The Epic Saga Of 50 Cent’s Connecticut Mansion: Why The 50,000 Sq. Ft. Megahome Is Back On The Market For $9.9 Million

The sprawling Connecticut mansion once owned by rapper Curtis "50 Cent" Jackson is back in the spotlight, proving its tumultuous real estate history is far from over. As of late 2025, the infamous Farmington estate—a property known for its colossal size, lavish amenities, and a dramatic, record-breaking sale at a massive discount—has been relisted on the market with a stunning new price tag, signaling a significant turnaround after a multi-million-dollar renovation by its current owner. This article dives deep into the history of the legendary home, from its origins with Mike Tyson to 50 Cent's high-profile struggle to sell it, and the surprising reason it’s now commanding a premium price once again. This 50,000-square-foot behemoth, located at 50 Poplar Hill Drive, represents a unique chapter in celebrity real estate, embodying the ultimate rise and fall of a luxury asset. Its saga involves two of the biggest names in entertainment and sports, a protracted 12-year sales battle, and a final transaction that became a cautionary tale about the costs of maintaining a superstar lifestyle. The home's current status and new asking price are the freshest development in a story that has captivated real estate watchers and fans of the "Get Rich or Die Tryin'" mogul for over a decade.

Curtis '50 Cent' Jackson: A Brief Biography and Real Estate Timeline

The owner of the mansion, Curtis Jackson, better known as 50 Cent, is one of the most successful rappers, actors, and entrepreneurs of his generation. His journey from the streets of South Jamaica, Queens, to a global business mogul is the stuff of legend.

• Full Name: Curtis James Jackson III
• Born: July 6, 1975, in South Jamaica, Queens, New York City.
• Career Highlights: Rose to global fame with his 2003 debut album, Get Rich or Die Tryin', and founded the hip-hop group G-Unit. He is also a successful actor, director, and television producer (notably with the Power franchise).
• Connecticut Mansion Purchase: Jackson purchased the Farmington, CT estate in 2003 for $4.1 million from boxer Mike Tyson.
• Renovations & Expansion: He reportedly poured between $6 million and $10 million into renovations, customizing the property to his extravagant taste.
• The Listing Battle: First listed in 2007 for $18.5 million, the price was slashed repeatedly over the next 12 years.
• The Final Sale: The mansion finally sold in 2019 for $2.9 million, an astounding 84% discount from the original asking price.
• Current Status: Jackson continues to expand his media empire, focusing on film and television production through his company, G-Unit Film & Television.

Inside the Mammoth Mansion: 50,000 Square Feet of Celebrity Excess

The Farmington estate is not just a large house; it is one of the largest private residences in the entire state of Connecticut, a true luxury compound. Its sheer scale and unique features are what made it a headline-grabbing property, both for its opulence and its eventual real estate failure.

The house spans an incredible 50,000 to 51,830 square feet, sitting on 17 acres of private land. It was originally built in 1985 and was substantially expanded and customized by both Mike Tyson and 50 Cent.

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Key Features and Amenities:

• Bedrooms & Bathrooms: The home boasts an astonishing 21 bedrooms and 40 bathrooms.
• Kitchens: It includes seven separate kitchens, catering to every possible need for entertaining and staffing.
• Entertainment Complex: Jackson’s renovations added a nightclub/disco with a stage and pole-dancing area, a home movie theater, and multiple game rooms.
• Recreational Facilities: The property features an indoor pool and spa, a basketball court, a fully equipped gym, and a recording studio, reflecting the owner's lifestyle.
• The Grounds: Outside, the estate includes a guesthouse, a pond, and a helicopter pad.

The massive monthly carrying costs, including maintenance, taxes, and utilities, were estimated to be over $70,000, a significant burden that contributed to 50 Cent's financial struggles and his eventual filing for bankruptcy in 2015.

The Dramatic $2.9 Million Fire Sale and Its Surprising 2025 Revival

The sale of the Farmington mansion became a notorious symbol of the celebrity real estate bubble. After 12 years on the market, the house that once carried an $18.5 million asking price finally sold for a mere $2.9 million in 2019.

This final price represented a staggering 84% reduction from the initial listing and was even less than the $4.1 million 50 Cent paid for it in 2003, not even accounting for the millions he invested in improvements. The buyer was identified as Florida businessman Casey Askar.

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The Askar Renovation and Relisting:

The most current and significant development in this property’s history is its surprising return to the market. The new owner, Casey Askar, reportedly embarked on a multi-million-dollar renovation to modernize and refresh the massive estate, spending approximately $3 million on the overhaul.

The Current Asking Price: Due to the extensive renovations and a renewed interest in luxury Connecticut real estate, the mansion is now listed for $9.9 million.

This new, nearly $10 million valuation is a testament to the property's underlying value and the successful effort to shed the outdated "celebrity excess" aesthetic that may have deterred previous high-end buyers. The new listing positions the home not as a bankrupt rapper's former party pad, but as a meticulously updated, historically significant luxury compound. The new list price is a clear attempt to recoup the initial purchase price, the renovation costs, and the substantial carrying costs incurred over the years. This dramatic price increase makes the mansion's current listing one of the most compelling real estate stories of 2025.

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The Legacy of 50 Poplar Hill Drive: Mike Tyson, 50 Cent, and the Curse of the Mega-Mansion

The mansion at 50 Poplar Hill Drive has a unique and colorful history, having been home to two of the most volatile and successful figures in modern history: Mike Tyson and 50 Cent. Tyson owned the property before 50 Cent, and his time there was also marked by financial strain and controversy, leading to his eventual sale of the estate to Jackson.

For 50 Cent, the house became a symbol of his real estate misfortune. The property was a drain on his finances, and the protracted, painful sales process became a public spectacle during his bankruptcy proceedings. The final, heavily discounted sale was viewed by many as a necessary, albeit humiliating, end to a difficult chapter.

However, the mansion’s current $9.9 million listing suggests that the "curse" of the mega-mansion—the difficulty of selling such a specialized, high-maintenance property—may finally be lifting. The successful renovation by Casey Askar and the new, higher asking price indicate a belief that a new generation of ultra-wealthy buyers is ready to embrace the scale and luxury of this historic Farmington compound, unburdened by its celebrity past.