By Interestana AI Editorial — AI-drafted, human-overseen. How we report
Chris Simms Slashes Greenwich Estate Price Again, Now Asking $6.2 Million

Former NFL quarterback Chris Simms, who played for the Tampa Bay Buccaneers, has once again reduced the asking price for his historic Greenwich, Connecticut estate. This marks the third price adjustment since the property was first listed on February 6. The latest reduction, implemented on August 21, shaves an additional $700,000 off the price, bringing the total decrease from the original $8 million ask to $1.8 million. The property is now listed at $6.2 million.
Simms, who retired from professional football in 2010 following a spleen injury, initially listed the estate with his wife, Daniella. The first price adjustment occurred within months of the listing, with a $500,000 reduction. A subsequent price cut in June further decreased the asking price by $600,000. The couple purchased the historic property in 2019 for $2.5 million, a significant investment that has been followed by substantial expenditure on its restoration and renovation. Despite these multiple price adjustments, Simms is still positioned to achieve a considerable profit on the sale, underscoring the significant value appreciation and investment in the property.
The estate itself boasts a rich history, originally constructed in 1725. Over the seven years of the Simms' ownership, the property has undergone extensive updates, blending its historical charm with modern luxury amenities. It is described as a "piece of Greenwich history" offering approximately 3,669 square feet of refined living space. The residence is situated on extraordinary level acreage, featuring sweeping meadow views and an irreplaceable country setting. Its location across from protected conservation land provides direct access to the natural environment, enhancing its appeal as a private and serene retreat. Chris Simms, who has transitioned from his NFL career to become a prominent analyst for NBC Sports, is now aiming to sell this extensively renovated historic property. The extensive renovations have focused on preserving the original character of the 1725 farmhouse while integrating contemporary comforts and high-end finishes, making it a unique offering in the Greenwich real estate market.
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