Diana Baggett, Team Leader


Diana is an award winning Realtor® who has been serving the community since 2009 with a caring commitment to excellence. With a passion for helping young couples and families, she understands that buying or selling is a major life event and she is committed to making the process as simplified and stress-free as possible. A self-described geek, Diana thrives on organization and efficiency and makes sure your process is systemized so nothing falls through the cracks. 

Personally, Diana has called Simcoe County home for over 3 decades and has lived in Barrie, Innisfil, Oro-Medonte, and Essa. She has 2 grown children, and shares HOME with her husband, German Shepherd and cat.  

Whether you're a first-time homebuyer or a growing family, Diana is the Realtor® to help you achieve your goals.  


#2 Overall Individual Agent at RE/MAX Crosstown Realty

#3 Overall Agent (Individual and Team) RE/MAX Crosstown Realty 

(based on closed and firm transactions May 2022-May 2023)


Contact Information 


Direct: (705) 996-6262

Email: diana@dianabaggett.com


Karen Whiston, Virtual Assistant


Meet Karen, the behind-the-scenes powerhouse who keeps the busy agents on track. Karen is the ultimate multi-tasker, with a talent for juggling multiple projects and priorities. With over nine years of experience in the industry, Karen has gained extensive knowledge and skills such as, managing schedules, handling administrative tasks, and making sure that nothing falls through the cracks. With her keen attention to detail and exceptional organizational skills, Karen ensures that the Real Estate Group can focus on providing top-notch service to their clients. Karen is a valuable asset to the team.



Jessica Schmider, Client Care Specialist


Meet Jessica, The Real Estate Group's Client Care Specialist. Born and raised in Simcoe County, Jessica has an innate understanding of the local real estate market and a passion for serving her community. With a keen sense of service and an approachable style, Jessica helps ensure that every client feels valued, taken care of and assures nothing falls through the cracks. Jessica is a social media pro responsible for creating engaging content that appeals to today's digital-savvy buyers and sellers. Jessica's drive and ambition are evident in all that she does. She is currently working towards obtaining her real estate license, eager to expand her knowledge and skills. Her love of learning and dedication to serving others make her a valuable member of The Real Estate Group.

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