The couple purchased the 4.01-acre estate at 640 Round Hill Road in April 2019 and undertook major renovations while preserving historic elements like antique floors and exposed beams. After listing the home in February 2026, they implemented several price reductions before placing it under contract in September. Spanning 3,669 square feet, the five-bedroom residence features luxury modern additions including a five-car garage, a dedicated gym, and an office and library retreat. The expansive exterior grounds cater to equestrian living with three horse stalls, a tack room, and a restored 18th-century barn.
Key points
The equestrian-focused property features three stalls, a tack room, and direct trail acce…: The equestrian-focused property features three stalls, a tack room, and direct trail access across from protected conservation land.
Extensive property amenities include a restored 18th-century barn, a studio, a heated swi…: Extensive property amenities include a restored 18th-century barn, a studio, a heated swimming pool, and a pool house.
The sale represents a significant price reduction from the initial listing despite delive…: The sale represents a significant price reduction from the initial listing despite delivering three million dollars in appreciation since 2019.
Sources checked by our analysis pipeline: 1
Former NFL quarterback Chris Simms and his wife, Danielle, have sold their restored 1725 farmhouse at 640 Round Hill Road in Greenwich, Connecticut, for $5.5 million, according to NewsTimes and Coldwell Banker’s property listing. The couple bought the four-acre estate for $2.5 million in April 2019, restored it while preserving its historic character, and initially listed it for $8 million in February 2026 before accepting a lower offer.
The sale closes a chapter on one of Greenwich’s more distinctive country properties. It combines a centuries-old farmhouse with equestrian facilities, a heated pool, a restored 18th-century barn, and direct access to protected conservation land and Greenwich’s riding trails.
A home with deep roots
The main house was built in 1725 and offers about 3,669 square feet of living space. Its restoration retained original architectural details, including exposed beams, wide-plank antique floors, and five fireplaces, while adding modern comfort and a more open, light-filled layout.
The property includes five bedrooms and five full bathrooms. A newly created primary suite features cathedral ceilings, floor-to-ceiling windows, a dressing room, and a private staircase leading…
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