Kathie Lee Gifford Lists Greenwich Estate for $100 Million
kathie lee gifford has listed Cedar Cliff, her Greenwich, Connecticut, estate, for $100 million. The asking price puts the longtime waterfront property at the top of the local market and gives buyers a rare opening on a house she and Frank Gifford owned for 32 years.
The eight-bedroom home sits on 2.9 acres and offers more than 13,100 square feet of living space. Built in 1930, it overlooks the Long Island Sound and comes with 1,250 feet of direct water frontage and a private beach.
Cedar Cliff on the Sound
Leslie McElwreath of Sotheby’s International Realty is handling the listing. She described the waterfront access as “really valuable to people who are boaters,” and the property’s place in Greenwich is even more unusual because the second-priciest home there is listed for less than half of Gifford’s asking price.
The listing description calls Cedar Cliff “a Mediterranean villa of unrivaled pedigree and commanding presence.” That wording tracks with the scale of the site and the price: in a town where luxury homes already trade at rarefied levels, this listing is trying to reset the top end of the market.
32 Years of Ownership
Gifford and Frank Gifford bought the mansion for $7.8 million 32 years before the listing. Frank Gifford died in 2015, and she left Today in 2019 before relocating to Nashville seven years ago.
She said, “We also added a professional recording studio, where I continued my songwriting and broadcasting career,” and recalled that “It seemed like we were always celebrating something” at Cedar Cliff. Those details make the house more than a luxury asset; it was also a working space and a social base during years when her career kept moving.
Celebrity Dinners at Cedar Cliff
Gifford said she hosted Hoda Kotb’s 50th birthday party at the house, and she remembered regular dinners with Regis Philbin and Joy Philbin. She also recalled playing the piano with Dolly Parton there and tennis matches against Donald Trump and his father, Fred Trump.
That history gives the listing a different kind of premium: the buyer is not just purchasing a 1930 home on the Sound, but a property tied to television, music and New York-area social history. Cedar Cliff was part of railroad magnate Henry Francis Shoemaker’s compound during the Gilded Age, and the name later became the street’s name, which adds another layer of provenance to a house already priced as Greenwich’s top tier.
For buyers, the immediate takeaway is simple: this is the market’s benchmark listing, and anything comparable has to beat a $100 million ask, a private beach and 1,250 feet of frontage in one shot.
