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Despite the rich and famous spending lavishly on grand mansions for comfortable living or as collectibles, the real estate market proves unforgiving. Many such properties now languish on the market, their once immense value drastically diminished.
#1: Tommy Hilfiger’s Connecticut Estate
The asking price: $48 million
What it was bought for: still on the market
Tommy Hilfiger’s enchanting Connecticut mansion, a true masterpiece of design, is proving surprisingly hard to sell. Once known as Chateau Paterno, the estate was originally crafted for Charles Paterno and boasts stunning rose and water gardens, a charming greenhouse, and a cozy cottage.
Inside, it’s a treasure trove of art adorned with vibrant paintings and sculptures. Listed at $48 million in 2020 as Hilfiger prepared for a sunnier life in Florida, this artistic haven has yet to attract a buyer. A year later, the iconic property remains unsold, its timeless beauty waiting for someone to call it home.
#2: Jennifer Lopez’s LA Estate
The asking price: $17 million, lowered to $12.5 million
What it was bought for: $10 million
Jennifer Lopez’s Los Angeles mansion is the pinnacle of star-studded luxury, boasting nine lavish bedrooms, a private dance studio, a gym, a theater, and a recording studio fit for a superstar. Originally hitting the market in 2015 with a $17 million price tag, the estate oozes Hollywood glamour.
However, steep property taxes in LA have prompted Lopez to slash the price by $4 million, making this glittering oasis a bit more attainable. Even with the discount, the home remains an opulent gem, perfectly embodying the superstar’s larger-than-life persona and offering buyers a chance to live like a true A-lister.
#3: Sylvester Stallone’s La Quinta Estate
The asking price: $4.5 million, dropped to $3.9 million
What it was bought for: $3.15 million
Sylvester Stallone’s stunning La Quinta, California mansion is a heartfelt homage to his Italian heritage. The Hollywood legend personally handpicked every detail of the decor. This Mediterranean-inspired retreat exudes old-world charm, blending timeless elegance with modern luxury.
Initially listed in 2014 for $4.5 million, the property’s allure hasn’t entirely translated into buyer interest. Now priced at $3.9 million, it remains a hidden gem waiting for the right owner to appreciate its unique character and connection to Stallone’s storied legacy.
#4: Ellen DeGeneres’ Mansion
The asking price: $8 million
What it was bought for: $5.85 million
Ellen DeGeneres and Portia de Rossi, famed for their unmatched skill in flipping luxury homes, have encountered an unexpected hurdle. Their sleek Los Angeles condo, an $8 million surprise, has lingered on the market since 2014, unable to capture a buyer’s heart.
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Known for turning real estate into an art form, the power couple’s impressive winning streak may have met its match with this high-end property. While their knack for curating exquisite homes remains undeniable, the condo’s prolonged stay on the market suggests even the best in the business face the occasional challenge in the ever-changing luxury real estate game.
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#5: Joey Lawrence’s Los Angeles Estate
The asking price: $2 million
What it was bought for: still on the market
Joey Lawrence, beloved for his iconic role in Blossom, is saying goodbye to his stunning Spanish-style mansion in Los Angeles after nearly two decades of calling it home. Purchased in 1994 for $1.4 million, this charming estate exudes timeless elegance, featuring six spacious bedrooms, indulgent saunas, a cozy cinema, and a lavish master suite fit for a Hollywood star.
Now listed at $2 million, the home blends warmth and luxury, reflecting Lawrence’s journey through fame and family life. With its storied history and unique charm, this property offers a rare opportunity for its next lucky owner.
#6: Matt Lauer’s Hampton Mansion
The asking price: $44.8 million
What it was bought for: undisclosed amount
Tucked away in the serene Hamptons, Matt Lauer’s opulent vacation retreat embodies coastal luxury. This breathtaking estate boasts six elegant bedrooms, a grand wraparound porch, and unrivaled beachfront views that set the stage for spectacular sunsets.
A true haven for tranquility and indulgence, the property invites its next owner to embrace its charm. Listed at a staggering $44.8 million, the home has sought a buyer since 2019. Despite its allure, the high price tag has left this seaside gem waiting for someone ready to claim it as their piece of paradise in one of the world’s most coveted destinations.
#7: Steven Cohen’s Luxurious Penthouse
The asking price: $113 million, lowered to $98 million
What it was bought for: $30.5 million
One might think a real estate mogul like Steven Cohen could effortlessly close a deal, but his New York penthouse tells a surprising story. Originally listed in 2013 with an eye-popping $113 million price tag, the ultra-luxurious property has seen its value steadily drop, now asking $98 million.
A jewel in the Manhattan skyline, the penthouse features unparalleled views and opulence but has struggled to find its perfect buyer. Even for a seasoned tycoon, the challenge of selling high-end real estate in a competitive market proves that sometimes, even the most glamorous properties need more than just a famous name.
#8: Alan Wilzig’s New York Townhouse
The asking price: $44 million
What it was bought for: $12.65 million
Alan Wilzig, whose life inspired a minor character in The Wolf of Wall Street, has faced an uphill battle selling his extravagant New York townhouse. Originally listed in 2014 with a staggering $44 million price tag, the property continues to sit on the market, testing the prominent businessman’s patience.
Renowned for its cutting-edge design and luxury features, the townhouse has yet to find its match among the city’s elite buyers. Despite its cinematic connection and Wilzig’s high profile, this stunning home remains unsold, proving even the most iconic addresses can be tough to move in New York’s competitive market.
#9: Mel Gibson’s Malibu Mansion
The asking price: $14.5 million, down to $11.8 million
What it was bought for: still on the market
Mel Gibson’s stunning Malibu estate, originally listed for $14.5 million in 2010, has unexpectedly lingered on the market for over a decade. Despite its dazzling appeal and prime location, the property struggled to captivate buyers.
Efforts to spark interest included price cuts to $12.8 million and then to $11.8 million, yet no sale was finalized. With its charm and luxury mix, the mansion has defied all expectations, standing as a puzzling case in Malibu’s high-demand real estate scene.
#10: Kurt Russell and Goldie Hawn’s Malibu Mansion
The asking price: $14.8 million
What it was bought for: $9.5 million
Since 2011, Kurt Russell and Goldie Hawn’s Malibu mansion, priced at an eye-popping $14.8 million, has bafflingly failed to find a buyer. With its lush tropical aesthetic and enviable oceanfront location, one might expect the home to be snapped up instantly—but it remains on the market, unsold.
Rather than letting the property sit idle, the Hollywood power couple turned it into a lucrative Airbnb rental, offering an exclusive slice of paradise for $95,000 a month. Lavish yet elusive, this dreamy retreat has become a magnet for renters, though its future owner remains as mysterious as its enduring allure.
