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Find Medicare Insurance Agents Near You in Maitland, FL

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

The top-rated medicare insurance agent in Maitland, Florida is Matthew Balady - State Farm Insurance Agent, rated 4.9 stars across 204 reviews. Other highly rated options include Tailored Insurance Solutions, SunKey Insurance, Living Alliance. This directory lists 12 medicare insurance agents serving Maitland.

Showing 12 medicare insurance agents in Maitland, FLListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Matthew Balady - State Farm Insurance Agent469 S Orlando Ave #106(407) 671-3111
2Tailored Insurance Solutions903 Lake Lily Dr(904) 612-3757
3SunKey Insurance100 E Sybelia Ave #360(877) 786-5391
4Living Alliance2500 Maitland Center Pkwy Suite 101(321) 710-6867
5GreatFlorida Insurance: R. Lee Atkins Jr.9240 S US Hwy 17 92(407) 960-6254
6Brown & Brown Insurance Services, Inc. - Central Florida2290 Lucien Way #400(407) 660-8282
7Welcome Room WellCare Health Plans2201 Lucien Way #400(407) 543-0563
8Mac Dowell Insurance Inc420 Lake Howell Rd(407) 628-2200
9Royal Insurance Agency FL975 S Orlando Ave(321) 328-7915
10United Healthcare495 N Keller Rd #200(800) 899-6500
MB
469 S Orlando Ave #106
Matthew Balady - State Farm Insurance Agent
Medicare Insurance Agent · Maitland, FL

Matthew Balady - State Farm Insurance Agent serves the Maitland, Florida area and surrounding communities as a medicare insurance agent. The company assists clients with navigating their healthcare coverage options during the open enrollment period. They focus on explaining the differences between Medicare supplements and Medicare Advantage plans to local residents. The agency also helps evaluate prescription drug coverage plans through Medicare Part D.

TI
903 Lake Lily Dr
Tailored Insurance Solutions
Medicare Insurance Agent · Maitland, FL

Tailored Insurance Solutions provides a range of Medicare insurance agent services for residents in and around Maitland, FL. Its offerings include helping clients compare Medicare Advantage, Supplement, and Part D plans to find suitable coverage. The company assists with annual enrollment periods and plan changes, ensuring beneficiaries understand their options. It services single-family homes, apartments, retail clients, and restaurants in the local area, addressing their unique insurance needs for healthcare coverage during retirement.

SI
100 E Sybelia Ave #360
SunKey Insurance
Medicare Insurance Agent · Maitland, FL

Residents and retirees in the greater Maitland area who need guidance with Medicare enrollment find assistance through SunKey Insurance. This company specializes in helping customers navigate plan options, including Medicare Advantage and Part D drug coverage. By assessing individual health needs and budgets, the agency aims to simplify the decision-making process. Its local team provides face-to-face consultations to clarify policy benefits and seasonal changes. SunKey Insurance also serves clients in nearby Winter Park, ensuring broad access across Central Florida's suburban communities.

LA
2500 Maitland Center Pkwy Suite 101
Living Alliance
Medicare Insurance Agent · Maitland, FL

With Medicare enrollment periods drawing attention in Central Florida, Living Alliance of Maitland assists beneficiaries in comparing plan options for prescription drug and medical coverage. The agency focuses on matching individual healthcare needs to available Medicare Advantage, Supplement, and Part D plans in the Orlando area. Initial plan assessments consider current medications and preferred providers to ensure coverage alignment. A no-obligation, one-on-one consultation reviews a client’s specific healthcare situation before any recommended enrollment begins.

GI
9240 S US Hwy 17 92
GreatFlorida Insurance: R. Lee Atkins Jr.
Medicare Insurance Agent · Maitland, FL

GreatFlorida Insurance: R. Lee Atkins Jr. specializes in Medicare Advantage and Supplement plan guidance for Maitland residents. The agency assists clients by explaining coverage options, enrollment periods, and comparing plans to fit individual healthcare needs. It also provides ongoing support throughout the year for policy changes and claims. As the Annual Enrollment Period approaches in the fall, it helps seniors evaluate new or existing Medicare options to avoid gaps in prescription drug or preventive care coverage.

BB
2290 Lucien Way #400
Brown & Brown Insurance Services, Inc. - Central Florida
Medicare Insurance Agent · Maitland, FL

Brown & Brown Insurance Services, Inc. - Central Florida guides clients through the distinction between enrolling in a plan once and returning each year to review changing healthcare needs. Their Medicare insurance agents help individuals compare coverage options, including Part D prescription drug plans, ensuring understanding of benefits and costs. Operating in Maitland, Florida, the office provides as-needed appointments for ongoing plan adjustments and annual enrollment support.

WR
2201 Lucien Way #400
Welcome Room WellCare Health Plans
Medicare Insurance Agent · Maitland, FL

Located in Maitland, FL, Welcome Room WellCare Health Plans assists clients in navigating Medicare options, including supplemental and prescription drug coverage. The company specializes in helping individuals understand plan details during enrollment periods. Local businesses with employee health benefit needs can also receive guidance on group Medicare solutions. Commercial sectors it can serve include offices, warehouses, and food service establishments.

MD
420 Lake Howell Rd
Mac Dowell Insurance Inc
Medicare Insurance Agent · Maitland, FL

Mac Dowell Insurance Inc serves residents of Maitland and the surrounding communities with Medicare insurance guidance, helping clients navigate plan options for their healthcare needs. Commercial coverage solutions are also available for local business owners requiring group benefits or supplemental policies. The agency focuses on providing clear explanations of Medicare Parts A, B, and D alongside Medicare Advantage and Medigap plans. Clients can return for annual review appointments to adjust their coverage as their medical requirements change between regular visits.

RI
975 S Orlando Ave
Royal Insurance Agency FL
Medicare Insurance Agent · Maitland, FL

Royal Insurance Agency FL in Maitland is known for guiding residents through Medicare enrollment and plan selection. The agency offers a range of Medicare Advantage, Supplement, and Part D prescription drug plans to accommodate different health needs and budgets. Clients receive personalized consultations to compare options from multiple carriers. A Medicare insurance agent in this area can help coordinate renewal timelines and annual open enrollment changes. As a specialty service, the agency can assist with low-income subsidy applications for eligible beneficiaries.

UH
495 N Keller Rd #200
United Healthcare
Medicare Insurance Agent · Maitland, FL

Serving Maitland and the surrounding Central Florida communities, United Healthcare assists local residents with Medicare insurance options and plan selection. The agency handles enrollments, plan comparisons, and annual updates for both Medicare Advantage and prescription drug coverage. Its approach to a typical job includes a thorough review of the client’s current healthcare needs and budget, followed by a clear explanation of available plan benefits and network details.

HH
2200 Lucien Way
Heather Harmer - Licensed Insurance Agent
Medicare Insurance Agent · Maitland, FL
(407) 227-3722
ushagent.com/heatherharmer
AI
541 S Orlando Ave STE 206
Alexander Insurance Agency | Alexander Financial Group
Medicare Insurance Agent · Maitland, FL
(407) 629-4825

What Does a a Medicare Insurance Agent in Maitland Cost?

Medicare insurance agent services in Florida are generally offered at no direct cost to you because agents earn commissions from insurance carriers. Plan premiums vary widely: Medicare Advantage plans can have $0 monthly premiums, while Medigap plans in Florida typically cost between $100 and $300 per month depending on age and coverage level. Part D drug plan premiums average around $30 to $70 per month. This is general information, not insurance advice.

About medicare insurance agents in Maitland

Maitland residents have access to licensed Medicare insurance agents who can help navigate Original Medicare, Medicare Advantage, and Part D drug plans. Florida law requires agents to be appointed by insurers and follow strict marketing guidelines. Local agents understand the specific plan options available in Seminole and Orange counties.

Frequently Asked Questions

What does a Medicare insurance agent in Maitland do?

A Medicare insurance agent helps you compare plans, enroll in Medicare Part A and Part B, and choose a Medicare Advantage or Part D plan. They are licensed by the Florida Department of Financial Services and must follow federal and state rules.

When can I enroll in Medicare in Florida?

Your Initial Enrollment Period starts three months before you turn 65 and ends three months after your birthday month. Florida also has an Annual Enrollment Period from October 15 to December 7 each year. Special Enrollment Periods may apply for certain life events.

Are Medicare insurance agents in Maitland free to use?

Most Medicare insurance agents are paid by insurance companies through commissions, so their services are typically free to you. However, you should confirm that the agent does not charge any additional fees 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.