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Find Supplemental Insurance Agents Near You in Winter Park, FL

Browse supplemental insurance agents serving Winter Park, Florida. Updated 2026-07-14.

The top-rated supplemental insurance agent in Winter Park, Florida is Mayers Insurance Group, rated 5.0 stars across 305 reviews. Other highly rated options include GreatFlorida Insurance: Manuel Huertas, Solution Insurance Semoran, Fudge Insurance. This directory lists 19 supplemental insurance agents serving Winter Park.

Showing 19 supplemental insurance agents in Winter Park, FLListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Mayers Insurance Group7200 Aloma Ave A-3(407) 907-6688
2GreatFlorida Insurance: Manuel Huertas5462 Lake Howell Rd(407) 553-3440
3Solution Insurance Semoran1555 FL-436 #1101(407) 442-2907
4Fudge Insurance1155 S Semoran Blvd suite 3-1142(407) 965-4168
5GreatFlorida Insurance: Sally Bradley6001 Brick Ct # 109(407) 559-6101
6Insurance Group Of Central FL1155 S Semoran Blvd Suite 1120(407) 677-7300
7InsuranceMD941 W Morse Blvd #100(800) 538-3767
8Abarca Insurances Agency.1313 W Fairbanks Ave #200-A(407) 794-0774
9Sebastian Morton, Health Insurance Broker1656 Cypress Point Ln(469) 620-1970
10PS INSURANCE LLC5425 Lake Howell Rd #32792(407) 789-7889
MI
7200 Aloma Ave A-3
Mayers Insurance Group
Supplemental Insurance Agent · Winter Park, FL

Mayers Insurance Group serves customers throughout the Orange County area from its base in Winter Park, Florida, as a supplemental insurance agency. The firm focuses on helping individuals and families close gaps left by standard health and Medicare coverage policies. It specializes in offering plans such as accident insurance, which provides lump-sum cash benefits for unexpected injuries, and critical illness coverage that pays a benefit upon diagnosis of specified conditions. Additionally, the agency handles hospital indemnity plans and fixed-benefit cancer insurance policies for local residents.

GI
5462 Lake Howell Rd
GreatFlorida Insurance: Manuel Huertas
Supplemental Insurance Agent · Winter Park, FL

GreatFlorida Insurance: Manuel Huertas serves homeowners, renters, and small business owners in Winter Park by connecting them with supplemental insurance solutions that fill coverage gaps left by standard policies. Clients often consult this agency for financial protection against deductibles, copays, or lost income during hospital stays. The agent assists property managers requiring additional liability layers for vacation rentals or multi-family units. Service also extends to residents and small businesses in nearby Maitland and around the Orlando metro area.

SI
1555 FL-436 #1101
Solution Insurance Semoran
Supplemental Insurance Agent · Winter Park, FL

Solution Insurance Semoran provides a range of supplemental insurance options in the Winter Park, Florida area. It works with clients to identify coverage that fills gaps left by standard health or life policies. The company’s service approach includes helping policyholders understand their benefits and navigate the claims process for a smoother experience. Ongoing support is available to adjust plans as personal needs change. Properties it routinely services include single-family homes, apartments, retail spaces, and restaurants.

FI
1155 S Semoran Blvd suite 3-1142
Fudge Insurance
Supplemental Insurance Agent · Winter Park, FL

Fudge Insurance serves Winter Park, Florida, and the surrounding central Florida communities. As a supplemental insurance agent, it handles policies designed to cover gaps left by major medical plans, such as accident, critical illness, and hospital indemnity benefits. These plans provide clients with direct cash payments for specific covered events, helping to manage out-of-pocket expenses and deductibles. To handle a typical job, it reviews an individual’s existing coverage and personal situation to present tailored options, then guides them through the application and enrollment process step by step.

GI
6001 Brick Ct # 109
GreatFlorida Insurance: Sally Bradley
Supplemental Insurance Agent · Winter Park, FL

GreatFlorida Insurance: Sally Bradley in Winter Park, FL helps clients understand the difference between a one-time policy purchase and a recurring service plan that requires ongoing management. Supplemental insurance covers gaps in primary health plans, such as accident, critical illness, or hospital indemnity policies that pay cash benefits directly to policyholders. This agent provides personalized guidance on selection and enrollment. Service runs on an as-needed basis for claims support and policy reviews, with annual scheduled renewals to adjust coverage as circumstances change.

IG
1155 S Semoran Blvd Suite 1120
Insurance Group Of Central FL
Supplemental Insurance Agent · Winter Park, FL

Insurance Group Of Central FL specializes in offering supplemental insurance policies designed to bridge coverage gaps left by standard health plans. The agency works closely with clients in Winter Park and the surrounding region to identify and secure appropriate gap, hospital indemnity, or accident protection plans. Its dedicated team provides clear guidance through the enrollment process, ensuring individuals understand their benefits thoroughly. As medical costs rise or seasonal health risks emerge, this local resource helps residents address unexpected out-of-pocket expenses from a sudden illness or seasonal flu complication.

IN
941 W Morse Blvd #100
InsuranceMD
Supplemental Insurance Agent · Winter Park, FL

In the busy retirement and vacation-centric community around Winter Park, gaps in basic Medicare or life coverage can leave households vulnerable during hurricane season or a medical event. As a supplemental insurance agent, InsuranceMD helps local residents examine optional policies that fill these gaps, such as hospital indemnity or accident plans. The company guides clients through the winter months and seasonal changes in care needs by reviewing their existing benefits for shortfalls. An initial in-person or virtual assessment is scheduled to identify the specific gaps their supplemental plan should address.

AI
1313 W Fairbanks Ave #200-A
Abarca Insurances Agency.
Supplemental Insurance Agent · Winter Park, FL

Abarca Insurances Agency assists clients with their primary insurance coverage and specializes in offering supplemental policies that fill gaps in standard plans. These plans help cover out-of-pocket costs for deductibles, copayments, and unexpected medical expenses. Serving the Winter Park, Florida area, the agency works with individuals and businesses to find suitable supplemental solutions tailored to varying needs. Its services are available to commercial sectors including offices, warehouses, and food service operations that require additional benefit options for their employees.

SM
1656 Cypress Point Ln
Sebastian Morton, Health Insurance Broker
Supplemental Insurance Agent · Winter Park, FL

Sebastian Morton, Health Insurance Broker serves Winter Park, Florida residents as a supplemental insurance agent, helping individuals fill coverage gaps for out-of-pocket medical costs. Commercial coverage is also available to local small businesses seeking group health plan support. The office focuses on clients within Winter Park and the surrounding areas of Orange County. A typical engagement includes policy review, enrollment assistance, and claims guidance. Follow-up service is provided between regular visits to adjust plans as healthcare needs change.

PI
5425 Lake Howell Rd #32792
PS INSURANCE LLC
Supplemental Insurance Agent · Winter Park, FL

PS INSURANCE LLC in Winter Park, Florida, is known for connecting local residents with supplemental insurance plans that help cover gaps not addressed by primary health coverage. Its service range includes Medicare supplements, hospital indemnity, and accident policies tailored to individual needs. The agency also assists clients in comparing critical illness plans to provide additional financial protection during major health events. A specialty service it can add on is dental and vision supplemental coverage for comprehensive care.

KI
6958 Aloma Ave
Kirkendall Insurance
Supplemental Insurance Agent · Winter Park, FL
(407) 359-5904
kirkendallinsurance.com
RG
1434 W Fairbanks Ave
Resource Group Insurance
Supplemental Insurance Agent · Winter Park, FL
(407) 629-8020
resourcegroupwp.com
SI
7523 Aloma Ave
Statewide Insurance Providers, LLC
Supplemental Insurance Agent · Winter Park, FL
(407) 223-7880
SF
941 W Morse Blvd #100
State Fund Insurance
Supplemental Insurance Agent · Winter Park, FL
(800) 241-1151
statefundins.com/florida
AA
1031 W Morse Blvd Suite 260
Assure All Insurance, LLC
Supplemental Insurance Agent · Winter Park, FL
(407) 442-2829
assureallinsurance.com
WI
1950 Lee Rd # 100A
We Insure Winter Park
Supplemental Insurance Agent · Winter Park, FL
(407) 753-1820
weinsurewinterpark.com
MC
480 N Orlando Ave APT 236
Merci & Co. Insurance Agency
Supplemental Insurance Agent · Winter Park, FL
(407) 474-3024
merciandco.com
AC
631 S Orlando Ave Suite 104
AmeriLife of Central Florida, LLC
Supplemental Insurance Agent · Winter Park, FL
(407) 629-0261
amerilife.com
AI
6960 Aloma Ave
AffordableONE Insurance LLC
Supplemental Insurance Agent · Winter Park, FL
(407) 965-4166
affordableone.com

What Does a 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.

About supplemental insurance agents in Winter Park

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.

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.

Supplemental Insurance Agents in Other Florida Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each supplemental insurance agent's credentials and current standing with your state Department of Insurance.