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Find Medicare Insurance Agents Near You in Oldsmar, FL
Directory of medicare insurance agents in Oldsmar, Florida. Verify credentials with the state department of insurance before hiring.
10 agents listed
Updated May 2026
Oldsmar, 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 10 medicare insurance agents in Oldsmar, 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.
Freeway Insurance
127 Forest Lakes Blvd Ste 5, Oldsmar, FL 34677
(727) 203-7012
locations.freeway.com
Brightway Insurance - The Dittman Agency
3705 Tampa Rd UNIT 1, Oldsmar, FL 34677
(727) 493-0918
brightwaydittman.com
We Insure Oldsmar - Edison Debarros
501 St Petersburg Dr E Ste A, Oldsmar, FL 34677
(727) 614-2424
weinsuregroup.com
Freddy Alfaro-Aprendiendo de Seguros
327 Lake Placid Ct, Oldsmar, FL 34677
(813) 358-7064
aprendiendodeseguros.com
Stephen Belau - State Farm Insurance Agent
3730 Tampa Rd #2, Oldsmar, FL 34677
(813) 343-0926
oldsmarinsurance.com
Florida West Insurance Inc
3800 Tampa Rd #140, Oldsmar, FL 34677
(813) 886-4446
floridawestinsurance.com
Stahl & Associates Insurance
3939 Tampa Rd #1, Oldsmar, FL 34677
(813) 818-5300
stahlinsurance.com
Barber Agency, Inc.
3902 Tampa Rd, Oldsmar, FL 34677
(727) 726-1112
barberagency.com
STAR NSURANCE
180 N Race Track Rd, Oldsmar, FL 34677
(954) 287-1512
Hospitality Insurance Agency
4025 Tampa Rd, Oldsmar, FL 34677
(727) 726-1112
hospitalityia.com
What Does a Medicare Insurance Agent in Oldsmar Cost?
Medicare insurance agents in Florida typically do not charge a fee for their services. They are paid by the insurance carriers whose plans they sell. Plan premiums vary widely; for example, Medicare Advantage plans can have $0 monthly premiums, while Medigap plans may cost $100 to $300 per month depending on your age and location. 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 does a Medicare insurance agent in Oldsmar do?
A Medicare insurance agent helps you review plan options, explain coverage differences, and complete enrollment. They work with multiple carriers to find a plan that fits your health needs and budget.
When can I enroll in Medicare in Oldsmar Florida?
Your Initial Enrollment Period starts three months before you turn 65 and ends three months after your birthday month. In Florida, you may also qualify for a Special Enrollment Period if you move or lose other coverage.
Is there a penalty for late enrollment in Florida?
Yes. If you do not sign up for Medicare Part B when first eligible, you may pay a late enrollment penalty of 10% for each full 12-month period you delay. This penalty applies for as long as you have Part B.
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Notice
BeforeInsuranceUSA.com is not an insurance agency, agent referral service, or insurance advice provider. No agent-client relationship is formed by submitting a form or using this site. We do not endorse, recommend, or vouch for the qualifications of any agent. Past results do not guarantee future outcomes. Each situation is different. Verify agent credentials with your state department of insurance before hiring.
About Our Listings
Agents listed on BeforeInsuranceUSA.com are compiled from publicly available directories, state department of insurance records, and business listings. Inclusion does not constitute endorsement. We do not verify agent licensing, disciplinary status, or qualifications. Verify each agent's current standing with the Department of Insurance of Florida.