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Medicare Insurance Agents in Winter Park, FL

Directory of medicare insurance agents in Winter Park, Florida. Verify credentials with the state department of insurance before hiring.

17 agents listed
Updated May 2026
Winter Park, 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 17 medicare insurance agents in Winter Park, 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.
Mayers Insurance Group
7200 Aloma Ave A-3, Winter Park, FL 32792
(407) 907-6688 mayersinsgroup.com
GreatFlorida Insurance: Manuel Huertas
5462 Lake Howell Rd, Winter Park, FL 32792
(407) 553-3440 winterpark.greatflorida.com
Fudge Insurance
1155 S Semoran Blvd suite 3-1142, Winter Park, FL 32792
(407) 965-4168 fudgeinsurance.com
GreatFlorida Insurance: Sally Bradley
6001 Brick Ct # 109, Winter Park, FL 32792
(407) 559-6101 goldenrod.greatflorida.com
Florida Blue Center - Orlando
434 N Orlando Ave, Winter Park, FL 32789
(321) 441-2020 floridablue.com
InsuranceMD
941 W Morse Blvd #100, Winter Park, FL 32789
(800) 538-3767 insurancemd.com
Abarca Insurances Agency.
1313 W Fairbanks Ave #200-A, Winter Park, FL 32789
(407) 794-0774 abarcainsurancesagency.com
Sebastian Morton, Health Insurance Broker
1656 Cypress Point Ln, Winter Park, FL 32792
(469) 620-1970 sebastianmortoninsurancebroker.square.site
Kirkendall Insurance
6958 Aloma Ave, Winter Park, FL 32792
(407) 359-5904 kirkendallinsurance.com
Resource Group Insurance
1434 W Fairbanks Ave, Winter Park, FL 32789
(407) 629-8020 resourcegroupwp.com
Statewide Insurance Providers, LLC
7523 Aloma Ave, Winter Park, FL 32792
(407) 223-7880
State Fund Insurance
941 W Morse Blvd #100, Winter Park, FL 32789
(800) 241-1151 statefundins.com
Assure All Insurance, LLC
1031 W Morse Blvd Suite 260, Winter Park, FL 32789
(407) 442-2829 assureallinsurance.com
AmeriLife of Central Florida, LLC
631 S Orlando Ave Suite 104, Winter Park, FL 32789
(407) 629-0261 amerilife.com
AffordableONE Insurance LLC
6960 Aloma Ave, Winter Park, FL 32792
(407) 965-4166 affordableone.com
Liberty Insurance Agency FL
5 N Center St, Winter Park, FL 32789
(321) 328-7818
MAR Insurance
157 E New England Ave, Winter Park, FL 32789
(800) 373-9677 mar-insurance.com

Winter Park residents can work with a licensed Medicare insurance agent to compare plans and navigate enrollment. Florida law requires agents to be appointed by insurers and follow strict marketing guidelines. An agent can help you review Medicare Advantage, Medigap, and Part D options based on your needs.

What Does a Medicare Insurance Agent in Winter Park Cost?

Medicare insurance agents in Florida are typically paid by insurance companies through commissions, so you usually do not pay a fee directly. Some independent agents may charge a consultation fee, often between 50 and 200 dollars. Costs vary by situation and plan. 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 Winter Park do?
A Medicare insurance agent helps you compare plans, enroll in coverage, and understand your options. They must be licensed by the Florida Department of Financial Services and follow state rules on marketing and sales.
When can I enroll in Medicare in Winter Park Florida?
Your Initial Enrollment Period 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 for changes.
Are there Florida-specific rules for Medicare agents?
Yes. Florida law requires agents to complete annual training and follow strict rules about scope of appointment. Agents cannot make unsolicited door-to-door sales or use misleading marketing.