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Find Supplemental Insurance Agents Near You in Estero, FL

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

The top-rated supplemental insurance agent in Estero, Florida is Regency Insurance Group a Hilb Group Company, rated 4.8 stars across 1,374 reviews. Other highly rated options include Ted Todd Insurance: Allstate Insurance, Rich Mathews - State Farm Insurance Agent, Brightway Insurance, The Dorrian Agency. This directory lists 13 supplemental insurance agents serving Estero.

Showing 13 supplemental insurance agents in Estero, FLListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Regency Insurance Group a Hilb Group Company23190 Fashion Dr p216(239) 628-4344
2Ted Todd Insurance: Allstate Insurance23160 Fashion Dr #223(239) 561-1100
3Rich Mathews - State Farm Insurance Agent9510 Corkscrew Palms Cir #4(239) 992-8896
4Brightway Insurance, The Dorrian Agency19970 S Tamiami Trl #104(239) 280-5480
5Lane Insurance GroupLocated in the Galleria, 21105 Design Parc Ln #103(239) 947-7474
6Charley Insurance23160 Fashion Dr #226(239) 280-5555
7Sagacity Insurance Professionals10600 Chevrolet Way Suite 224(239) 533-9755
8Florida Blue Center - Ft. Myers8041 Plaza del Lago Dr(239) 494-3460
9Coastline Insurance Group, Inc.23190 Fashion Dr #210(239) 217-6005
10GreatFlorida Insurance: Keith Wilson20461 S Tamiami Trl Unit 22(239) 495-3636
RI
23190 Fashion Dr p216
Regency Insurance Group a Hilb Group Company
Supplemental Insurance Agent · Estero, FL

Regency Insurance Group a Hilb Group Company serves Estero and surrounding areas in Lee County as a supplemental insurance agent. It assists individuals in obtaining additional coverage that can complement existing health or life policies. These plans often cover gaps not addressed by primary insurance, such as accident, critical illness, or hospital indemnity benefits. The company also helps clients navigate the process of enrolling in Medicare supplement plans and specified disease policies.

TT
23160 Fashion Dr #223
Ted Todd Insurance: Allstate Insurance
Supplemental Insurance Agent · Estero, FL

Ted Todd Insurance: Allstate Insurance serves homeowners, property managers, and local businesses in Estero, Florida, offering supplemental insurance agent services to help bridge coverage gaps. Clients can explore policies designed to address needs not fully covered by primary plans, such as additional liability or specific property protections. The agency provides these supplemental options to support financial security for residents and commercial operators. This office also extends its assistance to the nearby communities of Bonita Springs and Fort Myers.

RM
9510 Corkscrew Palms Cir #4
Rich Mathews - State Farm Insurance Agent
Supplemental Insurance Agent · Estero, FL

Rich Mathews - State Farm Insurance Agent in Estero, FL offers a range of supplemental insurance options to address gaps in standard coverage. These plans help individuals manage unexpected out-of-pocket expenses, with service focused on clarifying policy details and assisting with claims submissions. Regular policy reviews help ensure that coverage remains aligned with changing needs. The company services both single-family homes and apartments, along with retail and restaurants.

BI
19970 S Tamiami Trl #104
Brightway Insurance, The Dorrian Agency
Supplemental Insurance Agent · Estero, FL

Brightway Insurance, The Dorrian Agency serves Estero, Florida, and the surrounding communities of Bonita Springs and Fort Myers. As a supplemental insurance agent, it handles policies that fill gaps in primary health coverage, including accident, hospital indemnity, and critical illness plans. The agency works directly with clients to assess their existing coverage. To complete a typical job, it reviews individual needs and presents policy options that align with a client's specific financial situation and risk profile.

LI
Located in the Galleria, 21105 Design Parc Ln #103
Lane Insurance Group
Supplemental Insurance Agent · Estero, FL

In the Estero, FL area, a supplemental insurance agent can help with one-time policy selections for specific needs or recurring coverage adjustments over time. Lane Insurance Group primarily focuses on filling gaps left by standard health plans, such as accident or hospital indemnity policies. Service for new clients typically begins with an initial consultation to identify personal coverage requirements. After that point, assistance generally runs on a scheduled, recurring basis to review changes in annual benefit offerings or personal circumstances.

CI
23160 Fashion Dr #226
Charley Insurance
Supplemental Insurance Agent · Estero, FL

Offering Medicare supplements, cancer policies, and critical illness plans, Charley Insurance brokers supplemental coverage for residents across Estero, Florida. Its general service work helps individuals fill gaps left by major medical insurance with targeted benefit options. The agency evaluates a client’s existing coverage to recommend additional protection for unexpected health expenses. During the annual Medicare open enrollment period, it assists older adults in reviewing and adjusting their supplementary policies to match changing healthcare needs.

SI
10600 Chevrolet Way Suite 224
Sagacity Insurance Professionals
Supplemental Insurance Agent · Estero, FL

Sagacity Insurance Professionals assists individuals and businesses in Estero, Florida, by securing coverage for unforeseen medical gaps. As a supplemental insurance agent, the company specializes in offering add-on policies that help pay for expenses not covered by primary health plans, such as deductibles and copays. The team works with area employers to protect workforces operating in commercial environments. It can serve offices, warehouses, and food service operations by tailoring supplemental plans to match their specific risk exposures and employee needs.

FB
8041 Plaza del Lago Dr
Florida Blue Center - Ft. Myers
Supplemental Insurance Agent · Estero, FL

In Estero, seasonal residents often need to adjust their health coverage after arriving, and Florida Blue Center - Ft. Myers offers supplemental insurance agent services to address those changing needs. Their agents help explain Medicare supplements, dental plans, and other gap-filling policies that coordinate with existing major medical insurance. As a local resource, the center provides personalized consultations to review each client's current coverage and identify potential gaps for the months ahead. An initial consultation typically begins with a simple review of the individual's existing health plan and coverage dates.

CI
23190 Fashion Dr #210
Coastline Insurance Group, Inc.
Supplemental Insurance Agent · Estero, FL

Coastline Insurance Group, Inc. in Estero, FL serves as a supplemental insurance agent for local residents seeking gap coverage beyond their primary health or Medicare plans. The agency also structures commercial supplemental policies for small businesses looking to offer voluntary benefits to their workforce. Their service area focuses primarily on Estero and the surrounding Southwest Florida communities. Between regular policy visits, the company provides proactive follow-up and repeat service adjustments to ensure clients' supplemental coverage continues to meet their evolving needs.

GI
20461 S Tamiami Trl Unit 22
GreatFlorida Insurance: Keith Wilson
Supplemental Insurance Agent · Estero, FL
NI
23150 Fashion Dr #232
NSI Insurance Naples
Supplemental Insurance Agent · Estero, FL
(239) 221-0773
naples.nsigroup.org
PI
23160 Fashion Dr #217
Parlin Insurance Agency
Supplemental Insurance Agent · Estero, FL
(239) 263-3141
parlininsurance.com
BI
23160 Fashion Dr Ste 217 12
Brightway Insurance, The Bolinger Agency
Supplemental Insurance Agent · Estero, FL
(239) 236-2226
brightway.com/agencies/fl/estero/0732

What Does a a Supplemental Insurance Agent in Estero Cost?

Supplemental insurance agent services in Florida are usually free to you because agents earn commissions from insurance companies. Medigap Plan G for a 65-year-old in Estero typically costs between $120 and $250 per month depending on the carrier and your health. Medicare Advantage plans may have $0 premiums but include copays and deductibles. This is general information not insurance advice.

About supplemental insurance agents in Estero

Supplemental insurance agents in Estero Florida help residents fill gaps in Medicare and other health plans. Florida law requires agents to be licensed by the state and follow strict marketing rules. These professionals explain plans like Medigap and Medicare Advantage to match your budget and healthcare needs.

Frequently Asked Questions

What is a supplemental insurance agent in Estero?

A supplemental insurance agent in Estero helps you buy policies that cover costs not paid by original Medicare. These agents are licensed in Florida and can explain Medigap plans Medicare Advantage and Part D drug plans. They do not work for the government but for private insurance companies.

When can I enroll in a Medigap plan in Florida?

In Florida you have a six-month Medigap open enrollment period that starts when you are 65 and enrolled in Medicare Part B. During this time you can buy any Medigap policy without medical underwriting. After this period insurers may deny coverage or charge higher rates based on health.

Are there Florida-specific rules for supplemental insurance agents?

Yes Florida requires all insurance agents to complete continuing education and follow the Florida Insurance Code. Agents must provide a written outline of coverage and cannot use high-pressure sales tactics. They must also disclose if they represent one company or multiple carriers.

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.