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About Our Agency

Fleming Agency provides comprehensive insurance options.

Central Florida’s trusted insurance agency since 1986.

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We are an independent insurance agency made up of real people that call Central Florida home, and we stand ready to help you navigate the important issues surrounding personal and business insurance.

An agency built on a dream.

Fleming Agency was established in 1986 by Gary Fleming. After having served the personal and business insurance needs of many Central Floridians for over 20 years as the president of a local agency, Gary decided to pursue his dream of owning and operating his own business. From our humble beginnings in a shared office space near the downtown YMCA to our current location on Hillcrest Street, we have remained committed to serving the personal and business insurance needs of this community.

100 Years

combined experience

30+ Years

in business

The independent agency experience.

Fleming Agency uniquely offers the experience of over 50 years of combined insurance service from our team of professionals, as well as access to many of the most recognized and top-rated insurance companies in the industry. As the insurance marketplace has changed and our community has grown, we have remained focused on the relationships we continue to build with our customers each and every day.

Why Go Independent?Meet Our Team
About Us - Palm Tress and Wooden Path Leading to Beach

The Advantage of an Independent Agency Working for You

What makes our independent agency different?

  • Personalized insurance solutions.
  • Friendly, knowledgeable service.
  • Building trusted relationships.
Find Out How

Get the power of choice when it comes to finding the right insurance for your situation. We offer a wide variety of policies and price points to choose from.


Rely on us to simplify the insurance process, from advising you on your risks and solutions, to advocating on your behalf to the insurance company.


Count on us to be there for you every step of the way with personable and professional service so you always have the right coverage for your insurance needs.

Our Mission Statement

At Fleming Agency, our mission is very simple. We are focused on building relationships, dedicated to simplifying the insurance process, and committed to serving the personal and business needs of families and businesses in Central Florida.

About Us - Pier Leading Out to Ocean at Sunset

Areas We Serve

Contact our Orlando, FL office for personal and business insurance throughout Central Florida, including Winter Park, FL, Windermere, FL, Maitland, FL, Lake Mary, FL, and Winter Garden, FL.

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As an independent agency, we are here to help you find the right coverage.

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It only takes a minute to get started.

  • Fill out the form, we’ll be in touch.
  • Go over your options with an agent.
  • Get the coverage you need.

Would you rather discuss this in person? Get in touch with an agent today!