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Medicare Insurance Agents in Fairfield, CT

Directory of medicare insurance agents in Fairfield, Connecticut. Verify credentials with the state department of insurance before hiring.

16 agents listed
Updated May 2026
Fairfield, CT
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 Connecticut before hiring.
Showing 16 medicare insurance agents in Fairfield, CT Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Farmers Insurance - Oluwatoyin Ogunbiyi
303 Linwood Ave Ste 1f, Fairfield, CT 06824
(203) 884-6718 agents.farmers.com
Mark Otterson - State Farm Insurance Agent
2452 Black Rock Tpke #1, Fairfield, CT 06825
(203) 690-1330 markotterson.com
Macman Insurance Associates
585 Villa Ave, Fairfield, CT 06825
(203) 384-9000 macmaninsurance.com
Cusmano Agency
425 Kings Hwy E, Fairfield, CT 06825
(203) 394-6645 cusmanoagency.com
Karen Fowler: Allstate Insurance
1495 Black Rock Tpke, Fairfield, CT 06825
(203) 333-4413 agents.allstate.com
The Morfe-Behan Agency: Allstate Insurance
173 Post Rd, Fairfield, CT 06824
(203) 445-6029 agents.allstate.com
Health Directions
1300 Post Rd # 100, Fairfield, CT 06824
(203) 255-7700 health-directions.com
Morrison Insurance Agency
580 Tunxis Hill Rd, Fairfield, CT 06825
(203) 336-9198 morrisoninsurance.com
Nationwide Insurance: Stephen F Boccarossa
1828 Post Rd, Fairfield, CT 06824
(203) 256-8029
Double Eagle Insurance Agency of CT
35 Kings Hwy E Suite 205, Fairfield, CT 06825
(203) 227-9229 doubleeagleagency.com
American Agency Inc
585 Villa Ave # 1, Fairfield, CT 06825
(203) 333-9222
The SIG Insurance Agencies
1515 Black Rock Tpke Suite 101, Fairfield, CT 06825
(203) 292-3883 findsig.com
Bearingstar Insurance
501 Kings Hwy E UNIT 111, Fairfield, CT 06825
(203) 254-0875 bearingstar.com
Senior Insurance Benefits Ted Peiffer
18 Newell Pl, Fairfield, CT 06824
(203) 520-6575 seniorinsbenefits.com
CT Financial Services LLC
540 Tunxis Hill Rd, Fairfield, CT 06825
(203) 653-2212 ctfinserv.com
HUB International
777 Commerce Dr, Fairfield, CT 06824
(203) 337-1800 hubinternational.com

Medicare insurance agents in Fairfield, Connecticut help residents navigate Original Medicare, Medicare Advantage, and Part D drug plans. Connecticut requires agents to be licensed by the state and follow strict marketing guidelines set by the Connecticut Insurance Department. Local agents understand the specific network options available in Fairfield County hospitals and clinics.

What Does a Medicare Insurance Agent in Fairfield Cost?

Medicare insurance agents in Connecticut do not charge you directly for their services. However, Medicare plans themselves have costs: Part B premiums are $174.70 per month in 2024 for most people, and Medicare Advantage plans may have $0 premiums or monthly premiums up to $200 or more. Part D drug plan premiums average around $35 to $100 per month in Connecticut. Out-of-pocket costs vary by plan and income. 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

What is the role of a Medicare insurance agent in Fairfield?
A Medicare insurance agent in Fairfield helps you compare plans, enroll during initial or special enrollment periods, and review your coverage annually. They do not provide legal advice but can explain plan benefits and costs.
When can I enroll in Medicare in Connecticut?
Your Initial Enrollment Period starts three months before you turn 65 and ends three months after your birthday month. Connecticut also has a Special Enrollment Period for those who lose employer coverage. You can change plans during the Annual Enrollment Period from October 15 to December 7.