GREENWICH, Conn. — Chris Simms knows how to take a hit and keep moving, but this time he’s making the big play off the field. The NBC Sports analyst and former Tampa Bay Buccaneers quarterback has listed his 300-year-old Greenwich equestrian estate for a cool $8 million. It’s a massive jump from the $2.5 million he and his wife, Daniella, paid for the property just seven years ago.
The Scouting Report: A 1725 Masterpiece
This isn’t your standard cookie-cutter mansion. Built in 1725, Simms’ ranch-style farmhouse sits on 4 idyllic acres and comes with a history deeper than a playbook. While Simms spent his NFL days dodging linebackers, this property was standing tall before the United States was even a country.
The “Anti-McMansion” features:
- 3,700 square feet of renovated living space.
- 6 bedrooms and 5 bathrooms, perfect for a growing roster.
- Equestrian amenities: Three horse stalls, paddocks, and a tack room (Daniella’s domain).
- Party Barn: A historic barn converted into a modern entertaining space.
Monica Webster of Douglas Elliman holds the listing, which hit the market on Feb. 6. The price tag suggests Simms is capitalizing on a hot luxury market, looking to triple his investment since snapping it up in 2019.
“Being the steward of this remarkable home and property has been a true privilege. Our family has shared so many unforgettable moments here… from leisurely trail rides to enchanting holiday celebrations in the historic barn.” — The Simms Family, via Listing Statement
From Spleen to Screen: The Simms Legacy
Most fans remember Simms for one Sunday in 2006: the game against the Carolina Panthers where he ruptured his spleen, underwent emergency surgery, and still tried to lead a comeback. That level of grit defined his career, even as he hung up the cleats in 2010.
Since then, he’s swapped the huddle for the studio. As a lead analyst for NBC’s Football Night in America and host of the Chris Simms Unbuttoned podcast, he’s become one of the sharpest voices in the game. This real estate move comes as Simms continues to cement his status as a top-tier media personality in the 2026 sports landscape.
What’s Next?
With the listing active, the Simms family is looking to hand off this piece of Connecticut history. Ideally, the buyer is someone who appreciates wide-plank floors and horse riding as much as a Sunday kickoff. For Simms, the sale likely signals a new chapter—perhaps a move closer to NBC studios or a different style of luxury living entirely.
