Mike Tyson and 50 Cent Both Called This Connecticut Mansion Home. Now It's Asking $9.9 Million

Casey Askar and Shera Askar surprised Shera’s parents with a 50th-anniversary celebration inside their vast Connecticut mansion. Rooms that had once belonged to a heavyweight champion and a chart-topping rapper. “It was the best family gathering they’ve ever had in their life, and that property made that happen,” Casey Askar said.

The couple used the estate for more than one milestone. They hosted parties and corporate events under the same roof. During family get-togethers they brought in barbers to style everyone’s hair. “Some of our best family time has been spent there,” Casey said.

The house is the Farmington property at 50 Poplar Hill Drive, now asking $9.9 million. It covers roughly 51,000 to 51,830 square feet on 17.59 acres. Reports put the bedroom count at 19 or 21; bathrooms total 40—26 full and 14 half. Seven kitchens serve the place. Indoor and outdoor pools, a casino, a cigar lounge, a movie theater, game rooms, sports courts, a playground and a pond with a dock round out the grounds.

Built in 1985 for Colonial Realty founder Benjamin Sisti at a reported cost of $2.3 million, the mansion later drew famous owners. Mike Tyson bought it in 1996 for about $3 million—property records list $2.8 million, and one account places the purchase in 1998. He added Club TKO, a nightclub named for his knockouts, along with a shooting range and a basketball court. After his 2003 divorce the home went to ex-wife Monica Turner.

In September 2003, 50 Cent bought the estate for $4.1 million. He worked on tracks for his 2005 album “The Massacre” in the recording studio and invested about $6 million in upgrades that included a grotto, a theater, an infinity pool and nightclub work. He first listed the mansion in 2007 asking $18.5 million. After years of cuts he sold it in 2019 for $2.9 million to AFNC LLC, a Florida company managed by Casey Askar.

The Askars put more than $3 million into renovations of their own, installing a cigar lounge, redoing the indoor pool and spa, and upgrading a commercial-grade kitchen. The celebrity past still pulls strong interest. Listing agent Sherry Borgeson—some reports spell the name Borgenson—has watched the reaction firsthand. “People are totally obsessed with this house,” she said.

Borgeson added that demand for high-end homes remains strong and that such homes “typically sell quickly for more than their asking price.” The fascination shows no sign of fading. “They want to see it, they want to look at it, they want to… They’ll do anything to get in here,” she said.