Kathie Lee Gifford has listed Cedar Cliff, her longtime Greenwich, Connecticut, estate, for $100 million, putting one of the most recognizable homes in the town back on the market at a price that makes it the most expensive dwelling for sale there. The property, which she bought with her late husband Frank Gifford 32 years ago for $7.8 million, is being handled by Leslie McElwreath of Sotheby’s International Realty.

The mansion has eight bedrooms, sits on 2.9 acres and offers more than 13,100 square feet of living space. Built in 1930, the home overlooks Long Island Sound and includes 1,250 feet of direct water frontage, along with a private beach. It is also the second-priciest home in Greenwich, listed for less than half of Gifford’s asking price, underscoring how far above the local market this ask sits.

The listing comes seven years after Gifford relocated to Nashville, and it lands more than a decade after Frank died in 2015 and after she left 'Today' in 2019. Cedar Cliff had been more than a residence; Gifford said she and her husband added a professional recording studio there, where she continued her songwriting and broadcasting career. The property was heavily upgraded over the years, including a full renovation and a new wing with a movie theater, wine cellar, primary suite and home office.

Gifford’s comments point to the house’s dual life as both family home and working space. “We also added a professional recording studio, where I continued my songwriting and broadcasting career,” she said, and she recalled that “it seemed like we were always celebrating something.” That history included a 50th birthday party and visits from Hoda Kotb, Regis Philbin, Joy Philbin, Dolly Parton, Donald Trump and Fred Trump, part of the celebrity cachet that has long followed the house.

The key question now is not whether Cedar Cliff is well known, but whether a buyer will pay a price that rewrites Greenwich’s ceiling. The listing describes the estate as waterfront, elevated above the flood zone and private, qualities that make it rare even before the celebrity pedigree is added. For Gifford, the sale closes a chapter that began when she and Frank bought the home and built a life around it; for the market, it sets a benchmark that few, if any, neighboring properties can match.