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Kathie Lee Gifford is ready to part with the sprawling Connecticut estate where she built a life with her late husband, NFL legend Frank Gifford — and she is aiming high with a staggering $100 million asking price.The former “Today” show host and longtime television personality has listed Cedar Cliff, her nearly 3-acre waterfront compound in Greenwich’s exclusive Riverside enclave, in what could become one of the priciest residential sales ever recorded in Connecticut, according to a press release from the listing brokerage. If the estate sells anywhere near ask, it would rank among the state’s biggest trophy-home deals, trailing only a handful of ultra-luxury transactions including nearby Copper Beech Farm, which traded for roughly $138.83 million in 2023.The Mediterranean-style mansion sits on a gated peninsula jutting into Long Island Sound, with more than 1,250 feet of shoreline wrapping around the property on three sides. The mansion spans over 15,000 square feet and includes eight bedrooms, sweeping lawns, a dock, private beach access, a tennis court, a pool, a spa, a movie theater, a wine cellar and a professional recording studio.Kathie Lee and Frank Gifford purchased the property in 1994 for $7.8 million while she was co-hosting “Live! With Regis & Kathie Lee.” The estate traces its roots back to the early 1900s and once formed part of a grand compound owned by railroad magnate Henry Francis Shoemaker.“Had I never gone into show business, I would have become an architect / interior designer,” Gifford told the Wall Street Journal in an interview.“It has been a passion of mine for as long as I can remember.”The couple transformed the already-impressive estate over the years, adding a major east wing that introduced a new primary suite, a home office, a theater and a wine cellar.
They also expanded the property’s entertainment amenities and created spaces for large gatherings overlooking the water.“We also added a professional ...