Sylvester Stallone Drops $25 Million in Cash on a Ritzy Hamptons Estate
Sylvester Stallone already owns a $35 million mansion in South Florida’s affluent Palm Beach community. But now the actor has decided to plump up his real estate portfolio, this time tacking on a home in the East Hampton enclave of New York for three of his most cherished family members.
As first reported by the New York Post, the veteran TV and film actor has doled out a speck under $25 million in an apparent all-cash deal for a newly built home owned by married interior designers Phoebe and James Michael Howard. Stallone and his former model wife Jennifer Flavin acquired the one-acre spread for their daughters Sophia, Sistine and Scarlet, two of whom recently relocated from Los Angeles to New York and another who is currently attending school at the University of Miami.
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Completed in 2024, the property was sold in 2021 for roughly $6.4 million to the Howards. Shortly after the purchase, they engaged the services of McAlpine Tankersley Architecture to help them rebuild, reconfigure, and expand an existing shingle-style cottage that was previously owned by a prominent Long Island family for over two decades.
Set on one of the area’s most coveted streets, just a mile from the Atlantic Ocean, the gated estate features eight bedrooms and 10 baths in almost 12,000 square feet of living space decked out with custom furnishings, art and finishes, plus an elevator to all three levels. The professionally landscaped grounds include a pool and spa nestled beside an open-air cabana, as well as a detached two-car garage sporting a finished loft space clad with old barn boards.
Inside, a double-height foyer displaying a curving staircase leads to a high-ceilinged living room centered around a bespoke fireplace adorned with a vintage mantel by Jamb of London. Bleached quarter-sawn white oak floors flow via a butler’s pantry to a striking teal-hued dining room, which connects to a gourmet kitchen boasting an eat-in island, a pricey Lacanche range, and a breakfast nook with a built-in banquette. Other highlights include a wood-paneled family room and a luxe primary suite with a steam shower-equipped bath, along with a lower level housing billiard and screening rooms.
The listing was jointly held by Martha Gundersen and Paul Brennan of Douglas Elliman and Gary DePersia of the Corcoran Group; James Petrie of Compass repped the buyer.
Click here for more photos of the East Hampton home.
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