Kyle Gilliland

As a third-generation Florida REALTOR® licensed since 2014, Kyle Gilliland doesn’t just know the Tampa Bay market - it’s in his DNA. A Sarasota native and 20-year Tampa resident, Kyle combines hyperlocal expertise with a sophisticated background in large-scale event production and multi-channel marketing.

Central to his professional success is the prestigious Graduate, REALTOR® Institute (GRI) designation, a mark of distinction that signifies Kyle’s commitment to the highest level of professional knowledge and ethics in the industry. This expertise is further bolstered by his certifications as a Real Estate Negotiation Expert (RENE) and a Resort Second-Home Property Specialist (RSPS). Kyle’s strategic approach and diligent work ethic have resulted in a client retention rate of over 90% and consistent 5-star reviews.

With degrees in Mass Communications and Social Sciences, Kyle brings a unique skill set to the real estate world, developing targeted digital marketing strategies that elevate listing visibility and drive buyer interest. His experience managing complex project schedules and directing over 100 staff and volunteers for city-wide festivals ensures that he navigates every transaction with precision and poise.

A proud Bull, Kyle is a graduate of the University of South Florida and a Life Member of the USF Alumni Association. His deep roots in the community are reflected in his recent service with the American Red Cross Disaster Action Team and his ongoing involvement with Tampa Theatre.

A resident of Hyde Park, Kyle balances his career with a love for the Florida lifestyle. When he isn’t helping clients find their dream homes, he can be found boating, cooking, gardening, or spending time with his two rescue dogs, Carmela and Ellie.