Holly Taylor

Holly Taylor spent nine years teaching elementary and special education before building The Taylor Team at Herron Real Estate in St. Augustine — closing 93 transactions worth $36 million in 2025 alone. In this episode, Holly and Tracy dig into what teachers bring to real estate that sales training can't replicate, then move into hyperlocal buyer and seller strategy for St. Johns County: the CDD-versus-HOA fee confusion that trips up new residents, why the Florida homestead exemption deadline costs unprepared buyers real money every year, and the lingering myths around VA loan offers that still cost military buyers negotiating power. Holly also walks through what a military family's compressed PCS timeline actually looks like from the agent's side, what buyers need to know before choosing SilverLeaf as new schools and amenities come online, and how she's advising buyers to win offers in a St. Augustine market where only 9% of homes sell over asking. It's a grounded, practical conversat…