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Medicare Insurance Agents in St. Augustine, FL

Looking for a medicare insurance agent in St. Augustine? Review the directory below to compare your options.

20 agents listed
Updated May 2026
St. Augustine, 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 20 medicare insurance agents in St. Augustine, 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.
Perry Unwalla - State Farm Insurance Agent
3791 A1A S Suite A, St. Augustine, FL 32080
(904) 461-5400 perryunwalla.com
Leigh Insurance Agency
1797 Old Moultrie Rd STE 111, St. Augustine, FL 32084
(904) 826-0799 leigh-insurance.com
Tim Huber Insurance
28 Clark St, St. Augustine, FL 32084
(904) 824-2555 timhuberins.com
The Bailey Group – An NFP Company
1200 Plantation Island Dr S UNIT 210, St. Augustine, FL 32080
(904) 461-1800 mbaileygroup.com
Ancient City Insurance
2800 N 5th St #301, St. Augustine, FL 32084
(904) 827-1915 ancientcityinsurance.com
Benchmark Insurance
1 Spencer St, St. Augustine, FL 32084
(904) 829-2296 benchmarkins.com
Brightway Insurance, The Casey Agency
108 Sea Grove Main St suite b, St. Augustine, FL 32080
(904) 217-7547 brightway.com
Oldest City Insurance
212 San Marco Ave Suite D, St. Augustine, FL 32084
(904) 824-7283 oldestcityinsurance.com
Herbie Wiles Insurance
400 N Ponce De Leon Blvd, St. Augustine, FL 32084
(904) 829-2201 herbiewiles.com
Thompson Baker Agency, Inc.
61 Cordova St, St. Augustine, FL 32084
(904) 824-1631 thompsonbaker.com
Fender Insurance Agency
101 E Town Pl #225, St. Augustine, FL 32092
(904) 639-4333 fenderagency.com
Twin Palms Insurance Group, The Ward Agency
320 High Tide Dr Suite 100F, St. Augustine, FL 32080
(904) 643-9002 twinpalms.us
Knox Insurance Network
2528 US-1 South, St. Augustine, FL 32086
(904) 797-2000 knoxinsnetwork.com
Bates Hewett & Floyd Insurance
165 Southpark Blvd C, St. Augustine, FL 32086
(904) 794-5455 bates-hewett.com
Brightway Insurance, St. Augustine
2801 N 3rd St Unit B, St. Augustine, FL 32084
(904) 217-7496 brightway.com
Old Town Insurance
700 Plantation Island Dr S Suite 104, St. Augustine, FL 32080
(904) 429-9444 oldtowninsuranceservices.com
Duncan Market Insurance
1312 Wekiva Way, St. Augustine, FL 32092
(904) 217-8368 duncanmarketins.com
Standard Health Plans
201 Covino Ave, St. Augustine, FL 32084
(904) 892-7052
Easy Health Protection Insurance
69 King St, St. Augustine, FL 32084
(904) 852-8097
The Health Insurance Couple
3440 US-1 Unit 401, St. Augustine, FL 32086
(863) 446-0636 healthinsurancecouple.com

Medicare insurance agents in St. Augustine, Florida help residents compare Medicare Advantage, Medigap, and Part D plans. Florida law requires agents to be licensed and follow state regulations on marketing and enrollment. Local agents understand the specific health care providers and network options available in St. Johns County.

What Does a Medicare Insurance Agent in St. Augustine Cost?

Medicare insurance agents in Florida generally do not charge clients directly. Their compensation comes from insurance carriers. Medicare Part B premiums in 2025 start at $185 per month for most beneficiaries. Medigap plans in Florida can range from $100 to $400 per month depending on age, gender, and tobacco use. Medicare Advantage plans often have $0 monthly premiums but may have copays and deductibles. This is general information and 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 Medicare in St. Augustine?
The Initial Enrollment Period starts three months before your 65th birthday and ends three months after. Florida residents also have an Annual Enrollment Period from October 15 to December 7 each year. Special Enrollment Periods may apply if you lose other coverage.
What Medicare plans are available in St. Augustine Florida?
St. Augustine residents can choose Original Medicare, Medicare Advantage plans, Medigap supplemental plans, and Part D prescription drug plans. Plan availability varies by zip code and carrier. A local agent can show you which plans are offered in your area.