Expect to see marketplace premiums around $680 a month for a 40-year-old's benchmark silver plan in Orange County (2026 figure), and $738 as the 2027 Florida average, before subsidies. An agent can price plans after any tax credit you qualify for.
These are physical health insurance agency offices near Winter Garden, not call centers. Each one lists a storefront address and office hours. The most-reviewed offices are at the top.
Health Insurance Agencies & Offices near Winter Garden
Licensed agents can compare plans available in Orange County, check your doctors and estimate your premium tax credit. Free to you.
Call 866-645-8540Why a walk-in office
An in-person meeting helps when your situation has moving parts: a household with mixed coverage, self-employment income that changes, or a doctor you need to keep.
What to bring
Photo ID, Social Security numbers for everyone applying, a recent pay stub or income estimate, and a list of your doctors and prescriptions.
Call ahead
Office hours change around open enrollment, and many agencies book appointments during the busiest weeks. Calling ahead saves a wasted trip.
Before you call an agent
- Ask each agent which carriers they can quote in your county.
- Make a list of your doctors, hospitals and prescriptions before you call anyone.
- Write down the enrollment deadline and confirm your first premium payment.
- Have a realistic estimate of next year's household income; subsidies are based on it.
Checking an agent's license in Florida
- Florida's Department of Financial Services runs a free online Licensee Search. It shows an agent's contact details, valid licenses, active appointments and the insurers the agent can write with. Source
Frequently asked questions
What if an office I visited won't renew my plan?
Any licensed agent certified with the marketplace can help you switch plans or renew at open enrollment.
Can I do everything by phone instead?
Yes. Licensed agents can quote, enroll and send documents electronically, which is how most people enroll today.
Do I need an appointment?
Not always, but many offices near Winter Garden book appointments during open enrollment (Nov 1 to January 15 on the HealthCare.gov). Calling first is the safest bet.
Agencies & offices in nearby cities
- South Apopka, FL 10 miles
- Lockhart, FL 11 miles
- Apopka, FL 12 miles
- Oak Ridge, FL 12 miles
- Forest City, FL 12 miles
- Fairview Shores, FL 13 miles
- Williamsburg, FL 13 miles
- Sky Lake, FL 14 miles
- Groveland, FL 14 miles
- Pine Castle, FL 15 miles