Kathie Lee Gifford Saying Goodbye to $100 Million Connecticut Estate

After more than three decades on the Connecticut coast, Kathie Lee Gifford is ready to close a significant chapter. The former NBC personality is listing the waterfront mansion she shared with her late husband Frank Gifford for $100 million—a decision rooted less in market opportunity and more in the quiet reckoning that comes when a home stops humming with life.

The 13,163-square-foot Mediterranean-style property in Greenwich has been in the Gifford family since 1994. Built on nearly three acres with a private peninsula position, it’s the kind of place most people only see in magazines. Yet as Kathie Lee reflected, the architecture itself wasn’t what made it special—it was what happened inside. The daily sunrises watched from an alcove they called“The South of France,”the evening sunsets that punctuated family dinners, the 40-mile commutes into Midtown Manhattan that somehow felt worth it because home was waiting. These weren’t just memories; they were the texture of a life.

But texture fades when the house goes silent. After her children moved away and Frank passed away in August 2015 at age 84, the Cedar Cliff property became less a gathering place and more a monument to what was. Kathie Lee remained at Today until 2018, then made the leap to Nashville—a move that wasn’t about escaping the past but about building a new one. There, she dove into creative projects like cowriting a screenplay with Craig Ferguson and composing music for its soundtrack. Tennessee offered permission to move forward in a way Connecticut, for all its beauty, no longer did.

Leslie McElwreath at Sotheby’s International is handling the sale. It’s a high-stakes listing in a high-end market, but the real transaction here is emotional. Kathie Lee has been clear: she’ll never stop loving Cedar Cliff. She’s just learned to love what comes next even more. Sometimes the best way to honor where you’ve been is to make space for where you’re going.