Chessie Flanders

Chessie Flanders is a lifelong resident of the Greater Gainesville area and proudly calls North Central Florida home. A graduate of both Santa Fe College and Saint Leo University, Chessie holds a Bachelor’s degree in Business Administration with a Specialization in Management and is a licensed Florida Real Estate Professional. Driven by a passion for growth, she remains committed to continuous education to better serve her clients and community.

With over 30 years of experience in finance, banking, mortgages, leadership, marketing, and business development across Alachua, Clay, Bradford, Union, and surrounding counties, Chessie brings a powerful blend of expertise and heart to her work. Her deep knowledge of lending and financial systems, paired with her unwavering desire to help others reach their goals, makes her an invaluable guide for both home buyers and sellers.

Chessie is a proud member of the RE/MAX Professionals Synergy Group, an award-winning team of experienced Realtors known for their dedication, integrity, and client-first mindset. She understands that buying or selling a home is one of life’s most meaningful decisions—and she’s committed to standing beside her clients every step of the way, offering knowledge, support, and peace of mind throughout the journey.

“I am passionate about helping you through the buying or selling process, providing you with a high level of knowledge, skill and service from the beginning to end. I will do my best to earn your trust and your business.” 
~ Chessie