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Find Health Insurance Agents Near You in Oldsmar, FL

Browse health insurance agents serving Oldsmar, Florida. Updated 2026-07-14.

The top-rated health insurance agent in Oldsmar, Florida is Freeway Insurance, rated 5.0 stars across 246 reviews. Other highly rated options include Brightway Insurance - The Dittman Agency, We Insure Oldsmar - Edison Debarros, Freddy Alfaro-Aprendiendo de Seguros. This directory lists 10 health insurance agents serving Oldsmar.

Showing 10 health insurance agents in Oldsmar, FLListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Freeway Insurance127 Forest Lakes Blvd Ste 5(727) 203-7012
2Brightway Insurance - The Dittman Agency3705 Tampa Rd UNIT 1(727) 493-0918
3We Insure Oldsmar - Edison Debarros501 St Petersburg Dr E Ste A(727) 614-2424
4Freddy Alfaro-Aprendiendo de Seguros327 Lake Placid Ct(813) 358-7064
5Florida West Insurance Inc3800 Tampa Rd #140(813) 886-4446
6Sentinel Casualty Insurance3980 Tampa Rd(877) 408-9499
7Stahl & Associates Insurance3939 Tampa Rd #1(813) 818-5300
8Barber Agency, Inc.3902 Tampa Rd(727) 726-1112
9STAR NSURANCE180 N Race Track Rd(954) 287-1512
10Hospitality Insurance Agency4025 Tampa Rd(727) 726-1112
FI
127 Forest Lakes Blvd Ste 5
Freeway Insurance
Health Insurance Agent · Oldsmar, FL

Freeway Insurance in Oldsmar, Florida, serves the local community as a dedicated Health Insurance Agent. It helps individuals and families navigate various health coverage options, including plans from major carriers available in the area. The agency focuses on finding suitable policies that align with personal healthcare needs and budgets. Clients benefit from personalized consultations to compare plans effectively. Additionally, this agency offers supplemental insurance policies to cover gaps in standard health coverage.

BI
3705 Tampa Rd UNIT 1
Brightway Insurance - The Dittman Agency
Health Insurance Agent · Oldsmar, FL

Brightway Insurance - The Dittman Agency serves the Tampa Bay area, including Oldsmar, Florida, as a local health insurance agent. The agency helps individuals and families compare and enroll in private health plans suited to their medical needs and budgets. It also advises clients on navigating Medicare options and prescription drug coverage. Services include reviewing plan networks and out-of-pocket costs during open enrollment periods. The agency specifically handles the sale of individual health insurance policies and Medicare Advantage plans across Hillsborough and Pinellas counties.

WI
501 St Petersburg Dr E Ste A
We Insure Oldsmar - Edison Debarros
Health Insurance Agent · Oldsmar, FL

We Insure Oldsmar - Edison Debarros provides a full range of health insurance agent services, including individual and family plan enrollment and Medicare guidance. It offers ongoing support for policy maintenance, assisting clients with annual renewals and plan adjustments as needs change. The agent helps customers navigate open enrollment periods and understand coverage options available in the Oldsmar, FL area. Properties served include single-family homes, apartments, retail locations, and restaurants.

FA
327 Lake Placid Ct
Freddy Alfaro-Aprendiendo de Seguros
Health Insurance Agent · Oldsmar, FL

Freddy Alfaro-Aprendiendo de Seguros serves homeowners, renters, and small business owners in the Oldsmar, FL area by helping them navigate individual and family health insurance plans. As a local health insurance agent, the company assists clients in comparing coverage options from various carriers to find suitable policies for their medical needs and budgets. It also provides guidance during open enrollment periods and for those seeking plans outside of employer-sponsored coverage. The agency extends its services to neighboring communities throughout the greater Tampa Bay metro area.

FW
3800 Tampa Rd #140
Florida West Insurance Inc
Health Insurance Agent · Oldsmar, FL

Serving clients in Oldsmar and the surrounding Tampa Bay communities, Florida West Insurance Inc specializes in health insurance agent services. The company helps individuals and families navigate the complexities of medical coverage options available in the local market, including plan comparisons and enrollment support. For a typical job, the agent begins by assessing a client’s specific healthcare needs and budget to identify suitable policies, then guides them through the application and selection process to ensure clarity.

SC
3980 Tampa Rd
Sentinel Casualty Insurance
Health Insurance Agent · Oldsmar, FL

Sentinel Casualty Insurance in Oldsmar, Florida offers both one-time consultations for selecting a plan and recurring service options for ongoing policy management. As a health insurance agent, the company helps clients navigate coverage choices, including individual, family, and possibly group plans available in the local market. Services focus on addressing specific healthcare needs and budget considerations relevant to the Oldsmar area. Service runs on either a scheduled or as-needed basis depending on the client’s preference for routine support.

SA
3939 Tampa Rd #1
Stahl & Associates Insurance
Health Insurance Agent · Oldsmar, FL

Stahl & Associates Insurance serves the Tampa Bay area from Oldsmar, Florida, offering guidance on individual and family health coverage. The agency assists clients with navigating the complexities of the open enrollment period and selecting appropriate plans. It also helps small business owners find suitable group health options for their employees. By focusing on local regulations and available insurers, the agency helps residents connect with policies that meet their needs. Specific services include Medicare supplement plan enrollment and short-term health insurance arrangements.

BA
3902 Tampa Rd
Barber Agency, Inc.
Health Insurance Agent · Oldsmar, FL

Barber Agency, Inc. in Oldsmar, Florida offers individual and family health insurance plans as its primary specialty. The agency also provides assistance navigating Medicare options and short-term coverage solutions for clients between jobs. Their general service work includes explaining complex policy details and comparing different carriers to match a client’s medical needs and budget. As the annual open enrollment period approaches each fall, the agency helps residents review their current plans and adjust coverage before the deadline passes.

SN
180 N Race Track Rd
STAR NSURANCE
Health Insurance Agent · Oldsmar, FL

As the Medicare Annual Enrollment Period approaches each fall, residents of Oldsmar, FL, often seek guidance through their coverage options. STAR NSURANCE provides in-person consultations and plan comparisons for local individuals and families navigating health insurance decisions. The agency focuses on explaining policy details and network differences relevant to the area¿s medical providers. Clients can schedule an initial needs assessment to review their current plan and explore available alternatives for the upcoming year.

HI
4025 Tampa Rd
Hospitality Insurance Agency
Health Insurance Agent · Oldsmar, FL

Hospitality Insurance Agency works as a health insurance agent in Oldsmar, Florida, offering personalized guidance to individuals and groups seeking coverage. The agency specializes in helping clients navigate plan options, including marketplace, Medicare, and supplemental health policies. It assists with enrollment, plan comparisons, and claims support for local businesses and residents. Commercial sectors it can serve include offices, warehouses, and food service operations.

What Does a a Health Insurance Agent in Oldsmar Cost?

Health insurance premiums in Florida vary widely by plan type age and income. A bronze ACA plan for a 40 year old in Oldsmar may cost around 400 to 600 dollars per month before subsidies. Medicare Supplement plans range from 100 to 300 dollars monthly. Costs depend on your specific health needs and household size. This is general information not insurance advice.

About health insurance agents in Oldsmar

A health insurance agent in Oldsmar Florida can help you navigate the state marketplace and private plans. Florida law requires agents to be licensed by the Florida Department of Financial Services. Local agents understand the specific coverage needs for Pinellas County residents including access to nearby hospitals and specialists.

Frequently Asked Questions

What license does a health insurance agent need in Florida?

Agents must hold a valid Florida 2-15 health and life insurance license. They must complete continuing education every two years. You can verify an agents license on the Florida Department of Financial Services website.

When can I enroll in a health plan through an agent in Oldsmar?

Open enrollment for ACA plans runs from November 1 to January 15 each year. Special enrollment periods are available after qualifying life events like losing other coverage or moving to Oldsmar. Medicare enrollment has separate initial and annual periods.

Do health insurance agents in Florida charge fees for their services?

Most agents are paid by insurance companies through commissions. They typically do not charge you a direct fee. Always ask about any potential fees before starting the application process.

Health Insurance Agents in Other Florida Cities

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