Kathie Lee Gifford has officially listed her longtime Greenwich, Connecticut estate for $100 million, marking the end of an era tied to both her personal life and decades-long career in television. The waterfront property, known as Cedar Cliff, has been part of her life since the early 1990s and is now positioned as one of the most expensive residential listings in the region.
The estate was originally purchased in 1994 by Gifford and her late husband, Frank Gifford, for $7.8 million. More than three decades later, the listing price reflects not only the property’s scale but also the dramatic evolution of the luxury housing market in Greenwich.
A Landmark Property With Deep Personal Roots
Cedar Cliff is more than just a high-value real estate listing. It represents a central chapter in Gifford’s life, where she raised her children and balanced a demanding career in entertainment.
Located in the Riverside area of Greenwich, the estate sits on nearly three acres of land, extending into Long Island Sound with over 1,200 feet of waterfront. Its peninsula location offers expansive views and rare privacy, factors that significantly contribute to its valuation.
The home served as a hub for both family life and professional commitments. During her time hosting morning television, Gifford commuted from the estate while also using it as a venue for social gatherings, charity events, and televised segments.
Inside the $100 Million Estate
The property features a Mediterranean-style mansion spanning approximately 15,000 square feet. It includes eight bedrooms and a wide range of luxury amenities designed for both comfort and entertainment.
Among its standout features are a private beach, a deep-water dock, a swimming pool with a poolhouse, and a full tennis court. The estate also includes a fitness center, a home theater, a wine cellar, and a professional recording studio, reflecting Gifford’s background in music and broadcasting.
Outdoor spaces such as gardens, a gazebo, and multiple entertaining areas further enhance the property’s appeal, making it a complete lifestyle estate rather than just a residence.
From Family Home to Market Listing
The decision to sell Cedar Cliff follows significant life changes for Gifford. After the passing of Frank Gifford in 2015, the home gradually transitioned from a lively family environment to a quieter space.
In 2019, after stepping away from her role on the Today show, Gifford relocated to the Nashville area to begin a new phase of her life. While she retained ownership of the Greenwich estate for several years, the listing now signals a final move away from that chapter.
The property holds decades of memories, from raising children to hosting prominent guests from the entertainment and sports worlds. Its listing represents both a financial decision and a personal milestone.
The Financial Scale Behind the Listing
The jump from a $7.8 million purchase price in 1994 to a $100 million listing in 2026 highlights the dramatic growth in high-end real estate values. If the property sells at or near its asking price, it would represent a significant increase in value over time.
However, the headline figure does not account for the extensive investments made into the estate. Over the years, the Giffords expanded and renovated the property, adding new wings and modern features. Ongoing costs such as maintenance, taxes, and staffing also play a role in the financial picture.
Even so, the listing reflects how rare waterfront estates in Greenwich have become increasingly comparable to luxury markets in places like Manhattan, Malibu, and the Hamptons.