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Compare Supplemental Insurance Agents in Winter Springs, FL

Compare supplemental insurance agents in Winter Springs. Review contact information and insurance categorys before you decide.

13 agents listed
Updated May 2026
Winter Springs, 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 13 supplemental insurance agents in Winter Springs, 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.
Josh Dike - State Farm Insurance Agent
680 E State Rd 434, Winter Springs, FL 32708
(407) 890-9488 protectfl.com
Pontell Insurance Group
1331 Sundial Point, Winter Springs, FL 32708
(407) 696-1333 pontellinsurance.com
Jeremy Jones - State Farm Insurance Agent
1049 Willa Springs Dr # 1031, Winter Springs, FL 32708
(407) 699-1531 myagentjeremyjones.com
Visitor Insurance Services of America (VISOA®)
1073 Willa Springs Dr STE 1009, Winter Springs, FL 32708
(407) 669-6400 visoa.com
Sunny Insurance Agency LLC
3625 FL-419 Ste 290, Winter Springs, FL 32708
(407) 274-9674 mysunnyinsurance.com
Goosehead Insurance - Juan Rodriguez Flores & Peter Lengemann
1073 Willa Springs Dr STE 2041, Winter Springs, FL 32708
(407) 955-4460 goosehead.com
We Insure Winter Springs - Josh Hinkle
890 Northern Way #2, Winter Springs, FL 32708
(321) 422-3255 weinsuregroup.com
TNT Insurance Agency LLC
1065 E State Rd 434, Winter Springs, FL 32708
(386) 310-1660 tntinsagency.com
Camp Insurance Llc
126 W State Rd 434, Winter Springs, FL 32708
(407) 544-4363 campinsurancefl.com
Soper Perez & Associates, Inc.
506 E State Rd 434, Winter Springs, FL 32708
(407) 327-2550 soperperez.com
Packard Insurance Group
301 W State Rd 434 #333, Winter Springs, FL 32708
(407) 706-6000 cpackardinsurance.com
True Care Insurance Agency
200 FL-434, Winter Springs, FL 32708
(321) 209-6082
Anthony LaPella: Allstate Insurance
1340 Tuskawilla Rd, Winter Springs, FL 32708
(407) 695-1600 agents.allstate.com

Supplemental insurance agents in Winter Springs, Florida help residents find policies that cover gaps in Medicare or other primary health plans. Florida law requires Medigap policies to follow federal guidelines, including a six-month open enrollment period starting when you turn 65 and enroll in Medicare Part B. Local agents can explain how Florida-specific rules affect your coverage choices.

What Does a Supplemental Insurance Agent in Winter Springs Cost?

The cost of a supplemental insurance agent in Winter Springs is typically paid through commissions from the insurance company, not directly by you. Medigap premiums in Florida range from about $100 to $300 per month for a standard Plan G, depending on your age, location, and the insurer. Costs vary by situation. 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 Springs?
A supplemental insurance agent in Winter Springs helps you compare and enroll in Medigap or other gap-filling health plans. They are licensed in Florida and can explain how state laws affect your options.
When can I enroll in a Medigap policy in Florida?
In Florida, the best time to enroll is during your six-month Medigap open enrollment period. This period starts when you are 65 or older and enrolled in Medicare Part B. During this time, you cannot be denied coverage due to health conditions.