GREENWICH, CT — President Donald Trump's former Greenwich property could undergo some major changes, including demolition of the current 19,786 square-foot Georgian mansion, according to documents recently submitted to the town's Planning & Zoning Commission.
Located at 21 Vista Drive on 5.8 waterfront acres overlooking Long Island Sound, the mansion was built in 1939.
Trump and his late ex-wife, Ivana, bought the home for $4 million in 1982.
The Trumps bought the home for $4 million in 1982. Ivana kept the home after they divorced in 1992, the Wall Street Journal previously reported.
The Steinberg family then purchased the home for $15 million in 1998, and it underwent a remodeling and expansion in 2000, the WSJ added.
The property has been listed for sale throughout the years. It eventually sold for $31.5 million in October 2024.
Attorney John Tesei, who is representing the applicant, explained in submitted documents the proposal calls for the combination of three lots into a single zoning lot, the removal of all existing structures, and a redevelopment of the property.
Proposed new structures include an outdoor tennis court, outdoor swimming pool, a 1,342-square-foot pavilion, accessory dwelling unit, sunken indoor tennis court with an attached employee housing unit containing approximately 9,442 square feet.
Notably, a new 17,150-square-foot main house is proposed to be built.
Additional site work would include the creation of beach areas, and a comprehensive landscaping and screening plan, the proposal notes.
The new structures are being designed by Robert A.M. Stern Architects, a global architectural design firm based in New York City.
Robert A.M. Stern, who died in 2025, was the former dean of the Yale School of Architecture.
The proposed redevelopment of the property requires a special permit from the Planning & Zoning Commission due to the proposed overall building volume on the property exceeding 150,000 cubic feet, and the indoor tennis court exceeding 1,200 square feet, the documents say.
The proposal is expected to go before the Greenwich Planning & Zoning Commission in the coming weeks.
Sign up for free local newsletters and alerts for the
Greenwich, CT Patch
Patch.com is the nationwide leader in hyperlocal news.
Visit Patch.com to find your town today.