Sheryl Simon

The Simon Collaborative Group

Sheryl Simon has been one of the most successful luxury residential real estate professionals in Massachusetts since 1991.

Sheryl currently serves as a Senior Vice President for Gibson Sotheby’s International Realty, Boston’s largest independently-owned luxury real estate company. She regularly serves clientele via increased market share in the residential luxury, new construction, and land development sectors throughout the MetroWest region.

Prior to joining Gibson Sotheby’s International Realty, Sheryl founded Benoit Mizner Simon & Company in 2010, along with Principals Debi Benoit and Amy Mizner. The firm specialized in luxury properties across Weston, Wellesley, Wayland, Dover, Natick, Sudbury, and beyond. She and her partner Amy Mizner maintained their status as a #1 team in Weston and Massachusetts in single-family sales from 1994 – 2019. During Sheryl’s decade-long tenure at BMS, the company achieved more than $4 billion in sales revenue.

Earlier in her storied career, Sheryl was an award-winning Vice President at Coldwell Banker for 16 years. During that time she and her partner, Amy Mizner, became the #1 Weston sales team.