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Compare Supplemental Insurance Agents in Winter Garden, FL

Browse supplemental insurance agents serving Winter Garden, Florida. Contact information and addresses listed below.

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 supplemental 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
Mike Broschart - State Farm Insurance Agent
14230 W Colonial Dr Ste 110, Winter Garden, FL 34787
(407) 298-2700 mikebroschart.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
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
Tiago Guimaraes Insurance
1218 Winter Garden Vineland Rd Suite # 112, Winter Garden, FL 34787
(843) 343-9603 tiagoguimaraesinsurance.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
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
Lotus Insurance Group - Lotus Financial Services
12200 W Colonial Dr ste 300 a, Winter Garden, FL 34787
(407) 889-8872 lotusinsuranceservices.com
Blu IQ LLC
Charlotte St, Winter Garden, FL 34787
(561) 876-6400 bluiqinsurance.com

Supplemental insurance agents in Winter Garden, Florida help residents choose Medigap or Medicare Advantage plans. Florida law requires a 30-day free look period for Medicare supplement policies. Local agents can explain how Florida-specific rules affect your coverage options.

What Does a Supplemental Insurance Agent in Winter Garden Cost?

In Florida, Medigap premiums for a 65-year-old typically range from $100 to $300 per month depending on the plan type and carrier. Medicare Advantage plans often have low or zero monthly premiums but may charge copays for services. Costs vary by your age, location, health status, and the plan you choose. This is general information, 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 is a supplemental insurance agent in Winter Garden?
A supplemental insurance agent helps you buy private insurance that fills gaps in Medicare. They can compare Medigap plans and Medicare Advantage plans from different carriers. In Florida, agents must be licensed by the Florida Department of Financial Services.
When can I enroll in a Medigap plan in Florida?
You have a six-month Medigap open enrollment period starting when you are 65 and enrolled in Medicare Part B. During this time in Florida, insurers cannot deny you coverage or charge more due to health conditions. After this window, you may face medical underwriting.
Are there Florida-specific rules for supplemental insurance?
Yes. Florida law gives you a 30-day free look period to cancel a Medigap policy for a full refund. Also, Florida requires Medigap policies to cover at least the standardized benefits A through N. Some plans may offer extra benefits like foreign travel emergency coverage.