A legendary Connecticut estate, boasting a rich history of celebrity ownership, has hit the market for a cool $9.9 million. This isn't just any mansion; it's a sprawling, amenity-rich property that once belonged to boxing icon Mike Tyson and, separately, hip-hop superstar 50 Cent. Representing this extraordinary offering is the esteemed listing agent Sherry Borgeson of Berkshire Hathaway HomeServices New England Properties.

In Da House

Located in the suburban charm of Farmington, Connecticut, roughly equidistant from Boston and New York, this 51,000-square-foot manse sits on a generous 17.6-acre property. Imagine the stories these walls could tell. With 19 bedrooms and a staggering seven kitchens, this estate is designed for grand living and entertaining on an epic scale.

The property's star power is undeniable. Mike Tyson, who acquired the estate in 1996 for approximately $3 million, infused it with his larger-than-life personality. It was Tyson who installed the now-famous nightclub, aptly named Club TKO, which stands for technical knockout. This vibrant space, complete with a DJ booth and bar, has since been transformed by the current owners into an impressive venue for parties and corporate retreats.

In 2003, the mansion found its next celebrity occupant when 50 Cent purchased it from Tyson for $4.1 million. The rapper, as he revealed on "Million Dollar Listing New York," saw it as a savvy real estate investment following a highly successful tour. The estate even features a recording studio where 50 Cent famously recorded his 2005 album, "The Massacre," adding a layer of musical history to its already impressive narrative. 

Get Rich or Renovate Tryin’

The current owners, food-and-beverage investor Casey Askar and his wife, Shera Askar, acquired the property from 50 Cent in 2019 for $2.9 million. This significantly discounted price—a remarkable 84% less than its initial asking price in 2007—allowed the Askars to embark on an extensive renovation, investing over $3 million to upgrade and personalize the estate. Casey, a lifelong fan of Mike Tyson, was particularly drawn to the house because of its former owner. 

The Askars' renovations have further elevated the estate's luxurious appeal. They installed a sophisticated cigar lounge and completely revamped the commercial kitchen, adding a pizza oven and dough mixer—perfect for large family gatherings, or if you’re craving a slice. That’s not to mention the updated spa amenities, complete with a steam room, red-light therapy sauna, massage space, and a hair salon. The couple even brought in barbers during family gatherings—because why wait at a salon when you can get a trim down the hall? They used the property as a retreat with their seven children, hosting milestone celebrations like Shera’s parents’ 50th anniversary party.

“It was the best family gathering they’ve ever had in their life, and that property made that happen,” Casey told the New York Post. If nothing else, this house has proven it can handle a full guest list—whether that’s extended family, a crowd of partygoers, or a handful of Grammy-winning producers.

Beyond the formal spaces, the mansion offers a variety of recreational amenities. Multiple game rooms, sports courts, an outdoor pool, and a state-of-the-art movie theater provide endless entertainment. A unique green-screen room allows guests to create memorable photos and videos during parties. Outdoors, the new owners will enjoy a playground and a serene pond with a dock. Casey emphasizes that some of their best family memories were made at the house, a testament to its welcoming and exciting atmosphere.

A Knockout Listing

In a region where the median sale price hovers just under $400,000, this listing stands out not only for its size but for its star-studded history. In fact, at nearly twice the county’s record residential sale, the $9.9 million ask underscores just how rare it is to find a property of this scale in Connecticut.

Listing agent Sherry Borgeson pointed out to the New York Post that demand for luxury real estate in the area remains strong. High-end homes, she noted, “typically sell quickly for more than their asking price.” Given the mix of celebrity provenance, luxury amenities, and location with easy access to both Boston and New York (by car—or helicopter, if you prefer), this mansion is positioned as a unique trophy property for the right buyer.

Whether you’re drawn to the chance of cooking in one of seven kitchens, hosting a family reunion that feels more like a music festival, or simply telling your friends you live in a house once owned by Mike Tyson and 50 Cent, this Connecticut estate packs a punch. Reach out to Sherry Borgeson of Berkshire Hathaway HomeServices New England Properties to learn more.