A grand jury indicted Combs on charges of sex trafficking, racketeering conspiracy and illegal transportation of people for sex. He has pleaded not guilty.

Combs’ attorney, Marc Agnifilo, had proposed a $50 million bail package, backed by the Miami house, and offered six passports — Combs’ and five family members’ — to prove he was not a flight risk.

Combs was ultimately denied bail on Wednesday and sent to jail ahead of his sentencing hearing, with the judge arguing that he could attempt to flee, commit violent acts or interfere with the investigation into the charges against him.

Still, the proposed bond package offers a glimpse into Combs’ extravagant lifestyle.

The proposed bond package was primarily backed by the singer’s Star Island home, which his lawyers said was worth $48.6 million. According to court documents, Combs also offered the value of his mother’s Miami home as collateral.

Combs’ legal team cited a third-party appraisal dated June 28, 2022, that valued his home, called Two Star and located at 2 Star Island Drive, at $48.5 million.

According to the Miami-Dade appraisal website, the property’s market value is $44.3 million, while its assessed value in 2024 is $30.4 million. He bought the home in 2003 for $14.5 million.

The home has seven bedrooms and two half bathrooms in about 14,800 square feet of living space, according to the appraisal report. It has multiple pools and a spa, as well as a pool house with cabanas.

The legal team also noted that Combs paid off the $18.8 million mortgage on the Star Island home in August, raising the prospect of criminal charges.

In court, Agnifilo called it a “terrible business decision” made “because we knew this day would come.”

“We paid off the mortgage because that’s what it means to build trust,” Agnifilo said. “And we did these things to build trust in a real and substantial sense. This is not a show. Nobody makes bad financial decisions just for a show. It was important. And I told him this is an important thing to do.”

Star Island has many wealthy residents

Star Island, an exclusive neighborhood in Biscayne Bay, part of Miami Beach, has even more famous residents.

Hedge fund billionaire Ken Griffin bought a plot of land on Star Island in 2022 for $75 million, the most expensive of the few properties he owns on the island. Griffin also sold a plot on Star Island to former baseball player Alex Rodriguez for $18.5 million, only to buy it back a year later for $45.5 million.

The oval-shaped island is just 55 hectares in size and has fewer than 50 homes along its one central ring road.

Other homes on the island are selling for even higher prices than the $48.5 million Combs’ home is appraised at.

In August 2023, a 10-bedroom home was listed for sale for $68 million. The following month, it sold for $57 million.

Combs also owns the property next door, at 1 Star Island Drive, which he bought in 2021 from singers Gloria and Emilio Estefan, their wife and husband, for $35 million. The appraisal filed with the court includes Combs’ $35 million purchase next door as a comparable sale and a few other transactions on and off the island. That home was not part of the proposed package.

Combs built a large fortune in his three-decade career

During his thirty-year career, Combs amassed a fortune estimated at $1 billion.

At its peak in the late 1990s, his Bad Boy Records was grossing nine figures annually, enough to earn a $55 million advance from the label’s affiliate, Forbes reported in 1999.

Outside of music, he founded or was involved in the marketing of a number of companies, including the clothing brand Sean John, Cîroc vodka, and DeLeón tequila.

As a brand ambassador for Cîroc, Combs negotiated a deal where he was paid per case sold. According to court documents, Combs earned nearly $1 billion during his 15-year partnership with Diageo, the parent company of Cîroc and DeLeón.

In 2016, he made a profit on Sean John by selling his stake in the company for about $70 million, Forbes reported at the time.

The money allowed Combs to build a lifestyle that he often bragged about.

In addition to his home on Star Island, he owns a mansion in Los Angeles, which he recently put up for sale for $61.5 million.

He also owns a private jet called LoveAir, which he is trying to sell, his lawyer said, as well as a jewelry collection filled with diamonds and watches, and an art collection that includes works by Andy Warhol and Jean-Michel Basquiat.

That wealth came with a tremendous amount of power, which prosecutors say he used to orchestrate his crimes.

“Combs and other members and employees of the Combs Enterprise used the power and prestige of Combs’ role at Combs Business to intimidate, threaten and lure female victims into Combs’ position of influence,” the indictment said.