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Ellen DeGeneres’ Profitable Real Estate Side Hustle: Life After Comedy Explored in Netflix Special

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Ellen DeGeneres' Profitable Real Estate Side Hustle

Ellen DeGeneres has returned to the spotlight, but this time with a fresh perspective. In her new Netflix special, For Your Approval, the former talk show host revisits her meteoric rise, her well-documented controversies, and her post-show life alongside her wife, Portia de Rossi. While her humor takes center stage, the special only hints at one of Ellen’s most lucrative ventures outside the world of entertainment: her impressive real estate portfolio.

From Comedy to Real Estate Mogul

From Comedy to Real Estate Mogul

Ellen DeGeneres has long been known for her quick wit and infectious laugh, but behind the scenes, she’s been building a different kind of empire. Over the years, Ellen and Portia have earned a reputation as savvy real estate investors, buying and flipping high-end properties for enormous profits.

Her journey into real estate began with a Spanish bungalow in West Hollywood, a home she purchased, renovated, and sold for a profit. “The first thing I did when I made money was buy a house,” Ellen has said, admitting she quickly became hooked. One house led to another—and then another—until she and Portia found themselves navigating a robust real estate portfolio that stretches across California.

High-Stakes Deals and Hollywood Hills Success

Hollywood Hills Success

Ellen’s knack for flipping homes became evident early on. In 2003, shortly after launching The Ellen DeGeneres Show, she purchased a Hollywood Hills home for $6 million, selling it three years later to actor Will Ferrell for $9 million. A few years later, she bought another home in the same area for $1.275 million, selling it to Heath Ledger for $2.1 million—a significant profit that hinted at her growing expertise.

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But Ellen and Portia weren’t just focused on profits—they also poured their creativity into each property, adding features like guesthouses, meditation rooms, and custom decor to make each home uniquely theirs.

Montecito: The Crown Jewel of Ellen’s Portfolio

Montecito

The affluent Montecito area has become a favorite for Ellen and Portia, who have owned several properties there. In 2007, the couple purchased a $15.75 million mansion, sold it for $20 million, and went on to acquire a sprawling compound in 2008 for $29 million, where they later hosted their wedding.

Their passion for creating luxurious, one-of-a-kind spaces was evident in this estate, where they added features like a sunken tennis court, guesthouses, and a poolside entertainment pavilion. Although they initially listed the property for $60 million, they ultimately sold it to Ryan Seacrest for $37 million in 2012.

Flipping Architectural Gems

Holmby Hills

Ellen’s taste for architecturally significant homes has also defined her real estate career. In 2014, she purchased a Holmby Hills home designed by A. Quincy Jones for $40 million and flipped it just six months later for $55 million, pocketing an impressive $15 million profit.

One of her most ambitious projects involved a 16-acre Montecito estate with ocean views. Purchased for $26.5 million, the property underwent extensive upgrades, including the addition of a second pool and a tennis court. Ellen and Portia sold it five years later for $34 million.

A Decade of Lucrative Deals

Montecito mansion

In recent years, Ellen and Portia have accelerated their real estate ventures, racking up impressive profits. In 2020, they sold a $27 million Montecito mansion for $33.3 million, quickly followed by another local property flipped to Ariana Grande for double its purchase price.

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The pair continued their winning streak in 2022, selling a Spanish-style Montecito mansion to talent manager Scooter Braun for $36 million, just six months after purchasing it. Later that year, they acquired a $70 million Tuscan-style estate in Carpinteria, which Ellen sold in 2024 for $96 million, making a staggering $26 million profit.

Balancing Passion and Profit

Malibu

While real estate might seem like a side hustle, Ellen’s commitment to creating beautiful homes suggests it’s more than just a business venture. She and Portia have a knack for turning properties into works of art, blending timeless architecture with modern functionality.

In her Netflix special, Ellen humorously reflects on her unexpected love for chickens and gardening—but it’s clear her passion for home design and investment plays an equally significant role in her post-show life. Whether she’s crafting a Montecito retreat or flipping a Malibu beachfront villa, Ellen’s real estate journey is as captivating as her comedy career.

In Conclusion

Ellen DeGeneres has found success far beyond the spotlight. Her sharp instincts in the real estate market have turned her into a bona fide mogul, blending her love for design with a keen business sense. As she continues to transform properties—and profits—it’s clear that Ellen’s story isn’t just about bouncing back but about thriving in an entirely new chapter.

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