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HomeSupplemental Insurance AgentsFlorida › Winter Garden

Find Supplemental Insurance Agents Near You in Winter Garden, FL

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

The top-rated supplemental insurance agent in Winter Garden, Florida is Bryan Fifer - State Farm Insurance Agent, rated 5.0 stars across 1,100 reviews. Other highly rated options include Shannon Till - State Farm Insurance Agent, Blake Price - State Farm Insurance Agent, Craig Martin - State Farm Insurance Agent. This directory lists 19 supplemental insurance agents serving Winter Garden.

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

Comparison

Top 10 listings
#NameAddressPhone
1Bryan Fifer - State Farm Insurance Agent3724 Winter Garden Vineland Rd(407) 614-2622
2Shannon Till - State Farm Insurance Agent1620 Daniels Rd #110(407) 656-4000
3Blake Price - State Farm Insurance Agent14230 W Colonial Dr Suite 110(407) 573-6666
4Craig Martin - State Farm Insurance Agent14416 Shoreside Way #140(407) 656-1040
5Heather Thies - State Farm Insurance Agent15835 Shaddock Dr #150(407) 354-1320
6Mike Broschart - State Farm Insurance Agent14230 W Colonial Dr Ste 110(407) 298-2700
7Shane Swan - State Farm Insurance Agent14416 Shoreside Way Suite 140(407) 452-0124
8Joseph Ferrara Insurance Services, Inc.1442 Roxy Ln(800) 930-7006
9NL Insurance Solutions Inc13640 W Colonial Dr ste 150(407) 654-6500
10Central Florida Insurance Advisors213 S Dillard St(352) 575-2342
BF
3724 Winter Garden Vineland Rd
Bryan Fifer - State Farm Insurance Agent
Supplemental Insurance Agent · Winter Garden, FL

Bryan Fifer - State Farm Insurance Agent offers a range of supplemental insurance services in Winter Garden, FL, designed to help cover costs that primary health policies may not fully address. These supplemental plans can provide financial support for accident, critical illness, or hospital confinement needs. The agency maintains these policies through regular policy reviews and claims assistance, ensuring coverage adapts to changing life circumstances. Bryan Fifer - State Farm Insurance Agent serves clients residing in single-family homes, apartments, retail establishments, and restaurants.

ST
1620 Daniels Rd #110
Shannon Till - State Farm Insurance Agent
Supplemental Insurance Agent · Winter Garden, FL

Shannon Till - State Farm Insurance Agent serves the Winter Garden, Florida area as a supplemental insurance agent. It assists local residents with policies designed to cover gaps left by major medical plans. These supplemental plans often include accident, cancer, and critical illness coverage to help manage out-of-pocket expenses. Clients typically meet with the agent to review income protection and Medicare supplement options. The agency handles disability insurance policies and hospital indemnity plans for individuals and families in the region.

BP
14230 W Colonial Dr Suite 110
Blake Price - State Farm Insurance Agent
Supplemental Insurance Agent · Winter Garden, FL

Blake Price - State Farm Insurance Agent serves homeowners, renters, and small business owners in Winter Garden, Florida, with supplemental insurance coverage. This agency helps clients fill gaps in their primary health or property policies, offering additional financial protection against unexpected medical costs or personal property losses. Services are tailored to individual needs, ensuring each client understands their options for extra security. The agency also provides these supplemental insurance solutions to residents and businesses in the neighboring Windermere community and surrounding parts of the West Orlando metro area.

CM
14416 Shoreside Way #140
Craig Martin - State Farm Insurance Agent
Supplemental Insurance Agent · Winter Garden, FL

Craig Martin - State Farm Insurance Agent serves the Winter Garden, Florida area and surrounding communities. This supplemental insurance agent handles policies that cover gaps left by standard health or life plans, such as critical illness, accident, and hospital indemnity coverage. The office focuses on explaining how these additional benefits can help with deductibles and out-of-pocket expenses not paid by primary insurance. For a typical job, the agent starts with a personal consultation to assess the client’s existing coverage gaps and budget.

HT
15835 Shaddock Dr #150
Heather Thies - State Farm Insurance Agent
Supplemental Insurance Agent · Winter Garden, FL

Heather Thies - State Farm Insurance Agent in Winter Garden, Florida, provides supplemental insurance designed to cover gaps that primary health policies often leave behind. Clients choose between one-time enrollment for specific policies or recurring service plans that adjust coverage over time. Coverage typically addresses out-of-pocket medical costs, critical illness events, or accident-related expenses. Policies focus on providing financial support when standard health insurance deductibles or copayments apply. Service at this agency runs on both scheduled appointment and as-needed support for claim questions or policy changes.

MB
14230 W Colonial Dr Ste 110
Mike Broschart - State Farm Insurance Agent
Supplemental Insurance Agent · Winter Garden, FL

Serving the Winter Garden area, Mike Broschart operates as a supplemental insurance agent, where the main distinction lies between one-time final expense plans and recurring policies like accident or hospital indemnity coverage. Clients choose policies that help bridge gaps left by primary health insurance, covering deductibles or lost income during recovery. These supplemental offerings provide financial support for specific medical events or for end-of-life costs. Service runs on either a one-time or scheduled basis, depending on the policy chosen and the client's need for periodic policy reviews or changes.

SS
14416 Shoreside Way Suite 140
Shane Swan - State Farm Insurance Agent
Supplemental Insurance Agent · Winter Garden, FL

Shane Swan - State Farm Insurance Agent in Winter Garden, FL, specializes in supplemental insurance policies that help cover gaps left by primary health or life plans. This agency also assists local residents and small business owners with general insurance needs, offering personal guidance through the selection and enrollment process. Its close work with the community is especially valuable during open enrollment periods or after significant life changes, such as a new job or a family health diagnosis that requires additional coverage for hospital stays or recovery.

JF
1442 Roxy Ln
Joseph Ferrara Insurance Services, Inc.
Supplemental Insurance Agent · Winter Garden, FL

As winter residents arrive and local families adjust their coverage for seasonal shifts, Joseph Ferrara Insurance Services, Inc. in Winter Garden, FL helps evaluate supplemental insurance options that fill gaps in primary health plans. The agency meets with clients to explain how supplemental policies can cover copays, deductibles, and unexpected medical costs. Discussions focus on individual needs for hospital, accident, or critical illness coverage. A brief, no-obligation inspection of current insurance gaps follows, after which the agent schedules a follow-up meeting to review recommendations.

NI
13640 W Colonial Dr ste 150
NL Insurance Solutions Inc
Supplemental Insurance Agent · Winter Garden, FL

Serving the greater Winter Garden, Florida area, NL Insurance Solutions Inc. helps clients address core insurance needs while specializing in supplemental coverage options. This work focuses on filling gaps left by primary medical plans, often managing costs related to accidents, critical illnesses, or hospital stays. Individuals and business owners rely on this agency to secure policies that offer added financial protection for unforeseen healthcare events. Commercial sectors served include local offices, warehouses, and food service establishments seeking tailored insurance solutions for their specific operational risks.

CF
213 S Dillard St
Central Florida Insurance Advisors
Supplemental Insurance Agent · Winter Garden, FL

Central Florida Insurance Advisors offers supplemental insurance services to residential clients in Winter Garden, helping them address gaps in primary health coverage with personal consultations. The firm also provides similar commercial supplemental plans for local businesses, operating throughout the Winter Garden area and nearby communities. Agents explain available policy options clearly, aiming to match each client’s specific needs. Between regular service visits, the company schedules follow-up appointments to adjust coverage as life circumstances change, ensuring continued support for both homeowners and business operators.

HI
1165 E Plant St #6
Hillcrest Insurance Agency
Supplemental Insurance Agent · Winter Garden, FL
(407) 656-2211
hillcrestinsurance.com
AI
502 S Woodland St
Abney Insurance Agency
Supplemental Insurance Agent · Winter Garden, FL
(407) 877-6110
abneyagency.com
TG
1218 Winter Garden Vineland Rd Suite # 112
Tiago Guimaraes Insurance
Supplemental Insurance Agent · Winter Garden, FL
(843) 343-9603
tiagoguimaraesinsurance.com
SI
Raintree Building, 310 S Dillard St STE 150
Sunline Insurance Agency
Supplemental Insurance Agent · Winter Garden, FL
(407) 933-7866
sunlineinsagency.com
SI
5736 Hamlin Groves Tr #162
Sheldon Insurance
Supplemental Insurance Agent · Winter Garden, FL
(407) 792-0686
sheldonpalmesinsurance.com
BI
1218 Winter Garden Vineland Rd #128
Budget Insurance Offices, Inc. - Winter Garden
Supplemental Insurance Agent · Winter Garden, FL
(407) 877-0878
budgetinsurancewintergarden.com
BI
1201 Winter Garden Vineland Rd #4B
Bacci Insurance
Supplemental Insurance Agent · Winter Garden, FL
(321) 946-8297
baccinsure.com
LI
12200 W Colonial Dr ste 300 a
Lotus Insurance Group - Lotus Financial Services
Supplemental Insurance Agent · Winter Garden, FL
(407) 889-8872
lotusinsuranceservices.com
BI
Charlotte St
Blu IQ LLC
Supplemental Insurance Agent · Winter Garden, FL
(561) 876-6400
bluiqinsurance.com

What Does a a Supplemental Insurance Agent in Winter Garden Cost?

In Florida, Medigap premiums for a 65-year-old typically range from $100 to $300 per month depending on the plan type and carrier. Medicare Advantage plans often have low or zero monthly premiums but may charge copays for services. Costs vary by your age, location, health status, and the plan you choose. This is general information, not insurance advice.

About supplemental insurance agents in Winter Garden

Supplemental insurance agents in Winter Garden, Florida help residents choose Medigap or Medicare Advantage plans. Florida law requires a 30-day free look period for Medicare supplement policies. Local agents can explain how Florida-specific rules affect your coverage options.

Frequently Asked Questions

What is a supplemental insurance agent in Winter Garden?

A supplemental insurance agent helps you buy private insurance that fills gaps in Medicare. They can compare Medigap plans and Medicare Advantage plans from different carriers. In Florida, agents must be licensed by the Florida Department of Financial Services.

When can I enroll in a Medigap plan in Florida?

You have a six-month Medigap open enrollment period starting when you are 65 and enrolled in Medicare Part B. During this time in Florida, insurers cannot deny you coverage or charge more due to health conditions. After this window, you may face medical underwriting.

Are there Florida-specific rules for supplemental insurance?

Yes. Florida law gives you a 30-day free look period to cancel a Medigap policy for a full refund. Also, Florida requires Medigap policies to cover at least the standardized benefits A through N. Some plans may offer extra benefits like foreign travel emergency coverage.

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.