Kendra Wilkinson Shares Her One ‘Regret’ About Living in Playboy Mansion

Kendra Wilkinson is looking back at her time living in the Playboy Mansion.

If you forgot, the 39-year-old reality star turned real estate agent was one of the late Hugh Hefner‘s three girlfriends, alongside Holly Madison and Bridget Marquardt, between the years 2004 and 2008.

In a new interview, Kendra shared her one “regret” about living in the Playboy Mansion.

“The only thing I can say I regret in my life is not starting my real estate career while I was living at the Playboy Mansion,” Kendra told Fox News Digital.

“Like, I mean, I was surrounded by everyone, every celebrity, every billionaire, and what was I thinking?” she continued. “But I’m now in real estate, so I’m good.”

Kendra started her real estate career more than a year after moving out of the Playboy Mansion in 2009. She passed her real estate exam in 2020, and documented her career change in the docu-series Kendra Sells Hollywood, which ran from 2021 to 2023.

She joined Mauricio Umansky‘s real estate firm The Agency in 2020 before heading over to Douglas Elliman in October 2023.

In an interview from last year, Kendra shared a rare update on her two kids.