Diddy Pays Off $18.8M Mortgage Before Federal Indictment, Shields Star Island Mansion

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Sean ‘Diddy’ Combs made a bold financial move just before his world was shaken by federal charges. The hip-hop legend arranged a $18.8 million mortgage on his luxurious Star Island mansion, worth $48.5 million, quietly in advance of a sex-trafficking indictment. The payment came ahead of a federal raid that led to serious accusations of Combs orchestrating underground ‘Freak Off’ parties involving drugs, sex workers, and alleged trafficking.
During a bond hearing recently, prosecutors stated their case against Combs, charging him with running a sex-trafficking ring and engaging in racketeering and illegal transportation for sex. In March, federal agents raided his Miami estate, reportedly discovering evidence of drug-fueled gatherings, including baby oil, lubricants, and narcotics.
Combs, who pleaded not guilty, offered a $50 million bond package as a means of obtaining bail. The proposal included his Miami mansion and six passports (his and his family’s) to prove that he had no intention of leaving. “We paid off the mortgage because that is what it means to build trust,” his defense attorney Marc Agnifilo argued. The judge refused bail, citing the possibility of flight risk, violence, or interference in the investigation, despite being unconvinced.
Legal experts believe that the mortgage payment took advantage of Florida’s Homestead Act, which protects homeowners from losing their primary residence’s equity, even in the event of legal troubles. The actions of O.J. Simpson are mirrored by this move. Despite a $100 million civil judgment against him, Simpson remained in possession of his Florida mansion. Combs secured the protection of his prized asset by settling the mortgage.
The case has shed light on Combs’ extravagant lifestyle, particularly his Star Island residence. In 2003, the seven-bedroom estate was purchased for $14.5 million, and since then, it has transformed into a 14800-square-foot megamansion that includes multiple pools, a spa, and luxurious cabana-style pool houses. The Star Island enclave, which now has a valuation of $48.5 million, is home to fewer than 50 estates owned by billionaires and celebrities like Alex Rodriguez and Ken Griffin.
The mansion next door was bought by Combs for $35 million in 2021 to add to his Star Island portfolio. His bond proposal, which focused on his primary estate, did not include that property.
Despite admitting that paying off the mortgage wasn’t the smartest business move, Combs’ legal team gambled on it to gain goodwill with the court.
“It was a terrible business decision,” Agnifilo acknowledged, “but no one makes bad financial decisions just for show. We were trying to build trust.”
As Combs awaits trial, his legal and financial maneuvers have placed his assets under the spotlight, offering viewers an insight into the high-profile life of a music mogul who has a habit of making grand gestures both on and off the stage.