in 1998. A $53 million 8,300-square-foot house is the other. For $24.45 million in 2007, Bezos bought a Spanish-style property, and after ten years, he acquired a "modest" 4,568-square-foot house next door for $12.9 million since this estate was too small. 

In 2020, Bezos bought the Warner Estate, which was created for former Warner Bros. executive Jack Warner. He paid $165 million for the 9-acre, most costly property in Los Angeles. Another 30,000-acre ranch is owned by Bezos 30 miles outside Van Horn, Texas. For $23 million in 2016, Bezos bought an old DC textile museum. 

Madonna

Madonna

This celebrity real estate portfolio is insane, from her 18th-century Portuguese mansion to her six London properties. In 2007, Madonna expanded her UK holdings. She has a sixth London property, after a family townhouse, two staff houses, and two Kabbalah grounds. 

Pop singer's $40 million Upper East Side apartment, bought in 2009, is famous. The singer bought two neighboring residences and united all three to create the perfect New York Home for her and her kids. Madonna just listed her Hidden Hills mansion for $26 million. In April 2021, she bought the nine-bedroom property from The Weeknd for $19.3 million.

Ellen DeGeneres

Ellen DeGeneres

Portia de Rossi and Ellen DeGeneres have bought and sold over 20 homes since 2003. The celebrity real estate portfolio started when she started The Ellen DeGeneres Show in 2003 when she purchased a $6 million Hollywood Hills house. 

The couple purchased A Montecito property in 2007 for $15.75 million and sold it for $20 million. The dynamic duo expanded their estate a year later with a $29 million 9,200-square-foot house and two neighborhood homes. Their Thousand Oaks horse ranch sold for $10.85 million in 2013.

They paid $7.2 million for a Montecito property in 2017. They bought the Salt Hill home for $27 million in early 2019. Next year, they sold it for $33 million. September saw their $49 million purchase of a 4-acre Montecito property. After selling their Montecito property in 2017, the couple repurchased it in May 2021. They paid $14.3 million—nearly double the original amount. In addition, the star bought a modest Butterfly Beach beachfront property for $2.9 million.

Oprah Winfrey

Oprah Winfrey

Oprah Winfrey, a media tycoon, philanthropist, and producer, owns at least six homes, which is unsurprising. Her 2021 net worth is $2.5 billion. 

Over the past 20 years, Winfrey has lived in Montecito, California; Miami, Chicago; Atlanta; Maui; Telluride, Colorado; and Orcas Island, Washington. Winfrey bought her 42-acre Montecito home for $50 million.

Winfrey bought nearby real estate to expand her Montecito holdings in later decades. In 2019, she bought a 4-acre complex from Jeff Bridges for $6.85 million, extending the ranch to 70 acres. Though she has sold many properties, Winfrey is reported to own at least six in the US. 

Chrissy Teigen _ John Legend

Chrissy Teigen & John Legend

They have a renowned celebrity real estate portfolio from Manhattan to West Hollywood. Legend bought a 1,105-square-foot East Village in 2005 before meeting his future wife. After meeting Teigen in a music video, Legend bought an earthy Hollywood Hills ranch house for $1.5 million in 2007. The pair paid $1.9 million for a Bowery two-bedroom, two-bathroom condo in 2009 while courting.

They bought an 8,520-square-foot Beverly Hills property for $14.1 million in 2016 and listed it for $17.7 million in August 2020. They bought two penthouses in an 1856 building in New York City after selling their one-bedroom home in 2016. The couple spent $5.1 million for a 3,440-square-foot West Hollywood home in April 2020. They paid $17.5 million for a 10,700-square-foot Beverly Hills mansion later that year. 

Adam Levine

Adam Levine

Maroon 5 lead singer Adam Levine owns Beverly Hills, Pacific Palisades, and a New York luxury residence. Before marrying Behati Prinsloo, Adam Levine bought a $3.1 million Hollywood Hills bachelor apartment in 2005. The property sold for $3.5 million in 2013. 

In 2012, Levine bought another Beverly Hills bachelor pad for $4.8 million. They purchased a $4.5 million SoHo condo in 2014 to move to the East Coast.

In 2017, Levine bought a 1960s French Regency home for $18 million. 

In 2019, Ellen DeGeneres purchased the property from Levine for $45 million. In early 2019, Levine paid $32 million for Jennifer Garner's 1930s Pacific Palisades three-structure compound. A $22.7 million historic Montecito home is the newest property in the celebrity real estate portfolio.

Beyoncé _ Jay-Z

Beyoncé & Jay-Z

The billionaires own several expensive properties. Jay-Z owned a 1,000-square-foot Brooklyn two-bedroom apartment. Jay-Z bought a $6.85 million Tribeca loft in 2008. 

In 2005, Beyoncé purchased a $5 million Midtown Manhattan property before marrying Jay-Z. 

The couple fulfilled their goal after buying a 30,000-square-foot estate in Bel-Air for $88 million in 2017. Very soon after, they purchased a $26 million Hamptons beachfront property.

Jennifer Lopez

Jennifer Lopez

This mom of two has $97 million in homes from Miami to Manhattan, including ones she shares with her ex-fiancé Alex Rodriguez. Ex-couple bought a home for $32.5 million in 2020. Lopez still owns her $28 million Bel-Air mansion from 2016. 

Lopez purchased a $20 million Manhattan home with four bedrooms and a Madison Square Park terrace after her 2014 divorce from Marc Anthony. The Hamptons is a celebrity vacation, so Lopez had to settle there. She got an eight-bedroom property here for $10 million in 2013. 

Do you know any other celebrities who belong to the elite five-and-over club? Feel free to drop them in the comments!

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