Skip to main content

Find Health Insurance Agents Near You in The Villages, FL

Browse health insurance agents serving The Villages, Florida. Contact information and addresses listed below.

5 agents listed
Updated May 2026
The Villages, 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 5 health insurance agents in The Villages, 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.
Bradley Blessing - State Farm Insurance Agent
13721 US-441 Unit 5, The Villages, FL 32159
(352) 307-8662 bradleyblessing.net
The Baldwin Group (formerly The Villages Insurance)
1031 Lake Sumter Landing, The Villages, FL 32162
(352) 751-6622 baldwin.com
Mid-Florida Agencies
11962 Co Rd 101 #303, The Villages, FL 32162
(352) 259-0666 midfloridaagencies.com
The Baldwin Group (formerly The Villages Insurance)
319 Colony Blvd, The Villages, FL 32162
(352) 751-6622 baldwin.com
Florida Blue Medicare
1575 Santa Barbara Blvd, The Villages, FL 32159
(352) 775-1481 floridablue.com

Health insurance agents in The Villages Florida help residents compare plans during the annual Open Enrollment Period from October 15 to December 7. Agents licensed by the Florida Office of Insurance Regulation can assist with Medicare Advantage and Supplement plans. Local agents understand the specific needs of The Villages active adult community.

What Does a Health Insurance Agent in The Villages Cost?

Health insurance agents in Florida typically do not charge you a direct fee. Their compensation comes from the insurance company as a commission. For Medicare Advantage plans the commission is set by law and does not affect your premium. For individual plans costs vary by your age location and plan choice. Premiums for a 65-year-old in The Villages can range from zero dollars for some Medicare Advantage plans to over 200 dollars per month for a Medicare Supplement plan. 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

When can I enroll in a health plan with an agent in The Villages?
The annual Open Enrollment Period runs from October 15 to December 7 each year. You may also qualify for a Special Enrollment Period if you lose other coverage or move. An agent can confirm your eligibility window.
Do health insurance agents in Florida charge a fee for their services?
Most health insurance agents in Florida are paid by insurance companies through commissions. You generally do not pay a separate fee for agent services. Always confirm the payment arrangement before working with an agent.