Sylvester Stallone’s estranged wife, Jennifer Flavin, has filed for divorce in Palm Beach, Florida after 25 years of marriage.
Flavin filed for divorce on Friday after more than two decades together.
The former couple, who have three daughters together, met in the 1980s at the height of his ‘Rocky’ fame, and were married nine years later at the Dorchester Hotel in London in 1997, when she was 29 and he 51. old.
While Sly had already made millions by the time they tied the knot, Flavin was a model from the suburbs of San Fernando Valley in Los Angeles.
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Since their marriage, they have made huge amounts of money through his movies, businesses and their real estate transactions, with Stallone reportedly worth an estimated $400 million.
Divorce attorney Christopher Melcher, a partner of Walzer Melcher & Yoda, told Fox News Digital exclusively that if the couple didn’t enter into a prenuptial agreement before becoming husband and wife, Flavin could soon be an even wealthier woman.
“Sylvester was rich when they married, but amassed a fortune during their marriage,” Melcher said.
“If there isn’t a pre-nuptial agreement, Jennifer would have to receive a huge amount of money.”
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Flavin noticeably filed the documents in Florida, where the estranged couple had spent much of their time since purchasing a $35 million estate in late 2020.
The sprawling 13,241 square foot mansion features seven bedrooms and 10 bathrooms with two guest houses located over 250 feet of private waterfront.
Stallone and Flavin had a shared love for South Florida and sold a nearby Coconut Grove home in 1999 for $16.2 million.
In court documents obtained by Entertainment Tonight, Flavin requested that they remain at the Palm Beach home while the proceedings are ongoing.
Florida laws call for an equitable distribution of marital assets and liabilities, which can be assumed to be divided down the middle in a 50-50 split.
But a judge will be the deciding factor over who gets what in the divorce after assessing relevant factors, including how long the couple was married, monetary contributions, liabilities and whether improper conduct was involved in the decision to end the union.
“Although the couple recently bought a home in California, they have been reported to consider themselves Florida residents,” Melcher said. “That’s probably why Jennifer filed a complaint in Florida.”
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He added, “There are tax benefits to retaining residency in Florida, as there is no income tax, unlike California, which has a 13.3% tax on the highest income earners.”
The ‘Rambo’ actor’s most recent home purchase was in March 2022, when he dropped $18.2 million on a house in Hidden Hills.
While the four-bedroom, six-bathroom residence may seem like a modest downsizing, it’s built on a two-acre lot at the end of a cul-de-sac and occupies an area of 10,460 square feet in the celebrity enclave.
He bought the house after selling his custom mansion for a reported $58 million to Adele in January, which became the most expensive Beverly Park estate ever sold.
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Stallone first listed the mega estate in January 2021 for $130 million, eventually lowering the price by $25 million before removing the listing. He relisted months later for $85 million, eventually selling the property to the “Easy on Me” singer.
In the court documents, Flavin believes Stallone is hiding marital assets and requested that the court instruct Stallone “from selling, transferring, assigning, encumbering or disposing of any assets during the pending proceeding.”
The monetary assets floating around the Stallone family include its status as one of the highest paid movie stars with the “Rocky” franchise grossing nearly $2 billion worldwide since its first introduction in 1976.
“Rocky” is one of the highest-grossing media franchises of all time with six films and four spin-offs, the first of which earned Stallone a Best Picture Academy Award. The original “Rocky” made $225 million on a $1 million budget.
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He reportedly made more than $10 million in 1982 from a producer credit on “Staying Alive,” and then $4 million the following year on “Rhinestone.” His earnings have just kept pouring in ever since.
From base salary alone, Stallone made over $15 million for “Rocky V,” “Demolition Man,” “Judge Dredd” and both “Expendables” movies. He was paid $20 million for “Driven” and made an additional $20 million for “Eye See You.”
The writer-director is also the “only actor to open a number one movie in five decades,” according to his personal biography.
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Born Michael Sylvester Stallone, Stallone was married to Sasha Czack from 1974 to 1985 and had two children. Their son, Sage Moonblood, died of heart disease in 2012 at the age of 36.
He was married to actress Brigette Nielsen from 1985-87 and was briefly engaged to Janice Dickinson.
Flavin and Stallone have three daughters who are each interested in modeling: Sophia, Sixtine and Scarlet.
“I love my family. We are addressing these personal issues amicably and privately,” Stallone said in a statement to Fox News Digital.