Former Mike Tyson and 50 Cent Connecticut Mansion Asks $9.9M

This blog post dives into the wild real estate history of one of Connecticut’s most extravagant properties—a Farmington mega-mansion once owned by heavyweight boxing legend Mike Tyson and rap superstar 50 Cent.

Now listed for $9.9 million, this 51,000-square-foot estate is more than just a sprawling home. It’s a slice of pop culture and luxury living, packed with features that really push the limits of high-end living.

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A Celebrity Estate with a Storied Past

Set in Farmington, Connecticut, this mansion has bounced between some of the entertainment world’s biggest names.

Mike Tyson bought the estate in 1996 for about $3 million and enjoyed its massive grounds before selling to 50 Cent in 2003 for $4.1 million.

For music fans, the home holds a special place: 50 Cent used its pro-level recording studio to work on his 2005 multi-platinum album The Massacre.

From Hip-Hop Royalty to New Luxury Owners

After years of price cuts and sitting on the market, the property finally found new owners in 2019. Casey and Shera Askar picked it up for $2.9 million.

The Askars, a couple from Florida known for their restaurant franchises, poured over $3 million into renovations.

They added a dedicated cigar lounge and gave the kitchen, indoor pool, and spa some serious upgrades.

Unmatched Amenities for Grand-Scale Living

This place was built for lavish entertaining and maximum comfort. It stands out even in Connecticut’s crowded luxury market, which covers high-end neighborhoods in towns like West Hartford, Greenwich, and Stamford.

Features That Rival Luxury Resorts

Sitting on over 17 acres, the estate comes loaded with amenities that honestly rival a five-star resort:

Seven fully equipped kitchens
Casino room
Nightclub—fittingly named Club TKO
Indoor and outdoor swimming pools
Sports courts, including basketball and tennis
Game rooms and a private movie theater
Green-screen production studio

People didn’t just use these spaces for personal fun. They hosted everything from big corporate gatherings to family parties here.

A Market-Defying Price Tag

The current $9.9 million asking price really stands out in the Hartford County real estate market. It nearly doubles the county’s record home sale of $5 million in 2011.

Luxury properties in cities like Hartford or New Haven rarely come close to this number, which just highlights Farmington’s quiet appeal to wealthy buyers.

Why This Property is Unique Among Connecticut Mansions

Connecticut has its share of luxurious estates in places like Darien, Fairfield, and Glastonbury. But not many homes combine celebrity history, massive square footage, and such a long list of high-end perks.

The connection to entertainment icons gives this place a cool factor that most traditional estates just don’t have.

A Retreat for All Seasons

For the Askars, who mostly live in Florida, this mansion worked as a seasonal escape. Their seven kids spent summers here, swimming, playing sports on the private courts, and hanging out in spaces built for fun.

Now that the family’s grown up, the couple has decided it’s time to move on. That opens up a rare shot for buyers who want a truly iconic piece of Connecticut real estate.

What’s Next for the Mansion?

Will the next owner be a celebrity, a business mogul, or maybe just someone who really loves mansions? Nobody knows yet. But with its storied past and eyebrow-raising price, this place is definitely going to get some serious attention—both from folks nearby and buyers across the globe.

Connecticut’s luxury real estate scene is packed with competition. From the coastal glitz of Greenwich to the old-school vibes of Glastonbury, there’s a lot out there. Still, this Farmington estate honestly feels like it’s in its own category, thanks to its pop culture roots, massive scale, and, let’s be honest, over-the-top amenities.

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