ADVERTISING DISCLOSURE: BeforeInsuranceUSA.com is an informational directory, not an insurance agency or broker. We do not sell insurance or provide insurance advice. No agent-client relationship is created by using this site. No agent listed on this site has paid for, authorized, or approved their listing. This is an advertisement.
Find Supplemental Insurance Agents in Winter Park, FL
Browse supplemental insurance agents serving Winter Park, Florida. Contact information and addresses listed below.
19 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 19 supplemental 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
Solution Insurance Semoran
1555 FL-436 #1101, Winter Park, FL 32792
(407) 442-2907
solution-insurance.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
Insurance Group Of Central FL
1155 S Semoran Blvd Suite 1120, Winter Park, FL 32792
(407) 677-7300
igcfonline.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
1031 W Morse Blvd Suite 260, Winter Park, FL 32789
(407) 442-2829
assureallinsurance.com
We Insure Winter Park
1950 Lee Rd # 100A, Winter Park, FL 32789
(407) 753-1820
weinsurewinterpark.com
Merci & Co. Insurance Agency
480 N Orlando Ave APT 236, Winter Park, FL 32789
(407) 474-3024
merciandco.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
Supplemental insurance agents in Winter Park, Florida help residents find policies that cover gaps in Medicare or employer health plans. Florida law requires agents to be licensed by the Florida Department of Financial Services and follow strict disclosure rules. Local agents understand the specific needs of Central Florida retirees and seasonal residents.
What Does a Supplemental Insurance Agent in Winter Park Cost?
Supplemental insurance costs in Florida vary by plan type, age, and health status. Medigap Plan G premiums for a 65-year-old in Winter Park typically range from $120 to $250 per month. Medicare Advantage plans often have low or zero monthly premiums but include copays and deductibles. Costs can change annually based on insurer rate adjustments. 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 the difference between Medigap and Medicare Advantage in Florida?
Medigap supplements Original Medicare by covering out-of-pocket costs like deductibles and coinsurance. Medicare Advantage plans replace Original Medicare and often include drug coverage and extra benefits. Florida allows both options, but Medigap plans have guaranteed issue rights during certain enrollment periods.
When can I enroll in a supplemental insurance plan in Winter Park?
The initial enrollment period for Medigap starts when you turn 65 and are enrolled in Medicare Part B. In Florida, you have a six-month Medigap open enrollment period during which insurers cannot deny coverage or charge higher premiums due to health conditions. Special enrollment periods also apply for other life events.
Are there Florida-specific rules for supplemental insurance agents?
Yes. All agents must hold a valid Florida insurance license and complete continuing education every two years. Florida law prohibits agents from making misleading statements about plan benefits or costs. Agents must also provide a written outline of coverage before you enroll.
Free • No Obligation
Compare Supplemental Insurance Agents
Get matched with agents in Winter Park who handle your type of coverage.
Replace with iframe/embed code from your affiliate network
Affiliate Disclosure
The form above is provided by a third-party insurance marketing service. BeforeInsuranceUSA.com receives compensation when you submit a qualified inquiry. This is a free service with no obligation to hire any agent. Your information is collected and handled by the form provider according to their privacy policy.
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.