From Sylvester Stallone To Ellen DeGeneres, 10 Times Celebrities Sold Homes To Each Other

When celebs did business with each other

Bumping into each other on the red carpet is common. But is it as common in the real estate market? The rich and famous tend to buy homes from those in the same league. They often look for amenities and luxurious features, like extra security from paparazzi, personal gyms, theatres, and even salons. Of course, these aren’t features that normal people can afford, thus it makes sense to buy properties from fellow celebrities. Here are 10 celebrities who sold their properties to other stars.

1. Charlie Sheen to Kendall Jenner

In 2017, supermodel and TV personality Kendall Jenner bought a sprawling Beverly Hills home from actor Charlie Sheen for $8.55 million, as per House Digest. Sheen had reportedly bought the property for his ex-wife Brooke Mueller in 2012. After the purchase, Jenner splurged on the eye-popping, five-bedroom, yellow Mediterranean mansion for a complete modern makeover. She revamped the home in a more minimalist style, doing away with Mueller’s grandiose decor and creating a clean and more modern look.

2. Justin Bieber to Khloe Kardashian to YouTube star Dhar Mann

Khloe Kardashian’s former Calabasas home was featured on the show “Keeping Up With the Kardashians”. What fans may not know is that Kardashian bought the sprawling Tuscan-style villa that originally belonged to Eddie Murphy’s ex-wife, Nicole. In 2012, Nicole sold the 9,320-square-foot house to Justin Bieber for $6.5 million. Two years later, Kardashian bought the mansion from Bieber for $7.2 million, as per the Architectural Digest. She spent a lot of money customizing the place and in 2020 she sold it to YouTube star Dhar Mann for $15.5 million.

3. Adam Levine to Ellen DeGeneres

Adam Levine bought a five-bedroom, Tudor-style Beverly Hills home for $33.9 million in 2018, along with his wife Behati Prinsloo. Levine sold it to globally famous TV celebrity Ellen DeGeneres, who is known to have a sweet real estate portfolio. The talk show host bought the home for $45 million in 2019. Before Levine, the property already had quite some celebrity pedigree as its previous owners include the likes of “Will & Grace” co-creator Max Mutchnick and tennis legend Pete Sampras. DeGeneres reportedly sold the property in 2021.

4. Selena Gomez to French Montana

Singer-songwriter and actor Selena Gomez listed her Mediterranean-style mansion in Calabasas in 2015 for $4.495 million. A few months later, the property was scooped up by rapper French Montana. He bought the five-bedroom home for $3.3 million and went on to make significant upgrades to the place. Montana installed a $400,000 recording studio and revamped the color of the walls with more neutral tones, as per Architectural Digest. The rapper later sold the property for $5 million.

5. The Weeknd to Madonna

In 2021, The Weekd sold his Hidden Hills home to the Queen of Pop Madonna for a whopping $19.3 million making a minor loss, as he had originally bought it for $20 million in 2017. As per Architectural Digest, the 13,391-square-foot mansion features seven bedrooms and nine bathrooms, along with luxurious amenities like a wine room, a home theater, a bar area, and a five-car garage. Madonna’s new property also featured a guesthouse with two bedrooms and two bathrooms, while the campus includes an infinity pool, a full basketball court, and an outdoor living room.

6. Ellen DeGeneres to Ariana Grande

Ellen DeGeneres and her wife Portia de Rossi sold their Tudor-style home in Montecito, California, to pop star Ariana Grande for $6.75 million. The power couple reaped $3 million in profit, as per House Digest. The 5,500-square-foot property, known as the Porter House, included two separate barns that were originally built in Surrey, England. It further featured lofted wood-beam ceilings and exposed brick fireplaces to add to the rustic aesthetic. Grande went on to host her wedding to realtor Dalton Gomez at the home in 2021.

7. Moby to Leonardo DiCaprio to Miguel

In April 2018, musician and animal rights activist Moby sold a stately English-style dwelling in Los Feliz to Oscar-winning actor and environmental activist Leonardo DiCaprio for $4.91 million. Moby had undertaken substantial renovations in the kitchen and other parts of the 4,644-square-foot house. As per Architectural Digest, DiCaprio did not buy the home for himself but for a family member. Later in 2021, DiCaprio listed the property, and singer Miguel Jontel Pimentel bought it for $4.9 million in 2022.

8. Sylvester Stallone to Adele

Marking one of the biggest celebrity purchases, actor Sylvester Stallone sold his massive 8-bedroom, 12-bathroom Beverly Hills property for a whopping $52 million to Grammy-winning artist Adele. Stallone settled for about $1 million less than what he asked for, as per Architectural Digest. The gigantic property sits on about 3.5 acres of land and includes luxurious amenities like a two-story guesthouse, a cigar room, a primary suite with two bathtubs, a sauna, a steam room, and its terrace.

9. Cameron Diaz to Ariana Grande

In 2004, Cameron Diaz bought a property in the Hollywood Hills for $1.8 million. The home was right next to her existing property in the area. Thus, it was assumed that Diaz would expand or merge the two homes but in 2009, she reportedly submitted plans to demolish the second property, as per Architectural Digest. However, she never went through with the plan and ended up listing the property for sale. In 2022, the property was picked up by Ariana Grande for $4.9 million.

10. Robbie Williams to DJ Khaled

In 2017, British musician Robbie Williams sold his over-the-top Beverly Hills mansion to a fellow legend of music, DJ Khaled, for $9.9 million. The 10,681-square-foot Mulholland Estate marked the heights of Beverly Hills luxury. The regal 7-bedroom, 11-bathroom mega-mansion, tucked behind the exclusive neighborhood’s gates was originally built in 1992, as per Forbes. The property overlooking the city and mountains features amenities like a massive home gym, an outdoor kitchen, a pool, a spa, and an expansive kitchen with a butler’s pantry.