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HomeMedicare Insurance AgentsFlorida › St. Augustine

Find Medicare Insurance Agents Near You in St. Augustine, FL

Browse medicare insurance agents serving St. Augustine, Florida. Updated 2026-07-14.

The top-rated medicare insurance agent in St. Augustine, Florida is Perry Unwalla - State Farm Insurance Agent, rated 4.8 stars across 423 reviews. Other highly rated options include Leigh Insurance Agency, The Bailey Group – An NFP Company, Tim Huber Insurance. This directory lists 22 medicare insurance agents serving St. Augustine.

Showing 22 medicare insurance agents in St. Augustine, FLListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Perry Unwalla - State Farm Insurance Agent3791 A1A S Suite A(904) 461-5400
2Leigh Insurance Agency1797 Old Moultrie Rd STE 111(904) 826-0799
3The Bailey Group – An NFP Company1200 Plantation Island Dr S UNIT 210(904) 461-1800
4Tim Huber Insurance28 Clark St(904) 824-2555
5Ancient City Insurance2800 N 5th St #301(904) 827-1915
6Brightway Insurance, The Casey Agency108 Sea Grove Main St suite b(904) 217-7547
7Oldest City Insurance212 San Marco Ave Suite D(904) 824-7283
8Benchmark Insurance1 Spencer St(904) 829-2296
9Thompson Baker Agency, Inc.61 Cordova St(904) 824-1631
10Fender Insurance Agency101 E Town Pl #225(904) 639-4333
PU
3791 A1A S Suite A
Perry Unwalla - State Farm Insurance Agent
Medicare Insurance Agent · St. Augustine, FL

Perry Unwalla - State Farm Insurance Agent serves the St. Augustine, Florida area as a Medicare insurance agent, offering guidance on health coverage options for eligible individuals. The agency helps clients understand the differences between Medicare Supplement plans and Medicare Advantage plans available in the region. It also assists with prescription drug plan selections to ensure medication needs are covered properly throughout St. Johns County.

LI
1797 Old Moultrie Rd STE 111
Leigh Insurance Agency
Medicare Insurance Agent · St. Augustine, FL

Leigh Insurance Agency provides a range of Medicare insurance services in St. Augustine, FL, including plan comparisons and enrollment assistance for local seniors. The agency offers ongoing maintenance through annual policy reviews to ensure coverage still meets evolving health needs. It helps clients understand plan options during open enrollment periods and throughout the year for qualifying life events. The agency services a variety of properties, including single-family homes, apartments, and independent living communities.

BG
1200 Plantation Island Dr S UNIT 210
The Bailey Group – An NFP Company
Medicare Insurance Agent · St. Augustine, FL

Serving St. Augustine and the surrounding communities in Florida's First Coast region, The Bailey Group – An NFP Company handles Medicare plan enrollment and annual review needs for local seniors. The agency guides clients through the complexities of Original Medicare, Medicare Advantage plans, and prescription drug coverage to find suitable options. The company takes a consultative approach, thoroughly comparing available plans to match each individual's specific healthcare requirements and budget during the enrollment process.

TH
28 Clark St
Tim Huber Insurance
Medicare Insurance Agent · St. Augustine, FL

Residents and families in St. Augustine, FL, seeking guidance with Medicare plans are the primary clients of Tim Huber Insurance. This local Medicare insurance agent assists individuals by explaining the details of coverage options, including Medicare Advantage and prescription drug plans. The agent helps clients navigate enrollment periods and compare plan benefits to match their specific healthcare needs and budgets. Located in St. Augustine, the practice also extends its services to the neighboring community of St. Augustine Beach.

AC
2800 N 5th St #301
Ancient City Insurance
Medicare Insurance Agent · St. Augustine, FL

Medicare insurance agents can assist with initial enrollment into Part A and Part B or provide ongoing support for annual plan changes. Ancient City Insurance, located in St. Augustine, FL, helps individuals navigate Medicare Advantage, Supplement, and Part D prescription drug coverage options suited to their healthcare needs and budget. The agent explains how Original Medicare differs from private plans and clarifies the deadlines for enrolling without penalty. Appointments and client assistance are available through a one-time, scheduled, or as-needed arrangement to accommodate fluctuating Medicare needs.

BI
108 Sea Grove Main St suite b
Brightway Insurance, The Casey Agency
Medicare Insurance Agent · St. Augustine, FL

During the annual Medicare enrollment period, many St. Augustine seniors find the plan options overwhelming and need clear guidance. Brightway Insurance, The Casey Agency responds by helping clients understand their available Medicare supplement and Advantage choices, focusing on personalized coverage that aligns with individual health needs and local provider networks. The agency serves residents throughout the area with straightforward explanations of costs and benefits. A typical first step involves a no-obligation review of the client’s current coverage and a discussion of their upcoming healthcare requirements to identify the most suitable plan.

OC
212 San Marco Ave Suite D
Oldest City Insurance
Medicare Insurance Agent · St. Augustine, FL

Oldest City Insurance provides guidance on Medicare coverage for residents of St. Augustine, Florida, helping clients navigate plan options and enrollment periods. They specialize in supplemental policies and prescription drug plans to fill gaps in original Medicare coverage. Their services are available to individuals managing healthcare costs in commercial settings, including professional offices, industrial warehouses, and food service establishments.

BI
1 Spencer St
Benchmark Insurance
Medicare Insurance Agent · St. Augustine, FL

Specializing in Medicare Advantage and Part D plans, Benchmark Insurance guides clients in St. Augustine through their annual enrollment options. Its agents help seniors compare plans for medical and prescription drug coverage. The company also assists with Medigap supplements, working to clarify plan benefits, premiums, and network coverage for each individual. During the Medicare Open Enrollment Period each fall, it helps local beneficiaries adjust their existing policies to better accommodate changing health needs and avoid potential gaps in coverage.

TB
61 Cordova St
Thompson Baker Agency, Inc.
Medicare Insurance Agent · St. Augustine, FL

Thompson Baker Agency, Inc., which serves residents of St. Augustine, Florida, focuses on helping clients navigate Medicare plan options. The agency explains plan differences, including coverage for prescription drugs and preventive care, while also providing guidance on enrollment periods and periodic plan reviews. Local beneficiaries can receive personalized support in choosing a plan that fits their healthcare needs and budget. The agency also offers assistance with Medigap policies that can help cover certain out-of-pocket costs.

FI
101 E Town Pl #225
Fender Insurance Agency
Medicare Insurance Agent · St. Augustine, FL
TP
320 High Tide Dr Suite 100F
Twin Palms Insurance Group, The Ward Agency
Medicare Insurance Agent · St. Augustine, FL
(904) 643-9002
twinpalms.us
HW
400 N Ponce De Leon Blvd
Herbie Wiles Insurance
Medicare Insurance Agent · St. Augustine, FL
(904) 829-2201
herbiewiles.com
KI
2528 US-1 South
Knox Insurance Network
Medicare Insurance Agent · St. Augustine, FL
(904) 797-2000
knoxinsnetwork.com
BH
165 Southpark Blvd C
Bates Hewett & Floyd Insurance
Medicare Insurance Agent · St. Augustine, FL
(904) 794-5455
bates-hewett.com
BI
2801 N 3rd St Unit B
Brightway Insurance, St. Augustine
Medicare Insurance Agent · St. Augustine, FL
(904) 217-7496
brightway.com/agencies/FL/St-Augustine/0033
OT
700 Plantation Island Dr S Suite 104
Old Town Insurance
Medicare Insurance Agent · St. Augustine, FL
(904) 429-9444
oldtowninsuranceservices.com
DM
1312 Wekiva Way
Duncan Market Insurance
Medicare Insurance Agent · St. Augustine, FL
(904) 217-8368
duncanmarketins.com
SH
201 Covino Ave
Standard Health Plans
Medicare Insurance Agent · St. Augustine, FL
(904) 892-7052
EH
69 King St
Easy Health Protection Insurance
Medicare Insurance Agent · St. Augustine, FL
(904) 852-8097
HI
3440 US-1 Unit 401
The Health Insurance Couple
Medicare Insurance Agent · St. Augustine, FL
(863) 446-0636
healthinsurancecouple.com
HI
93 Masters Dr
HealthMarkets Insurance - Shannon Brookes Carcaba
Medicare Insurance Agent · St. Augustine, FL
(904) 315-5993
healthmarkets.com/local-health-insurance-agent/scarcaba
AJ
3501 N Ponce De Leon Blvd SUITE B-251
Arden James & Associates, llc
Medicare Insurance Agent · St. Augustine, FL
(904) 566-2626
healthmarkets.com/kespinoza

What Does a 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.

About medicare insurance agents in St. Augustine

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.

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.

Do Medicare agents in Florida charge a fee for their services?

Licensed Medicare insurance agents in Florida typically do not charge a direct fee. They receive commissions from the insurance companies whose plans they sell. You should always confirm the agents compensation method before working with them.

Medicare Insurance Agents in Other Florida Cities

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