Insurance Agency Winter Park FL
Insurance needs
made easy
Winter Park homes are not like the rest of Central Florida. The older bungalows near Park Avenue, the lakefront properties on the Winter Park chain, the historic estates off Interlachen — they come with their own coverage considerations, and they deserve an agent who actually understands them.
Charles Packard is an independent agent serving the Winter Park area. He shops multiple carriers instead of selling you one company’s product, which matters a lot when you have a home that doesn’t fit the standard mold.
Get My Free QuoteReal Help From a Local Winter Park Insurance Agency You Can Trust
"Charles is phenomenal with his expertise in the insurance business. He is truly a genuine professional that cares about his clients and goes above and beyond to satisfy his clients needs! Highly recommend!"
Winter Park homes come with their own coverage considerations
A lot of Winter Park’s residential neighborhoods were built decades before most of what you’ll find in Orange County. Older electrical systems, original plumbing, and aging roofs all affect what carriers will write and at what price. Some insurers are more comfortable with older homes than others. Charles knows which carriers will look at a 1950s bungalow without red flags and which ones won’t — and that saves you the aggravation of getting declined after a full application.
Winter Park also has some of the highest average home values in the Orlando metro. That means the dwelling coverage limit on your policy is worth reviewing carefully. Construction costs have risen significantly in the last few years. A coverage limit that made sense at closing may not cover what it would actually cost to rebuild today.
If your property is on or near one of the lakes — Osceola, Virginia, Maitland, or the rest of the Winter Park chain — flood coverage is a separate conversation. Standard homeowners insurance doesn’t cover flooding, and lakeside properties in Florida carry real exposure that most people don’t find out about until it’s too late.

We make insurance easy for you
What To Expect From UsPackard Insurance Group is your local, one-stop insurance partner. We speak your language. Instead of jargon, you’ll get straightforward explanations. We shop the top carriers so you can save money – many clients tell us we saved them hundreds on bundled home+auto policies. You just want a fair deal and coverage you can trust, and that’s exactly what we deliver.
Save More Money
We compare dozens of insurers to keep cash in your pocket. Bundling your policies often unlocks extra discounts, so many families end up saving hundreds each year.
Understand Your Coverage
Insurance talk shouldn’t sound like Greek. We explain everything in plain English, so you know exactly what you’re paying for. No confusing jargon or hidden surprises, just clear options.
Local, Friendly Support
Pick up the phone and you’ll talk to a real person, not an endless menu. We live and work here, so you get local expertise and personal service from an agency that truly cares.
Trusted by Winter Park Families Since 2000
Why Choose Us
Helping local families protect their homes, cars, and futures for over 25 years.
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Frequently Asked Questions
Before you get started, here are a few common questions we help answer every day. If you don’t see your question here, just give us a call. We’re always happy to help.
Older homes can be harder to place, but there are carriers who specialize in them. The main factors are roof age and condition, electrical, and plumbing. Charles will tell you upfront what each carrier needs to see and who is most likely to write the policy at a fair rate.
Yes. Homeowners insurance doesn’t cover flood damage. That requires a separate policy. If you’re on or near the Winter Park chain of lakes, it’s worth discussing. Charles can walk you through NFIP options and private flood carriers to find out what makes sense for your specific property.
Just give us a call! We’ll walk you through a few quick questions and handle the rest.
We’ll review your current policies for free. Often we can find savings or improve your coverage.
Absolutely. We assist with claims and questions any time – you’re not on your own once the policy is in place.
We work with homeowners across the Orlando area, including Winter Park. Give us a call or request a quote online. Our no pressure consultations are your chance for a real conversation about your coverage and your needs.
Give us a call at 407.706.6000 to get started.

















