About Cheryl Cheslea, Broker
Cheryl Cheslea
Broker
About Cheryl Cheslea – Simcoe County Realtor® with Heart, Hustle & Local Know-How
Hi, I’m Cheryl Cheslea, a full-time REALTOR® with RE/MAX Hallmark Chay Realty serving Barrie, Innisfil, Angus, Base Borden, Midhurst, Oro-Medonte, and across Simcoe County. For over a decade, I’ve been helping clients buy, sell, and invest in homes that truly fit their next chapter of life — whether that’s upsizing, downsizing, or relocating for work or family.
My clients know me for my organization, local insight, and calm, caring approach. I’m the kind of agent who brings a checklist, a strategy, and a smile, making sure every step of the process feels clear and manageable.
Having lived and worked in Barrie and Simcoe County for over 12 years, I know the neighbourhoods, schools, and hidden gems that make each community special. I also maintain trusted referral connections with top REALTORS® across North America, so whether you’re moving down the street or across the country, I can make your transition seamless.
Outside of real estate, you’ll find me managing my son’s rugby teams, exploring Simcoe’s golf courses and tennis courts or relaxing by the pool with family and friends.
If you’re thinking about buying or selling a home in Simcoe County, I’d love to connect and help you make your next move matter.






