Kathie Lee Gifford Is Finally Selling the Waterfront Mansion She Called Home for Over Three Decades

The home where Kathie Lee and Frank Gifford raised their kids, hosted Regis Philbin for dinner, played tennis with Donald Trump, and filmed “Today” segments in the backyard is now on the market.

The asking price is $100 million.

The estate, known as Cedar Cliff, sits on a peninsula tip in Greenwich’s Riverside neighborhood, jutting into the Long Island Sound. Kathie Lee bought it with Frank in 1994 for $7.8 million. Today, she is ready to let it go.

And the number she put on it tells you everything about what 32 years and a rare waterfront location in the right town can do.

The House the Giffords Built

Cedar Cliff is not just big. It is layered.

The main house dates to the 1930s, built in Mediterranean style with white stucco and red clay tiles. Over 15,000 square feet. Eight bedrooms. More than 1,250 feet of water frontage on three sides. A private beach, a dock, a lit tennis court, a pool, and a poolhouse.

After buying it, the Giffords did not just move in. They built into it.

A full East Wing was added with a new primary suite, movie theater, home office, wine cellar, and a professional recording studio where Kathie Lee continued writing and recording music.

They called the tip of the property “Praise Point.” There is also a prayer garden on the grounds.

Kathie Lee commuted daily from this home to Manhattan for years, first for “Live!” and then for the fourth hour of “Today” with Hoda Kotb. The house ran like a small production in its own right.

The Math Behind $100 Million

Here is the number that puts everything in perspective.

The Giffords paid $7.8 million for Cedar Cliff in 1994. The current asking price is $100 million. That is a paper gain of $92.2 million, nearly 13 times what they paid.

When Frank died in August 2015, estate records valued the Connecticut mansion at approximately $22 million. In roughly 11 years, the asking price has moved by more than 4.5 times that figure.

Cedar Cliff is now the most expensive active residential listing in all of Greenwich. The second-priciest listing in town is less than half of what Kathie Lee is asking.

If it sells near its asking price, it would rank among the most expensive residential transactions in Connecticut history. That record currently belongs to Copper Beech Farm, which sold in 2023 for roughly $138.83 million.

The listing is held by Leslie McElwreath of Sotheby’s International Realty.

The property has been maintained since Kathie Lee moved to Nashville in 2019, with a new Ludowici terracotta roof, rebuilt sundecks, custom East Wing windows, and a full-property generator installed.

Seven Years Empty. One Decision to Sell.

Frank Gifford died on August 9, 2015.

He spent 12 seasons as a receiver and running back for the New York Giants, earned eight Pro Bowl selections, won the NFL MVP award in 1956, and then spent 27 years as the play-by-play voice of ABC’s Monday Night Football.

The framed jerseys still hang on the wall inside the game room at Cedar Cliff.

After his death, Kathie Lee said the house that had once been full of life and music had gone silent. Her children were in California. She was alone in a 15,000-square-foot estate with three decades of memory in every room.

In 2019, she left for Nashville. She described the move as the new beginning she needed. But she held onto Cedar Cliff. For seven years, the estate was maintained, not lived in.

That detail matters more than most coverage has acknowledged. Letting go of this house is not a real estate decision. It is a closing of something much larger.

It is the same quiet weight you see when Drake slashed $9 million off his Beverly Hills mansion and buyers still would not bite, where the home became bigger than the transaction itself.

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Why This Matters

This listing does not land in a vacuum. It drops into one of the most aggressive luxury markets Greenwich has seen in decades.

In 2025, Greenwich recorded 38 home sales above $10 million, a 117% increase over the 17 that sold in 2024.

According to Bloomberg, by August 2025 alone, 25 homes over $10 million had already sold in Greenwich, surpassing every full-year total on record going back to 1999.

Waterfront properties are specifically what buyers are competing for right now, and Cedar Cliff has more than 1,250 feet of it on three sides.

A $100 million ask in this climate is ambitious. But it is not irrational.

What makes this listing stand apart is not just the price or the footage.

It is the combination: a once-in-a-generation waterfront footprint, a 90-year-old estate with serious bones, and a provenance that connects two generations of American entertainment and sports history.

You can buy square footage. You cannot manufacture what Cedar Cliff actually is.

This pattern of emotion meeting market reality keeps showing up across luxury real estate.

Pete Davidson sold his Staten Island condo at a $400K loss for reasons that had nothing to do with the market, and Michael Kors listed his Fire Island oceanfront retreat at $6.3 million at a time when waterfront demand is at its highest point in years.

Behind every headline price, there is always a bigger story.

Key Takeaways

• Cedar Cliff is listed at $100 million, the most expensive active listing in Greenwich
• The Giffords paid $7.8 million in 1994. The asking price is nearly 13 times that figure
• The estate has 15,000+ sq ft, 8 bedrooms, 2.9 acres, and 1,250+ feet of water frontage on three sides
• Frank Gifford died in August 2015. The mansion was valued at roughly $22 million in his estate at that time
• Kathie Lee has been based in Nashville since 2019. The estate was maintained but unlived in for seven years
• Listing agent: Leslie McElwreath of Sotheby’s International Realty
• A sale near asking price would rank among the most expensive residential transactions in Connecticut history

What do you think happens with a listing like this? Does the story and legacy behind a home actually add real dollar value for buyers at this level, or does it always come down to location and square footage? Drop your take in the comments.

Wrapping Up

Cedar Cliff is, on paper, a real estate story. An old estate. A big number. A famous name.

But if you know what Frank and Kathie Lee Gifford meant to two generations of American television, and what it took for her to hold onto that house for seven years after moving on, it feels like something else entirely. A 32-year chapter, finally closing.

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Disclaimer: This article is for informational purposes only. All details are based on publicly available reports at the time of publication.