A sprawling mansion once owned by Donald Trump and his first wife Ivana is set for demolition.
- June 20, 2026
AceShowbiz - A sprawling mansion once owned by Donald Trump and his first wife Ivana is set for demolition. The Georgian-style estate spans nearly 20,000 square feet and sits on 5.8 acres of waterfront property along Long Island Sound.
The home, built in 1939, was purchased by the couple in 1982 shortly after the birth of their second child, Ivanka. It features eight bedrooms, staff quarters, an indoor lap pool, and a private movie theater. Outside, the estate boasts an outdoor swimming pool, a tennis court, a putting green, and sweeping views of the water. Ivana retained ownership after their 1992 divorce, and the property changed hands in 1998 when Robert Steinberg bought it for $15 million. Despite being listed for as high as $50 million in 2009, the mansion lingered on and off the market before selling in 2024 for $31.5 million—the largest residential sale in Greenwich that year at the time.
The new owner plans to tear down the existing structures and redevelop the site with a new main residence, an indoor tennis court, and additional buildings. The redesign is being handled by Robert A.M. Stern Architects, known for major projects like 220 Central Park South and the George W. Bush Presidential Library.
Donald Trump is widely recognized as a businessman and host of Apprentice, The, a reality competition show that launched in 2004. He has appeared in numerous films and TV projects, often playing himself, including Home Alone 2: Lost in New York, The Little Rascals, and Zoolander. His public profile has been shaped by both his business ventures and media appearances.
This demolition marks the end of a significant chapter tied to the Trump family’s personal and business history. The property’s redevelopment reflects evolving tastes and the increasing demand for modern luxury amenities in elite waterfront communities, signaling a shift from the estate’s original mid-20th-century grandeur to a contemporary vision of opulence.