Call Us Today:
863.701.7411 (Lakeland)

863.676.1700 (Lake Wales)

Auto Insurance
Home Insurance
Coverage for Your Business
Workers Comp in Lakeland, FL
Life Insurance
Health Insurance

Our Locations

*Headley Insurance Agency - Lakeland

3544 South Florida Ave
Lakeland, FL 33803
Main office: 863-617-7425
Toll free: 800-225-9960
Fax: 863-701-7417

Office Hours:

Mon: 9:00 AM - 5:00 PM
Tues: 9:00 AM - 5:00 PM
Wed: 9:00 AM - 5:00 PM
Thurs: 9:00 AM - 5:00 PM
Fri: 9:00 AM - 5:00 PM
Sat: Closed
Sun: Closed

Headley Insurance Agency - Lake Wales

124 West Central Ave
Lake Wales, FL 33853
Main office: 863-676-1700
Toll free: 800-225-9960
Fax: 863-676-9567

Office Hours:

Mon: 9:00 AM - 5:00 PM
Tues: 9:00 AM - 5:00 PM
Wed: 9:00 AM - 5:00 PM
Thurs: 9:00 AM - 5:00 PM
Fri: 9:00 AM - 5:00 PM
Sat: Closed
Sun: Closed

Our Providers

Hurricane Irma Notice: If you need to file a claim, contact your insurance carrier directly. Click here for a list of phone numbers.


Home and Auto Insurance in Lakeland, FL

Headley Insurance


We’re a locally owned and operated agency in Lakeland, Florida where we deliver insurance and risk management solutions for many different lines of insurance.  We’ve served individuals and businesses for many years and we believe in being a well-rounded agency.  Not only do we stay current on the ever-changing trends of insurance but also making sure that we understand the unique insurance opportunities that present themselves while living in Florida. These efforts help us give clients the best possible products and services for the right prices. 


Our Insurance Offerings


We have a wide variety of insurance options, and in fact there is almost nothing that we can’t help our clients with. From personal lines that help keep you, your belongings, and your family safe like:  Home, auto, life, and health. These policies are just a few among many of our options. These and all of our other options can be custom-tailored to fit your specific needs as well as combine policies to help you save money but still retain the best coverage possible.  Central Florida is a high-flood-risk area, due to potential hurricanes  so flood insurance is common among residents of the area.  We provide this insurance with attention to detail and with full consideration for clients’ needs. 


In addition to our personal lines, our business program keeps virtually any commercial enterprise secure for the right price. If you have a specific industry you work in that requires a more customized coverage, our specific industries program can help keep your business running so you can focus on the day-to-day and not the risks. The coverages contained in these programs are unique to different lines of work, and for this reason the specific-industry programs are important to a lot of businesses.  No matter where you are in The Sunshine State, if you run a business then we can protect you.


Our Approach


In order to give you the greatest protection in the most cost-efficient ways, we’ll build a meaningful relationship with you.  We walk through the insurance process with you and keep your policy updated and make changes as needed. We believe in building relationships with our clients. They are more than just a policy number, but instead are a person, with a family, a business and a life that is just as unique as their policy.


As a client, we’ll consult with you on an in-depth basis in order to identify the right coverages and to create the best policies.  Once these policies are in place we’ll monitor them regularly and we’ll keep you informed.  We actively manage risk, and this helps reduce your chances of sustaining losses and of having to use your insurance.  If insurance is used and you file claims, we'll manage the claims. 


We’re reachable at almost any time, so if you need to get a hold of us, you can.


Please contact us or give us a call to learn more.  You can get started by requesting a quote.


Additional Insurance Information: 


I can't say enough good things about Scott Headley and his great staff. I have multiple policies with Headley Insurance. I feel like they are part of my family. We have been able to depend on them for more than 15 years. They go above and beyond the call of duty without hesitation. If your looking for insurance, look no further than Headley Insurance. My family and I love them.
- Rusty Longaberger
As a business owner I was unware of the risk that I was exposed to. Scott Headley was able to get easy homes 123, llc a general liability policy for my business and he also has got my rental properties covered. The service at Headley insurance was way above that I have experienced with other agents. I have Refered several people already and will continue.
- Steve Mitchell
I am a former insurance agent of 20 years plus, so I am very selective about who I choose to take care of my insurance needs. Everyone at Headley Insurance Agency is very friendly, accessible and knowledgeable. They're always prompt in answering the phone and returning a call. They also have a very good selection of very reputable insurance companies that they represent. I refer anyone seeking insurance of any type to them, whether it's commercial or personal. I can tell you from personal experience with Scott Headley, the owner of Headley Insurance, that he truly cares about his customers and his employees, and it shows in so many ways. If you're looking for peace-of-mind with all of your insurance needs, I highly recommend this agency!
- Jami Johnson
I sent a Facebook message to Scott Headley (Headley Insurance Agency) at 6pm, he drove to his office, wrote the policy then drove to Regal to hand deliver it so I could drive my newly purchased truck home. Other than my parents no one has ever gone completely out of their way to this extreme. Thank you guys, you have no idea how much you have done for me. You will forever have a loyal customer.
- Erika Warren
Thank you to Scott Headley and the rest of the staff at Headley Insurance Agency, for making my life SOOOOO much easier. When the Mulberry Chamber of Commerce had to research new Insurance options, you told me you would take care of it. And that you did! I would love to be able to say that it was GREAT working with you...but, I hardly call a phone call to tell you what I needed, a return call when you had it taken care of, and the signing of some papers (and a lower premium)... WORK! I REALLY appreciate your customer are a lifesaver!!
- Monica DiNicolantonio
I am a small business owner in Davenport. I called Headley Insurance a few days ago to get a quote on my business. The ladies there were very insightful. They discussed coverages with me that I would never have thought I needed. I went into the office today to take out the policy. My agent was very thorough and answered any questions I had. They gave me everything I needed to get the ball rolling. Thank God I found them!
- Trina Lambert