Kendra Wilkinson has labored with a few of actual property’s elite businesses throughout her 5 years within the enterprise.
The previous Ladies Subsequent Door star earned her actual property license in June 2020 and parlayed her newfound profession into the Discovery+ and HBO Max docuseries Kendra Sells Hollywood, which aired for 2 seasons between 2021 and 2023.
Wilkinson shortly established herself within the luxurious actual property discipline by working with Mauricio Umansky’s agency The Company and Douglas Elliman throughout her first three years within the enterprise.
After briefly contemplating quitting actual property, Wilkinson is now again within the business and he or she jokingly admitted in June 2025 that she regretted by no means getting the prospect to promote the Playboy Mansion.
Former Playboy mannequin and actuality star Kendra Wilkinson is not any stranger to the general public eye. The 39-year-old first turned heads in 2004, when she attended late Playboy writer Hugh Hefner’s 78th celebration. Shortly after the occasion, she was requested to maneuver into the long-lasting Playboy mansion and began courting Hefner. “Hef requested me to […]
Hold scrolling for a glance again at Wilkinson’s spectacular first 5 years in actual property:
‘Exhausting Work Paid Off’
Wilkinson introduced in June 2020 that she’d handed her actual property examination after spending a lot of the COVID-19 quarantine learning.
“What I’ve been engaged on throughout quarantine lastly paid off by passing my California actual property examination on the primary strive,” she wrote through Instagram. “Was so nervous I couldn’t even sleep one minute however I did it and now I can breathe and have a good time my exhausting work.”
The previous Playboy Playmate celebrated her accomplishment with a well-deserved glass of champagne.
‘Time to Werk’
Kendra Wilkinson in June 2025. Robin L Marshall/Getty Pictures
One month after passing her actual property examination, Wilkinson announced that she was becoming a member of The Company. Umansky’s luxurious agency was featured on The Actual Housewives of Beverly Hills throughout his marriage to Kyle Richards in addition to on the short-lived Netflix docuseries Shopping for Beverly Hills.
Wilkinson posed for a now-deleted photograph of herself with Umansky in July 2020 through X and wrote, “So excited to affix [The Agency]. My new boss. Time to werk.”
She later left The Company to affix Douglas Elliman in 2021.
‘Kendra Sells Hollywood’
Discovery+ introduced in July 2021 that it could chronicle Wilkinson’s actual property profession within the docuseries Kendra Sells Hollywood. Every episode adopted the previous Kendra on High star as she bought Los Angeles mansions to the jet set.
“I’ve been on TV, on journal covers and shared all the ups and downs of my private life with my followers,” Wilkinson mentioned on the time. “Now folks can comply with alongside on my latest journey as an actual property agent. This ‘lady subsequent door’ is able to compete with the massive weapons!”
Kendra Sells Hollywood’s second season moved to HBO Max earlier than it was canceled in 2023.
Early Retirement?
Following Wilkinson’s hospitalization in 2023 for a panic assault, she surprisingly introduced to her Instagram followers that she was retiring from actual property.
“My relationship with actual property has come to an finish at this second and I’m on to new initiatives,” she wrote in Could 2024. “I’m blessed and grateful for all of the assist and mentoring I used to be given.”
Prepare for some actual discuss. Kendra Wilkinson revealed that she and her ex Hugh Hefner’s widow, Crystal Hefner, will share an emotional dialog on season 2 of Kendra Sells Hollywood. “We had an eye fixed to eye,” the previous Playboy Playmate, 37, completely instructed Us Weekly whereas selling the brand new season of her Max actuality […]
The truth star acknowledged that it had been “exhausting” to achieve a foothold within the business, however she left the door open to pursue the career once more afterward.
“Actual property is difficult and I would get again into it once more down the road. For now, it’s slightly traumatic in my life so I’m specializing in myself and children and getting my psychological well being good once more so I’ve the power to get again in it with a great head,” she defined. “Love you and thanks guys.”
A Comeback
Kendra Wilkinson in October 2024. Phillip Faraone/Getty Pictures
Wilkinson didn’t keep retired for lengthy. She confirmed to People in September 2024 that she was again in enterprise following a quick setback.
“I simply had a very unhealthy day,” she defined. “So I did announce that I’d be stepping away from actual property, however that was only a actually unhealthy day in my life and I ought to’ve by no means most likely Instagrammed that I’m quitting, however I did on accident like an fool so I made an enormous mistake.”
Wilkinson admitted that though she had “so many offers” within the works, she discovered the high-stakes ingredient of actual property “so traumatic.”
“I wish to publicly hate actual property once more however I can’t, as a result of I like it!” she mentioned. “I really like actual property. It’s a problem each single day.”
Playboy Mansion Remorse
Wilkinson assured Fox Information Digital in June 2025 that her enterprise was thriving as soon as once more, although she had one remorse from almost twenty years earlier.
“The one factor I can say I remorse in my life isn’t beginning my actual property profession whereas I used to be residing on the Playboy Mansion,” Wilkinson joked. “Like, I imply, I used to be surrounded by everybody, each celeb, each billionaire, and what was I pondering? However I’m now in actual property, so I’m good.”
Getty Pictures; Michael Kovac/FilmMagic Kendra Wilkinson is sharing her assist for fellow Playmates who’ve spoken out concerning the late Hugh Hefner. Wilkinson, 38, mentioned she “respects” her fellow The Ladies Subsequent Door alums Holly Madison and Bridget Marquardt in an interview with Folks revealed on Wednesday, January 17. “Time is humorous as a result of it actually does […]
Wilkinson lived on the Playboy Mansion as one of many late Hugh Hefner’s three girlfriends — alongside Holly Madison and Bridget Marquardt — between 2004 and 2008. She later acquired married to ex-husband Hank Baskett on the Playboy Mansion in 2009. (The previous couple — who share son Hank, 15, and daughter Alijah, 10 — divorced in 2018.)
The Playboy Mansion went up on the market one 12 months earlier than Hefner died at age 97 in 2017. Hefner initially wished $200 million for the legendary Los Angeles property however finally bought the mansion for under $100 million to Daren Metropoulos in August 2016. (Hefner was allowed to dwell on the Playboy Mansion till his dying as a part of the gross sales settlement.)