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    You are at:Home»Side Hustle»Exploring Ellen DeGeneres’s Real Estate Ventures as She Contemplates Life Beyond Comedy
    Side Hustle

    Exploring Ellen DeGeneres’s Real Estate Ventures as She Contemplates Life Beyond Comedy

    administratorBy administratorOctober 26, 2025023 Mins Read
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    When Ellen DeGeneres Isn’t Bringing Laughs, She’s Making Serious Cash

    Benzinga and Yahoo Finance LLC might earn a pretty penny from the links below; so if you’re wondering why those links exist, there you have it—probably to fund Ellen’s next house flip.

    The House Flipping Duo

    Ellen DeGeneres, everyone’s favorite funny lady, isn’t just content cracking jokes. After years of entertainment success, she decided to dabble in real estate, because why not turn that “funny money” into something more tangible? Along with her wife, Portia de Rossi, these two have attracted attention not for their punchlines, but for their astonishing ability to flip houses faster than a pancake on a Sunday morning.

    Living the High Life

    Their real estate escapades aren’t your average backyard sheds either. We’re talking about luxurious estates that could make even Monopoly board pieces green with envy. From opulent mansions in Montecito to contemporary abodes in Beverly Hills, their portfolio seems like it was curated by a particularly wealthy squirrel hoarding nuts—in this case, real estate gems.

    Architectural Wonders

    So what’s their secret sauce? Ellen’s strategy often involves snatching up architecturally significant homes—because why flip a regular house when you can revive a historical masterpiece? She modernizes them just enough, then offloads them to buyers who probably overpay for the privilege of saying, “My house used to belong to Ellen!”

    A Glimpse into the Past

    When Ellen kickstarted her talk show in 2003, she dipped her toes in the real estate pool with a $6 million Hollywood Hills pad. Fast-forward three years, and she “gifted” it to Will Ferrell for a meager $9 million—because why would anyone keep a profit less than $3 million?

    More Deals Than Days in the Week

    In 2008, at the height of compound acquisitions, the couple snatched up a $29 million Los Angeles compound—where they decided to tie the knot, probably laughing all the way to the wedding venue. Over time, they put in more upgrades than most people put into their entire lifetime savings. But hey, nothing says “forever” like a three-acre estate with a meditation room and a gym, right?

    Another Day, Another Flip

    Their adventures don’t stop there! In 2011, a Malibu home from Brad Pitt bought for $12 million was sold for $13 million shortly after, making it an “only slightly regrettable” impulse buy. But their crowning achievement may very well be the recent $21 million purchase turned $36 million sale just six months later. Talk about a Cinderella story, if Cinderella had a thing for luxury estates!

    Feeling Inspired?

    So, if you ever find yourself daydreaming about turning that family heirloom into the next great distressed property flip, maybe take a cue from Ellen. Just remember, the house-flipping game isn’t all laugh tracks and glittering chandeliers. It takes a discerning eye, an acute sense of timing, and perhaps a little bit of luck sprinkled in—oh, and the ability to negotiate with high-profile buyers who might be less interested in your charm and more in the prestige of previously owned Ellen real estate.

    Wondering if your investments could lead to being the next big-name flipper? Consult a financial advisor. Who knows—you might just end up with a $5 million nest egg and the ability to claim you’ve “been there, flopped that.”

    Comedy Contemplates DeGeneress Ellen Estate Exploring Life Real Ventures
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