Cheryl Maupin
Founder & Team Lead, The Milestone Group - Real Broker, LLC.
Columbia, MO 65201
Phone (573) 239-1087
Bio
With over 15 years in real estate, Cheryl Maupin brings a rare blend of expertise, discipline, and heart to every transaction. As founder and team lead of The Milestone Group at Real Broker, LLC, Cheryl has built one of the leading real estate teams in Columbia, Missouri, closing 102 transaction sides and $27.74 million in sales volume in 2025 alone — earning national recognition as a 2026 RealTrends Verified Top Team. Over her career, she has closed more than 500 transactions totaling upwards of $79.5 million.
Cheryl's approach pairs structured, data-driven marketing with hands-on, personalized guidance, making her the go-to agent for clients relocating to Columbia from out of state, as well as buyers and sellers navigating specialized properties like equine estates and mobile home parks. As a lifelong equestrian herself, she brings firsthand knowledge to every horse property she represents.
Outside the office, Cheryl is a wife and mother, and can often be found at the barn riding or showing her horse, Biscuit. Whether you're relocating across the country or searching for the perfect horse property, Cheryl and The Milestone Group are ready to guide you home.
Education