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Find Medicare Insurance Agents Near You in Fairfield, CT

Browse medicare insurance agents serving Fairfield, Connecticut. Updated 2026-07-14.

The top-rated medicare insurance agent in Fairfield, Connecticut is Farmers Insurance - Oluwatoyin Ogunbiyi, rated 5.0 stars across 168 reviews. Other highly rated options include Mark Otterson - State Farm Insurance Agent, Cusmano Agency, Macman Insurance Associates. This directory lists 16 medicare insurance agents serving Fairfield.

Showing 16 medicare insurance agents in Fairfield, CTListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Farmers Insurance - Oluwatoyin Ogunbiyi303 Linwood Ave Ste 1f(203) 884-6718
2Mark Otterson - State Farm Insurance Agent2452 Black Rock Tpke #1(203) 690-1330
3Cusmano Agency425 Kings Hwy E(203) 394-6645
4Macman Insurance Associates585 Villa Ave(203) 384-9000
5Karen Fowler: Allstate Insurance1495 Black Rock Tpke(203) 333-4413
6The Morfe-Behan Agency: Allstate Insurance173 Post Rd(203) 445-6029
7Health Directions1300 Post Rd # 100(203) 255-7700
8Morrison Insurance Agency580 Tunxis Hill Rd(203) 336-9198
9Nationwide Insurance: Stephen F Boccarossa1828 Post Rd(203) 256-8029
10Double Eagle Insurance Agency of CT35 Kings Hwy E Suite 205(203) 227-9229
FI
303 Linwood Ave Ste 1f
Farmers Insurance - Oluwatoyin Ogunbiyi
Medicare Insurance Agent · Fairfield, CT

Farmers Insurance - Oluwatoyin Ogunbiyi serves Fairfield, Connecticut, and the surrounding county, specializing in Medicare insurance agent services. The agency helps clients navigate Medicare plans, including supplement and advantage options. It assists with enrollment periods and plan comparisons tailored to individual healthcare needs. The agency handles Medicare Part D prescription drug coverage as well as Medicare Advantage plans for local residents.

MO
2452 Black Rock Tpke #1
Mark Otterson - State Farm Insurance Agent
Medicare Insurance Agent · Fairfield, CT

Mark Otterson - State Farm Insurance Agent in Fairfield, CT, provides a range of Medicare insurance services, including helping clients navigate plan options and enrollment periods. The agency offers ongoing support to review coverage and address changes in healthcare needs. Services are designed for individuals seeking clear guidance on Medicare plans. The agent serves clients who own single-family homes, reside in apartments, or manage retail and restaurant properties.

CA
425 Kings Hwy E
Cusmano Agency
Medicare Insurance Agent · Fairfield, CT

Serving Fairfield and the surrounding communities in Connecticut, the Cusmano Agency handles Medicare insurance options for local residents. It assists individuals in navigating the complexities of Medicare Advantage, Supplement, and Part D prescription drug plans. The agency focuses on understanding each client’s unique healthcare needs and financial considerations. It typically conducts a thorough review of a person’s current coverage before presenting a selection of suitable plans.

MI
585 Villa Ave
Macman Insurance Associates
Medicare Insurance Agent · Fairfield, CT

Macman Insurance Associates serves Fairfield residents and local homeowners who require assistance navigating Medicare plans. This Medicare insurance agent helps individuals understand their coverage options and enroll in suitable policies. The agency provides personalized guidance on plan selection and ongoing support for policy adjustments. Services focus on clarifying complex benefits and helping clients find appropriate coverage for their healthcare needs. Macman Insurance Associates also extends its services to clients living in neighboring Bridgeport.

KF
1495 Black Rock Tpke
Karen Fowler: Allstate Insurance
Medicare Insurance Agent · Fairfield, CT

Karen Fowler: Allstate Insurance in Fairfield, CT helps clients understand the difference between one-time Medicare enrollment decisions and ongoing plan adjustments as health needs evolve. Coverage options include Medicare Supplement plans to complement original Medicare or Medicare Advantage plans that bundle hospital, medical, and often prescription drug benefits into a single policy. Services are available on a scheduled or as-needed basis to review annual changes or address specific life events.

MB
173 Post Rd
The Morfe-Behan Agency: Allstate Insurance
Medicare Insurance Agent · Fairfield, CT

The Morfe-Behan Agency: Allstate Insurance in Fairfield, Connecticut specializes in helping clients navigate Medicare plan selections. It offers general guidance on understanding coverage options, including Part D prescription drug plans and Medicare Supplement policies. The agency assists both newly eligible enrollees and those reviewing their current benefits. During the Annual Enrollment Period each fall, it helps residents evaluate any changes in their existing plans to ensure their health needs continue to be appropriately covered for the upcoming year.

HD
1300 Post Rd # 100
Health Directions
Medicare Insurance Agent · Fairfield, CT

As Medicare Annual Enrollment approaches each fall, Fairfield residents often find themselves sorting through numerous plan options. Health Directions offers personal guidance to local seniors navigating this complex decision. As a medicare insurance agent, this company helps clarify Part D drug coverage and Medigap choices specific to Connecticut’s marketplace. Each consultation begins with a no‑obligation review of the client’s current coverage and anticipated medical needs.

MI
580 Tunxis Hill Rd
Morrison Insurance Agency
Medicare Insurance Agent · Fairfield, CT

Morrison Insurance Agency provides guidance to individuals navigating Medicare coverage options in Fairfield, Connecticut. Its services focus on helping clients enroll in plans that address their specific healthcare and budget needs. The agency offers expertise on Medicare supplements and prescription drug plans. For commercial clients, it can also serve offices, warehouses, and food service establishments seeking appropriate group health insurance solutions.

NI
1828 Post Rd
Nationwide Insurance: Stephen F Boccarossa
Medicare Insurance Agent · Fairfield, CT

Serving clients in their own homes in Fairfield, Nationwide Insurance: Stephen F Boccarossa assists with individual health plan choices as a medicare insurance agent. Commercial coverage is also available for small business owners seeking group benefit options throughout the local area. Each appointment includes a thorough review of plan details to match personal needs and budget. Ongoing follow-up is provided between regular visits to adjust coverage as circumstances change.

DE
35 Kings Hwy E Suite 205
Double Eagle Insurance Agency of CT
Medicare Insurance Agent · Fairfield, CT

Double Eagle Insurance Agency of CT, based in Fairfield, Connecticut, is known for helping clients navigate Medicare options during enrollment periods. The agency provides guidance on Medicare Advantage, Medigap, and prescription drug plans. An experienced agent explains plan differences based on individual health needs and budgets. Services include annual plan reviews to ensure coverage remains suitable. A specialty service the agency offers is assistance with Medicare Supplement Plan selection to reduce out-of-pocket costs for medical care.

AA
585 Villa Ave # 1
American Agency Inc
Medicare Insurance Agent · Fairfield, CT
(203) 333-9222
SI
1515 Black Rock Tpke Suite 101
The SIG Insurance Agencies
Medicare Insurance Agent · Fairfield, CT
(203) 292-3883
findsig.com
BI
501 Kings Hwy E UNIT 111
Bearingstar Insurance
Medicare Insurance Agent · Fairfield, CT
(203) 254-0875
bearingstar.com/contact-us/locations/fairfield-location
SI
18 Newell Pl
Senior Insurance Benefits Ted Peiffer
Medicare Insurance Agent · Fairfield, CT
(203) 520-6575
seniorinsbenefits.com
CF
540 Tunxis Hill Rd
CT Financial Services LLC
Medicare Insurance Agent · Fairfield, CT
(203) 653-2212
ctfinserv.com
HI
777 Commerce Dr
HUB International
Medicare Insurance Agent · Fairfield, CT
(203) 337-1800
hubinternational.com/offices/us/connecticut/fairfield

What Does a 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.

About medicare insurance agents in Fairfield

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.

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.

Are Medicare insurance agents in Fairfield free to use?

Yes, Medicare insurance agents are typically paid by insurance companies through commissions, not by you. Their services are free to consumers. Always confirm there are no upfront fees before working with an agent.

Medicare Insurance Agents in Other Connecticut 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.