21-Bedroom Connecticut Mansion Once Owned by 50 Cent, Mike Tyson—$9.95M

A legendary Farmington estate — once home to rap icon 50 Cent and heavyweight champ Mike Tyson — just hit the Connecticut real estate market for nearly $10 million.

This 52,000-square-foot mansion at 50 Poplar Hill Drive is one of the largest private residences in the state. Known for its lavish amenities, celebrity past, and sheer size, it’s got a reputation that stretches back decades.

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The property’s history goes all the way back to the 1980s. Over the years, it’s been transformed into a luxury retreat with more than 60 rooms, multiple kitchens, and sprawling, resort-like grounds.

Florida businessman Casey Askar owns the estate now. He’s poured millions into renovations, setting the stage for its next chapter.

A Connecticut Estate with Decades of History

Real estate developer Benjamin Sisti built the mansion in the 1980s. Back then, it stood as a symbol of Connecticut’s booming real estate market.

Sisti’s Colonial Realty empire eventually collapsed in a notorious Ponzi scheme. The property landed in the headlines for all the wrong reasons, but its status as one of the state’s most extravagant homes never really faded.

It’s always drawn the rich, the famous, and the just plain curious.

From Boxing Champion to Hip-Hop Mogul

Boxing legend Mike Tyson bought the property in 1998. That only added to its celebrity mystique.

In 2003, rapper 50 Cent — Curtis Jackson — took over and added his own wild touches. We’re talking a disco room with stripper poles, a private nightclub splashed with huge murals, and even a recording studio.

The place stayed in the spotlight for 16 years until 50 Cent sold it in 2019.

Casey Askar’s Multi-Million Dollar Makeover

Florida businessman Casey Askar bought the mansion in 2019 for $2.9 million. It had sat on the market for years, waiting for someone to take a chance on it.

Askar invested over $3 million into a total renovation. He reimagined the property as both a luxury family home and a spot for business retreats.

Unmatched Amenities Inside and Out

The interior packs some jaw-dropping features:

21 bedrooms and 40 bathrooms
Seven fully equipped kitchens
Indoor pool and spa
Private nightclub
Casino room
Racquetball court and a huge fitness center
State-of-the-art recording studio

Step outside and you’ll find 17 acres of resort-style amenities. There’s a grotto, waterfall, multiple guesthouses, sports courts, and an eight-car garage.

The landscaping feels almost unreal — like a private resort hidden in Farmington.

One of Connecticut’s Most Famous Homes

This place’s reputation stretches far beyond Hartford County. From Greenwich to New Haven, people talk about its size, price, and famous owners.

Real estate fans in West Hartford, Glastonbury, and Manchester often point to Poplar Hill Drive as a symbol of Connecticut’s hidden luxury scene.

Even in coastal towns like Fairfield and Norwalk, the mansion’s story keeps people fascinated.

A Real Estate Listing Unlike Any Other

With its jaw-dropping square footage, wild backstory, and flashy upgrades, this Farmington estate doesn’t blend in.

At just under $10 million, it’s for buyers who want space and luxury you just don’t see in New England. Honestly, it’s as much a conversation starter as it is a home.

Final Thoughts on Farmington’s Crown Jewel

The mansion at 50 Poplar Hill Drive isn’t just a house. It’s kind of a Connecticut icon—steeped in celebrity culture and a taste for the high life.

This place sprang up in the 1980s and has seen its fair share of headlines, scandals, and famous faces. Over the years, it’s gone through extensive renovations that have only added to its story.

For someone out there, this isn’t just a home. It’s a shot at owning a piece of history—or maybe even a legacy, depending on how you see it.

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Here is the source article for this story: This 21-bedroom CT mansion is up for sale for nearly $10M. It was formerly owned by 50 Cent, Mike Tyson

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