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Find Medicare Insurance Agents in Winter Garden, FL

Compare medicare insurance agents in Winter Garden. Review contact information and insurance categorys before you decide.

19 agents listed
Updated May 2026
Winter Garden, FL
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeInsuranceUSA.com. We do not endorse any agent or guarantee outcomes. Verify licensing and disciplinary status with the Department of Insurance of Florida before hiring.
Showing 19 medicare insurance agents in Winter Garden, FL Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Shannon Till - State Farm Insurance Agent
1620 Daniels Rd #110, Winter Garden, FL 34787
(407) 656-4000 shannontill.com
Bryan Fifer - State Farm Insurance Agent
3724 Winter Garden Vineland Rd, Winter Garden, FL 34787
(407) 614-2622 bryanfifer.com
Blake Price - State Farm Insurance Agent
14230 W Colonial Dr Suite 110, Winter Garden, FL 34787
(407) 573-6666 blakeprice.com
Craig Martin - State Farm Insurance Agent
14416 Shoreside Way #140, Winter Garden, FL 34787
(407) 656-1040 craigmartininsurance.com
Heather Thies - State Farm Insurance Agent
15835 Shaddock Dr #150, Winter Garden, FL 34787
(407) 354-1320 heatherthieshorizonwest.com
Shane Swan - State Farm Insurance Agent
14416 Shoreside Way Suite 140, Winter Garden, FL 34787
(407) 452-0124 shaneswan.com
Joseph Ferrara Insurance Services, Inc.
1442 Roxy Ln, Winter Garden, FL 34787
(800) 930-7006 vitalinsurance.org
NL Insurance Solutions Inc
13640 W Colonial Dr ste 150, Winter Garden, FL 34787
(407) 654-6500 nlinsurancefl.com
Fabio Motta - Life and Health Insurance
15000 Stratus Lp, Winter Garden, FL 34787
(407) 462-6796 fabiomotta.com
Central Florida Insurance Advisors
213 S Dillard St, Winter Garden, FL 34787
(352) 575-2342 cfiagroup.com
Abney Insurance Agency
502 S Woodland St, Winter Garden, FL 34787
(407) 877-6110 abneyagency.com
Hillcrest Insurance Agency
1165 E Plant St #6, Winter Garden, FL 34787
(407) 656-2211 hillcrestinsurance.com
Angel Shield Insurance
1025 Bj Brandy Cove, Winter Garden, FL 34787
(689) 236-4979 angelshieldinsurance.com
Sunline Insurance Agency
Raintree Building, 310 S Dillard St STE 150, Winter Garden, FL 34787
(407) 933-7866 sunlineinsagency.com
Sheldon Insurance
5736 Hamlin Groves Tr #162, Winter Garden, FL 34787
(407) 792-0686 sheldonpalmesinsurance.com
Pideme Seguro Insurance
13640 W Colonial Dr #120, Winter Garden, FL 34787
(321) 521-1449 web.apizeal.com
Budget Insurance Offices, Inc. - Winter Garden
1218 Winter Garden Vineland Rd #128, Winter Garden, FL 34787
(407) 877-0878 budgetinsurancewintergarden.com
Bacci Insurance
1201 Winter Garden Vineland Rd #4B, Winter Garden, FL 34787
(321) 946-8297 baccinsure.com
Blu IQ LLC
Charlotte St, Winter Garden, FL 34787
(561) 876-6400 bluiqinsurance.com

A Medicare insurance agent in Winter Garden, Florida can help you compare Medicare Advantage, Medigap, and Part D plans. Florida law requires agents to be licensed and to follow specific marketing guidelines, including a 12-month lock-in period for Medicare Advantage plans. Local agents understand the network of hospitals and doctors in Orange County, making it easier to choose a plan that fits your needs.

What Does a Medicare Insurance Agent in Winter Garden Cost?

Medicare insurance agents in Florida do not charge you a fee for their services. Their compensation comes from the insurance companies whose plans you select. Plan costs vary widely: Medicare Advantage plans may have $0 monthly premiums, while Medigap plans in Florida can range from $100 to $300 per month depending on your age and health. Part D drug plan premiums average around $30 to $60 per month. This is general information and not insurance advice.

* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not insurance advice — consult directly with an agent for fee specifics.

Frequently Asked Questions

What does a Medicare insurance agent in Winter Garden do?
A Medicare insurance agent helps you review and enroll in Medicare plans, such as Part D drug plans or Medicare Advantage. They explain coverage options, costs, and provider networks. Agents do not charge you directly; they are paid by insurance companies.
When can I enroll in Medicare in Winter Garden, Florida?
You can enroll during your Initial Enrollment Period, which starts three months before you turn 65 and ends three months after. Florida also has an Annual Enrollment Period from October 15 to December 7 each year. Special Enrollment Periods are available for certain life events.
Do Medicare agents in Florida have to follow special rules?
Yes. Florida law requires agents to complete annual training and follow strict marketing rules. For example, agents cannot make unsolicited phone calls or door-to-door sales for Medicare plans. They must also explain plan changes clearly each year.