This article was originally published on 4/6/21; it has been updated to reflect new information.
Although Ellen DeGeneres and Portia de Rossi are best known for their long-standing careers as an accomplished comedian-slash–television host and model-turned-actress, respectively, we at House Beautiful are seriously impressed by another skill on their résumé: their ability to flip just about any and every house they acquire, and for a substantial profit too. For proof, look no further than their seemingly endless real estate portfolio, which consists of 20 (and counting) Southern California properties that are worth a combined total of more than $370 million. (Yes, you read that correctly!)
Below, take a look at all 20 of these expansive and expensive abodes—and don’t be surprised if you find yourself considering a career in flipping houses (which you can read all about here) by the time you finish reading this list!
$1.275 Million Midcentury Home, Hollywood Hills
In 2004—the year Ellen and Portia started dating—DeGeneres purchased a 2,000-square-foot home in Hollywood Hills for $1.275 million. As reported in the Los Angeles Times, the comedian sold the property one year later, for $2.1 million, to none other than actor Heath Ledger. Since then, the property has also been owned by actor Josh Hutcherson, who sold it for $2.94 million in 2020.
$15.75 Million Mansion, Montecito
DeGeneres and de Rossi purchased this home in 2007, flipping it and selling it for $20 million in 2011. According to Architectural Digest, the property served as the backdrop for Kim Kardashian’s second wedding, to Kris Humphries, which was televised on cable network E!.
$29 Million Compound, Beverly Hills
In 2008, the Golden Globe–winning comedian and SAG award–winning actress dropped $29 million on a 9,200-square-foot estate in Beverly Hills—and got married there themselves that same year. They went on to sell it to Ryan Seacrest in 2012 for $37 million. This home was also featured in Architectural Digest.
$8.5 Million Horse Ranch, Thousand Oaks
The same year the couple purchased the Beverly Hills estate, they spent $8.5 million on a horse ranch in Thousand Oaks—inspired, possibly, by de Rossi’s love of dressage. They sold this property in 2013 for $10.85 million.
$12 Million Beachfront Home, Malibu
For $12 million in 2011, Ellen and Portia bought Brad Pitt’s former beach house in Malibu—then sold it for $13 million the following year.
$17.4 Million Historic Residence, Beverly Hills
The Hal Levitt–designed Skouras Residence, built in the 1950s, was added to Ellen and Portia’s ever-expanding real estate portfolio in 2012, to the tune of $17.4 million. The couple flipped the home shortly thereafter, selling it for $20 million in 2013.
$26.5 Million Estate, Montecito
In 2013, the star couple (who are worth a reported $550 million, combined) spent $26.5 million on a Wallace Frost–designed estate in Montecito that dates all the way back to the 1930s. They sold the home, complete with a lap pool, badminton court, and sunken tennis court, for $34 million in 2018.
$40 Million Home, Holmby Hills
Designed by architect A. Quincy Jones and known as the Brody House, this property was purchased by DeGeneres and de Rossi in 2014. After paying $40 million for the home in January 2014, the couple sold it for $55 million—a mere six months later! It was reportedly purchased by Napster cofounder Sean Parker.
$13.2 Million Pair of Condominiums, Westwood
Although it may seem like DeGeneres and de Rossi are invincible when it comes to flipping properties for profit, they, too, have experienced the whims of the real estate market. Case in point: a pair of L.A. condos the couple purchased in 2014 for $13.2 million. Three years later, they sold them for $11.85 million, taking a loss of $1.35 million. Better luck next time! (No, literally. See below...)
$16 Million Villa, Beverly Hills
It wasn’t long before Ellen and Portia made quite the comeback, selling a Beverly Hills villa they’d bought for $16 million in 2014 for a cool $35 million in 2017.
$7.2 Million Historic Home, Montecito
Rancho San Leandro was added to the couple’s impressive real estate portfolio in 2017, when DeGeneres and de Rossi spent $7.2 million for it—before selling it to Tinder founder Sean Rad for $11 million the following year.
$18.6 Million Mansion, Carpinteria
At this point, we’re beginning to wonder why we aren’t as invested in flipping houses as Ellen and Portia are, because almost everything they touch turns to gold. Example: the Carpinteria beachfront mansion they purchased in 2017 for $18.6 million and sold two years later for $23 million.
$15 Million John Elgin Woolf–Designed Mansion, Beverly Hills
The daytime talk show host and Arrested Development star acquired a Hollywood Regency–style abode in 2018 for $15 million, selling it less than a year later for $15.5 mil.
$6.7 Million Ranch, Santa Barbara
That same year, Ellen and Portia dropped $6.7 million on a Santa Barbara ranch, one year prior to selling it for $6.98 million to Nickelodeon president Brian Robbins.
$27 Million Mansion, Montecito
DeGeneres and de Rossi sold their Montecito mansion (purchased in 2019 for $27 million) for $33.3 million in 2020, according to The Real Deal.
$45 Million Mansion, Beverly Hills
In May 2019, the couple spent $45 million on a Beverly Hills mansion that had recently been renovated by then-owners Adam Levine and Behati Prinsloo. In 2021, it was listed for $53.5 million, and it sold for roughly $47 million, according to the Wall Street Journal.
$3.6 Million Home, Montecito
In 2020, the famous duo purchased a $3.6 million house in Montecito, which they then sold to Ariana Grande for $6.7 million. This unique estate actually consists of two Tudor-style barns that were relocated from the English countryside and reconstructed on-site in the 1980s.
$49 Million Estate, Montecito
This $49 million mansion that just happens to be situated in the same enclave as Prince Harry and Meghan Markle’s own sprawling Southern California pad. The sale took place in September 2020, according to Insider.
$12 Million Estate, Montecito
Yet another Montecito home is on this list as of March 2023—this time, it's one that DeGeneres and de Rossi paid $12 million for in September of 2021, according to Dirt. It's now on the market for $13.9 million. Riskin Partners Estate Group at Village Properties has the listing, which you can find here.
$21 Million Estate, Montecito
Once more, DeGeneres has added a Montecito estate to her real estate portfolio. Built in 2014, this $21 million property boasts three bedrooms and four-and-a-half bathrooms, across 11,947 square feet. According to Dirt, the dwelling originally had an asking price of $35 million, so the comedian appears to have gotten a great deal!
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