23 Famous House Flippers

Celebrities make looking good so easy. Those who flip homes when not in the spotlight also make house flipping seem simple — they buy houses, make some repairs, put them back in the market, and make lots of money!

Well, just like celebrities, there are also a lot of misconceptions about house flipping. While the concept is uncomplicated (buy low and sell high), flipping houses, just like most other businesses out there, also requires a lot of knowledge, planning and hard work.

While celebrities may use their connections, money, fame and good looks to reap success in the world of house flipping, just like other real estate investors, they also have to be smart to do well.

Looking up to celebrities to stay fit and beautiful and now to jumpstart your house flipping career? Keep on reading. Below you will come across some of the biggest stars who flip homes and are shining brightly at it!

Jeremy Renner

Most people, especially those who are fans of the Marvel Cinematic Universe, know Jeremy Renner as the actor who played Hawkeye, a superhero who hits the target each time with his arrows.

In 2015, Jeremy Renner also sealed the deal with Remy Martin, a company that produces and sells cognac.

Well, when he’s not wearing his Avengers uniform and fighting off criminals and intergalactic villains together with his teammates, Jeremy Renner is busy with flipping houses.

As a matter of fact, it’s his primary source of income even before making it big in Tinseltown. In the early 2000s, he teamed up with a real estate investor slash the best bud, Kristopher Winters, to sell lots of flipped homes.

Although Jeremy Renner gets more money from acting than flipping houses, he continues to buy properties, fix them up, and sell them because it’s his first love — and he knows that he’s good at it! Jeremy

Renner is fond of getting his hands on homes with old architectural styling and giving them a makeover to be relevant to today’s living standards.

Jennifer Aniston

We all know her for playing Rachel on the popular TV sitcom Friends and sporting the Rachel ‘do, which everybody loved except for the actress herself.

These days, Jennifer Aniston is busy as a movie actress, film producer, spokesperson, and businesswoman, and one of her sources of income away from the spotlight is house flipping.

It seems that no one can stop raving about Jennifer Aniston’s natural knack for flipping homes. For instance, a Beverly Hills estate that she purchased and renovated for $13.5 million was sold for $35 million in just a couple of months after putting it in the market.

Her money and gorgeous looks may be helping her to sell big each time alright. But without her top real estate skills, she won’t be able to dazzle in flipping homes.

By the way, Jennifer Aniston owes her current house flipping success to someone who encouraged her to get into real estate investing in the past. Keep on reading to know who this person is.

Courteney Cox

Jennifer Aniston and Courteney Cox are not only gal pals on Friends where they played self-involved but sweet Rachel Green and obsessive-compulsive but caring Monica Geller respectively — they are also best friends in real life!

Many of Courteney Cox’s family members are contractors, and that’s why it doesn’t come as a surprise why she ended up in real estate investment.

Well, it was she who inspired Jennifer Aniston to try her hands on house flipping. The Cougar Town star has sold flipped homes to a lot of hot-shot people, such as Ricki Lake and the owner of the Dodgers.

By the way, Courteney Cox is extremely fond of flipping mid-century gems with distinctive architectural styling. The more distinguished the appearance, the more it will catch her keen blue eyes.

Jack Osbourne

The offspring of the heavy metal legend Ozzy Osbourne, Jack Osbourne started making a name for himself by starring in the reality TV show The Osbournes together with the rest of the bunch.

His love for the paranormal is evidenced by his TV shows such as Haunted Highway, Portals to Hell, and The Osbournes Want to Believe.

When it comes to house flipping, Jack Osbourne has a reputation of getting his hands on real estate properties with low price tags, flipping them, and selling them high — and selling them as quickly as possible, too.

For instance, he once bought a Las Feliz, LA period home for $2.8 million and, after putting it in a much better condition, sold it for $3.2 million.

But that’s not the most impressive part of the story: Jack Osbourne was able to sell the said real estate property in just a month after putting it up for sale.

Sharon Osbourne

Another popular Osbourne on the face of the planet is Sharon Osbourne, a judge on The X-Factor, The Talk co-host, music manager, author and the other half of you-know-who.

Just like her son, Jack Osbourne, whom we just talked about above, she’s also into flipping houses.

Sharon Osbourne once said that what made her different from other celebrity house flippers is that she knows very well how to get her maximum price just because she’s Sharon Osbourne.

The mother of three and wife to one of the biggest musicians of all time is known to buy the homes of famous people and sell them to other famous people.

Back in 2017, Sharon Osbourne hosted her own house flipping TV show called Sharon Flipping Osbourne, where she used her own money to renovate a couple’s property.

Unfortunately, it ran for just one season due to low ratings. Some viewers also said that it focused more on the Osbourne family and the guests rather than house flipping itself.

Tobey Maguire

Best known for playing Peter Parker slash Spider-Man in the Spider-Man trilogy (2002 to 2007) by American filmmaker Sam Raimi as well as his cute baby face, Tobey Maguire is busy flipping homes when he’s not in front of the camera. And he’s one successful dude at that.

He may be keeping his house flipping alter ego low-key, but, when it comes to profits, he’s always doing it with a big bang.

For instance, he purchased a plantation-style house in LA, which once belonged to celebs such as Courteney Cox and Ricki Lake, for $8.5 million. He then flipped it with a price tag of $10.25 million.

When flipping houses, Tobey Maguire often seeks the help of his wife, Jennifer Meyer, a jewellery designer, although they have called it quits in the late part of 2019.

And it’s because of this breakup why he decided to sell his bachelor pad located in Santa Monica — he acquired it back in 2015 for $2.7 million and sold it for $3.3 million.

Scott Disick

An American media personality and socialite, too, Scott Disick is best known for his regular appearance on the reality TV show Keeping Up With the Kardashians as well as its various spin-offs.

When he’s not busy keeping up with his ex-girlfriend Kourtney Kardashian, with whom he has three kids, and the rest of the Kardashian clan, Scott Disick is engaged in a lot of his expensive hobbies (cars, sports, wristwatches, trendy clothes, etc.) as well as house flipping.

He’s so good with and passionate about flipping houses that, back in 2019, he had his own house flipping TV show called Flip It Like Disick, where he teamed up with singer, dancer, and TV personality, Willa Ford.

Flip It Like Disick is not your ordinary house flipping TV show. That’s because it involves multi-million dollar estates and cameos by the Kardashians. In front of and away from the camera, Scott Disick is known to flip luxury real estate properties in LA and elsewhere.

Jennie Garth

Fans know her as Kelly on the steamy TV show, Beverly Hills, 90210, and as Val on the funny TV sitcom, What I Like About You. Back in 2014, Jennie Garth hosted her very own house flipping slash reality TV show called The Jennie Garth Project, which consisted of ten episodes.

The Jennie Garth Project chronicled the actress’ attempt at renovating her Studio City, LA house, which is a ranch home dating back to the 1970s.

She sought the help of a few contractors as well as her crew to turn the property from olden to modern.

If you happened to catch some of the episodes, you would have seen that Jennie Garth provided elbow grease — she admits to being hands-on when it comes to renovating a home.

When investing in real estate properties, Jennie Garth focuses on worn-out homes and brings back their former glory. The 48-year-old blonde actress says that, personally, fun comes first before profit when it comes to house flipping.

Naya Rivera

Although she has appeared many times on TV in the past, it was her stint as the lesbian cheerleader, Santana, on the widely popular teen TV show Glee that made her reach her current superstar status. Back in 2010, she even won a Screen Actors Guild award for the said role.

Her very first taste of house flipping took place back in 2013 when she sold her renovated home in Beverly Hills within a year of listing it.

After making $625,000 from the sale, Naya Rivera kept on flipping properties. In fact, she was so serious about her newfound love that she had her entire family involved in the long run.

For instance, her mother, Yolanda, was responsible for listing some of her purchased homes.

Unfortunately, in the middle of 2020, Naya Rivera made headlines: she went missing at Lake Piru in California while on a boating trip with her 4-year-old son — her son was found alone on their rented pontoon boat and, after about a week, Naya Rivera’s body was found. Authorities confirmed that she drowned accidentally.

Vanilla Ice

The very first hip-hop track to make it to the number one spot of the Billboard Hot 100 back in 1990 was “Ice Ice Baby” by Vanilla Ice.

When he’s not telling people to stop, collaborate, and listen, Vanilla Ice (real name: Robert Matthew Van Winkle) is busy flipping mansions and selling them to rich people.

Because he’s so good at getting his hands on real estate properties and making lots of money putting them in the market afterward, Vanilla Ice caused the heads of the DIY Network to turn toward his direction, leading to the creation of his very own house flipping TV show entitled The Vanilla Ice Project.

Although it’s not clear if the show will have a 10th season, many are sure that The Vanilla Ice Project will be back.

There are many other musicians who are great at flipping homes, and we will talk about them in a few. But, because of his credentials in the house flipping industry, it’s evident that Vanilla Ice is one of the best of the bunch.


Back in 2019, Drake (real name: Aubrey Drake Graham) was the 5th richest rapper on Forbes’ list, and it doesn’t really come as a huge surprise.

That’s because his net worth is estimated at a whopping $150 million (these days, however, some sources say that it’s $180 million).

As a matter of fact, Drake is so rich that he spent $1 million to have 20-foot trees planted around his $100 million property in Toronto just to make it fit better in the neighborhood.

Refrain from assuming, however, that Drake is bad when it comes to managing his money. To preserve and expand his wealth, the Canadian rapper, songwriter and record producer keeps himself busy, too, with all sorts of money-making ventures, and house flipping is just one of those.

Just like with rapping, Drake is also phenomenal at house flipping — he once sold a couple of posh Miami condominiums in just less than 24 hours!

Being a big star is helping him to be a big-shot house flipper, which is why most of his buyers are A-listers, too. However, it’s for certain that his real estate investing skills and instincts are major role players as well.


Other than Drake, there is another one-name rapper in town who’s also into house flipping. It’s none other than Akon (real name: Aliaume Damala Badara Akon Thiam), the Senegalese-American musician who sang “Smack That” which featured Eminem.

He’s had many other hits, too, and some of them are “Beautiful”, “Locked Up”, “I Wanna Love You”, and “Right Now (Na Na Na)”. Akon collected tons of music awards nominations and wins as well.

Even though it seems like Akon is no longer that active in the hip-hop music scene these days, he doesn’t mind because he’s busy with a lot of things.

For instance, one of his cash-generating endeavors is house flipping. When it comes to flipping real estate properties, Akon is actively involved with the renovating and redesigning department.

It’s his top-notch knack for real estate why he now has a coastal village in western Senegal called Akon City.

According to the rapper, it is a green and futuristic city inspired by Wakanda, the name of a fictional kingdom in Africa ruled by Black Panther, a Marvel Cinematic Universe and comic book character.

Adam Levine

Hip-hop artists are not the only ones hopping between the recording studio and real estate investing. There are musicians from other genres who are also into house flipping.

Case in point: Adam Levine, the lead singer of the LA-based pop-rock band Maroon 5 and a coach on the hit TV singing competition The Voice.

When he’s not engaged in singing and coaching amateur singers how to sing better, Adam Levine is into house flipping.

However, unlike most other celebs that we have talked about so far, Adam Levine does not partake in real estate investing alone. He does it with his wife, Behati Prinsloo, a supermodel.

One of the most impressive house flipping projects of the power couple is a massive Beverly Hills mansion that they bought for $33.9 million and sold for $45 million to Ellen DeGeneres, another celebrity house flipper — we will talk more about Ellen’s house flipping life later.

Colbie Caillat

Other than hitting high notes while playing her guitar, Colbie Caillat is also generating high income by flipping homes.

The American singer slash songwriter, who rose to fame with her track Bubbly, admits to using a formula that never fails to work to her advantage each time. It’s none other than buying a property that’s almost ready to go.

It makes perfect sense: because of her busy music career, the songstress doesn’t have all the time in the world to actively engage in repairing and redesigning homes.

This is why she chooses to get her hands on those that require minimal to no attention, thereby allowing her to put it back on the market with a slightly higher price tag.

One of Colbie Caillat’s most notable house flipping endeavors involved her own Hidden Hills, California residence. She bought it for $6.1 million and, after seven months, put it up for sale for $6.4 million.

Her revenues may not be worth millions. However, small profits from a series of house flipping can quickly add up.

Beck Hansen

As if he’s not happy with his resume that says he’s a singer, multi-instrumentalist, songwriter and record producer, Beck Hansen also stepped foot in the world of real estate investing.

As a matter of fact, he’s been flipping homes for about 12 years now, and has sold a lot of renovated houses in LA, raking up tons of money each time.

The first time that Beck Hansen tried his hands on buying real estate properties and selling them at higher price tags was back in 2002 when he purchased a Hancock Park home, which he sold for double the price after three years.

If you think that it’s just beginner’s luck, think again — Beck Hanson made another million on a flipped house back in 2007.

Not too long ago, Beck made $600,000 by selling a three-bedroom Tudor-style house for $3.75 million after acquiring the property the year before for $3.15 million.

Alex Rodriguez

There are a couple of things that Alex Rodriguez, or A-Rod to those who adore him, is famous for. First, he used to play for the Major League Baseball (MLB) for 22 long seasons.

Second, he’s engaged to none other than Jennifer Lopez — also known as J.Lo and is known to be many things, from an actress, dancer, singer to fashion designer.

Considered as one of the most controversial personalities in the entire history of professional American baseball, Alex Rodriguez is also a philanthropist and businessman, and one of his businesses is flipping houses.

His very first taste of selling real estate properties is when he sold his mansion back in 2013, making $13 million in profits.

Since then, he never stopped flipping luxury homes, raking in millions of revenues each time.

However, the recent house flipping that he did with his fiancée didn’t go that well — it was a Malibu beach house (formerly owned by Entourage actor Jeremy Piven) that they purchased for $6.6 million and sold, two years after, for only $6.7 million.

But that’s okay as they are trying to bounce back from it chillaxing in their new Star Island mansion worth $32.5 million.

Michael Strahan

Alex Rodriguez is not the only ex-athlete who’s currently into flipping homes.

There’s also Michael Strahan, a former professional football player who had a successful career with the New York Giants of the National Football League (NFL) for 15 years. These days, he’s busy with TV hosting and investing in real estate.

While he is confident that he can purchase and renovate just about any home and sell it for a higher price, Michael Strahan focuses more on investing in properties that come with interesting backgrounds.

He’s also fond of buying homes, living in them, and putting them in the market after some time.

For instance, back in 2014, he sold the Brentwood mansion that he shared with his ex-fiancée of seven years, former supermodel Nicole Murphy — he purchased it for $16 million only, and sold it for a staggering $23 million, making an incredible profit.

Michael Strahan also generated lots of money after selling his apartment in Tribeca, New York back in 2013.

Dianne Keaton

Acting chops, awards nominations and wins, distinctive personality, sense of style — these are the things that Dianne Keaton is known for.

But for those who are on the hunt for California homes with lots of character, the 74-year-old actress is also a revered real estate investor for having an eye for phenomenal properties.

Dianne Keaton has a soft spot for luxury homes teeming with a traditional vibe but also lots of potential. So, in other words, she’s a smart house flipper.

Some of her most impressive accomplishments in the world of flipping homes include a sprawling property in the Pacific Palisades which she bought for $5.6 million and sold for $6.9 million, and a charming Spanish Colonial home in Beverly Hills which she bought for $8.1 million and sold for a whopping $10 million.

Meryl Streep

A lot of people consider Meryl Streep as the best actress for her generation, what with her 21 Academy Awards nominations (she has won three), and 32 Golden Globes nominations (she has won eight). Aside from her award-winning acting, versatility, and flawless accents, Meryl Streep is also known to flip houses.

Back in 2014, Meryl Streep and his husband, sculptor Don Gummer, decided to sell their mid-century Hollywood Hills estate, which is the stunning 1954 Research House designed for Arts & Architecture magazine’s Case Study House Program during its initial run.

Meryl Streep acquired it for $4.5 million and sold it for $4.8 million.

Initially, Meryl Streep put it in the market with a hefty price tag of $6.75 million. Unfortunately, no one was interested.

She slashed the price twice until someone bought it for a lot less than her expectations. But still, a $300,000 profit is not bad for someone who is more of a superstar than a real estate investor!

Jane Seymour

There is another veteran actress in the house who’s into house flipping, and it’s none other than Jane Seymour, a British-American actress is famous for her performances in blockbusters such as Live and Let Die, Somewhere in Time, East of Eden, and War and Remembrance. Jane Seymour also played Dr.

Michaela Quinn in the hit American Western drama TV series, Dr. Quinn, Medicine Woman.

When it comes to house flipping, Jane Seymour is never afraid to invest big bucks to make lots of cash afterward.

For instance, she shelled out a monstrous $5 million for the renovation of a property in Malibu that had been in her family for generations. She sold it, later on, making a multi-million dollar profit from the deal.

The nicest thing about Jane Seymour as a real estate investor is that she actively participates in the renovating process, devoting her time and energy to her every project instead of simply leaving everything to the contractors.

And this is why she is one of the most respected celebrity house-flippers these days.

JoJo Fletcher

A contestant (and the lucky winner, too) on the 12th season of The Bachelor and lead on the 20th season of The Bachelorette, JoJo Fletcher (real name: Joelle Hannah Fletcher) was into house flipping before she appeared on TV.

As a matter of fact, she was already into real estate back in college.

Her very first taste of real estate was while she was attending Baylor University — together with her parents and an architect, she built a house on the campus in which she and her friends lived for a couple of years.

Because of her real estate development experience and passion, JoJo Fletcher landed a house flipping TV show on NBC called Cash Pad, where she teamed up with Jordan Rodgers, a former professional American football quarterback and also the winner of The Bachelorette where JoJo Fletcher was the lead.

And, just in case you are wondering, the two are still very much together and are getting ready to tie the knot.

Brad Blumenthal

It’s not just for appearing in movies such as Hook, Pulp Fiction, and Volcano that Brad Blumenthal is famous for. These days, he is also known in LA as a prolific real estate investor.

It doesn’t really come as a big shock why he’s known as such because, since he started flipping properties, he has already sold almost 20 homes.

Brad Blumenthal’s formula for success is simple: he buys real estate properties that he can easily sell.

However, it’s important to note that he tends to buy luxury homes in prime spots, which extremely rich people can buy without any trouble, and this allows him to generate lots and lots of profit quickly.

As an example, back in 2013, he listed an expensive mansion in Hollywood Hills, and it got sold for $28.9 million. Brad Blumenthal is mum on how much he procured the property.

However, knowing his lengthy experience with house flipping, it is safe to assume that he made a handsome profit out of it.

Ellen DeGeneres

Last but not least, there’s Ellen DeGeneres — this list of famous house flippers won’t be complete without mentioning the American comedian, TV host, actress, writer, producer, and businesswoman.

And one of her money-making endeavors is home flipping, through which she rakes in millions together with her wife, Portia de Rossi.

Through the years of being in real estate investing, Ellen DeGeneres has sold many properties. However, none of them is as attention-grabbing as the Brody House, which is easily one of the best properties in LA.

Located in Holmby Hills, the Brody House was sold by Ellen DeGeneres to a tech billionaire for a staggering $55 million. The said deal allowed the much-loved TV host to pocket $15 million.

Ellen DeGeneres has a penchant for real estate properties with stunning architectural styling. As a matter of fact, back in 2014, she purchased a house that she flipped in 2007 just because she was in love with its structural design.

By the way, it’s been 30 years since Ellen DeGeneres fell in love with real estate investing, and she had already lost count of the total number of houses that she bought and sold.

Just Before You Go

Refrain from assuming that celebrities know nothing but to party and shop. Many of them are smart and hardworking business people, such as the house flippers we talked about above.

If truth be told, they are just like any other real estate investors out there, except that any property that you will buy from them will surely be more interesting than the properties that your friends bought from other house flippers!

Bekka Lee

Hi, I am Bekka Lee. I am a mom of three wonderful children (16, 12, and 0.3 years old).

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