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Home Real Estate

Former Tampa Bay Buccaneers Quarterback Chris Simms Lists Historic 300-Year-Old Greenwich Home for $8 Million

Solega Team by Solega Team
February 10, 2026
in Real Estate
Reading Time: 6 mins read
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Former Tampa Bay Buccaneers Quarterback Chris Simms Lists Historic 300-Year-Old Greenwich Home for $8 Million
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Former Tampa Bay Buccaneers quarterback Chris Simms has put his 300-year-old, ranch-style Connecticut dwelling on the market for $8 million as he prepares to pass off the historic residence to a new owner.

The 45-year-old—who retired from the NFL in 2010 following a spleen injury—and his wife, Daniella, put their longtime Greenwich abode on the market on Feb. 6, property records show.

Simms, who now serves as an analyst for NBC Sports, snapped up the dwelling in 2019 for $2.5 million, less than a third of the price it is now listed for.

But the property’s illustrious history dates far beyond the Simms family’s ownership. Originally built in 1725, it has since undergone many restorations and updates.

Still, the listing, which is held by Monica Webster of Douglas Elliman, highlights the home’s impressive lineage, describing it as a “piece of Greenwich history” that sits on an idyllic 4 acres of land.

Exterior in the snow with a wreath of Chris Simms equestrian estate in Greenwich Connecticut
Former Tampa Bay Buccaneers quarterback Chris Simms has listed his ranch-style Connecticut dwelling for $8 million. (Realtor.com)
Tampa Bay Buccaneers vs San Francisco 49ers - October 30, 2005
The 45-year-old—who retired from the NFL in 2010 following a spleen injury—and his wife, Daniella, put their longtime Greenwich property on the market on Feb. 6, property records show. (Robert B. Stanton/NFLPhotoLibrary)
A fireplace in a living area in Chris Simms equestrian estate in Greenwich Connecticut
According to property records, Simms, who now serves as a sports analyst for NBC Sports, snapped up the dwelling in 2019. (Realtor.com)

“A fully restored antique farmhouse offering approximately 3,669 square feet of refined living space, set on extraordinary level acreage with sweeping meadow views and an irreplaceable country setting across from protected conservation land with direct access to the Greenwich Riding Trails,” the listing notes.

Upon entering the five-bedroom, five-bathroom dwelling, guests are greeted with an open floor plan that begins with a living area with a cozy fireplace, several windows, and wooden beams on the ceiling.

The chef’s kitchen boasts state-of-the-art appliances, a white marble island, and white cabinetry.

Adjacent to the kitchen is a charming dining area with wooden beams on the ceiling and a wooden island.

The bedrooms follow the same minimalistic aesthetic as the rest of the home and feature enough room for a queen-sized bed while boasting small windows.

“The residence blends historic authenticity with modern luxury, featuring wide-plank antique floors, exposed beams, preserved fireplaces, and original architectural details,” the listing notes.

The bathrooms feature double vanities, a large glass-enclosed shower, a marble soaking tub, and sliding barn doors.

Wooden stairs in Chris Simms equestrian estate in Greenwich Connecticut
The home, which is described in the listing as a “piece of Greenwich history and has been fully restored,” offers 3,669 square feet of expansive living space, including five bedrooms and five bathrooms. (Realtor.com)
Snow covered pool at Chris Simms equestrian estate in Greenwich Connecticut
The property, which is represented by real estate agent Monica Webster, was built in 1725 and offers a lush setting. (Realtor.com)
Walk in closet with stairs in Chris Simms equestrian estate in Greenwich Connecticut
“A fully restored antique farmhouse offering approximately 3,669 square feet of refined living space, set on extraordinary level acreage with sweeping meadow views,” the listing says. (Realtor.com)
Bathroom with wooden beams on the high ceilings in Chris Simms equestrian estate in Greenwich Connecticut
“The residence blends historic authenticity with modern luxury, featuring wide-plank antique floors, exposed beams, preserved fireplaces, and original architectural details,” the listing says. (Realtor.com)

Elsewhere, there is a gym, spa center with a massage chair, and an outdoor entertaining area with a foosball table.

Throughout the home, modern aesthetics have been meticulously merged with historic charm, carefully preserving the property’s original elegance, while also breathing new life into its antique bones.

“A thoughtful renovation delivers elevated comfort throughout, including a newly created primary suite with cathedral ceilings, floor-to-ceiling windows, a bespoke dressing room, and a private staircase to a serene, light-filled office and library retreat for everyday living,” the listing goes on.

According to Robb Report, Simms and his wife have lived in Greenwich for many years now, having previously sold another dwelling in the area for $2.7 million before relocating to their farmhouse.

They chose the farmhouse because of its impressive parcel, noting to the outlet that they wanted more space for their horses.

However, they are now seeking a move to a new state and want to pass their current dwelling to a new owner who will treasure it as much as they have.

A wooden table with chairs in Chris Simms equestrian estate in Greenwich Connecticut
The dining area features wood beams on the ceiling. (Realtor.com)
A white airy kitchen with stainless steel finishings in Chris Simms equestrian estate in Greenwich Connecticut
The chef’s kitchen is equipped with state-of-the-art appliances and a marble island. (Realtor.com)
At home gym with a large mirror in Chris Simms equestrian estate in Greenwich Connecticut
There is also a gym in the home. (Realtor.com)
Foosball table and video game at Chris Simms equestrian estate in Greenwich Connecticut
The outdoor entertaining area with a foosball table (Realtor.com)
Black leather chairs with an Hermes blanket in a white room with wooden floors at Chris Simms equestrian estate in Greenwich Connecticut
Before moving into this property, the Simms family lived in a different Greenwich dwelling, which they moved out of to find more space for their horses. (Realtor.com)

“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 with our horses throughout the neighborhood to enchanting holiday celebrations in the historic barn,” the couple told the outlet.

Before settling down in Connecticut, Simms enjoyed a lengthy career in the NFL, a career that began at the University of Texas at Austin, after which he was drafted by the Buccaneers as the last pick of the final round in the 2003 NFL draft.

Simms remained with Tampa Bay until 2008, when he was released by the team. He was later picked up by the Tennessee Titans, with whom he played for a year before moving to the Denver Broncos.

After a brief return to the Titans, the quarterback’s career came to an end, with many pointing to a 2006 spleen injury as the reason for his retirement from the NFL.

He briefly tried his hand at coaching, signing with the New England Patriots in 2012 as an offensive coach, as well as a scouting expert, but he made a move into broadcasting after just a few months.

Simms and his wife, who met in high school, tied the knot in 2004 and now share two children.



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Tags: 300YearOldBayBuccaneersChrisGreenwichHistoricHomelistsMillionQuarterbackSimmsTampa
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