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Find Medicare Insurance Agents Near You in Westport, CT
Directory of medicare insurance agents in Westport, Connecticut. Verify credentials with the state department of insurance before hiring.
16 agents listed
Updated May 2026
Westport, 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 Westport, 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.
The NEST Agency
163 Main St, Westport, CT 06880
(203) 428-4338
mynestagency.com
Jeff Boley, Independent Insurance Agent, HealthMarkets Insurance Agency
69 Kings Hwy N, Westport, CT 06880
(203) 247-3312
healthmarkets.com
Cross Private Client Insurance
1 Turkey Hill Rd S, Westport, CT 06880
(203) 655-6974
crossprivateclient.com
Smith Brothers Insurance
1720 Post Rd E Suite 222, Westport, CT 06880
(203) 655-9766
smithbrothersusa.com
Dalila Namy - State Farm Insurance Agent
793 Post Rd E Ste A101, Westport, CT 06880
(203) 429-0031
sffairfieldcounty.com
Howard & Gay Insurance
979 Post Rd E, Westport, CT 06880
(203) 340-9540
howardgay.com
Medicare Benefits Hotline
154 Main St, Westport, CT 06880
(203) 590-7546
hildegardmcroberts.wixsite.com
Dominick Valente: Allstate Insurance
8 Church St S, Westport, CT 06880
(203) 226-1182
agents.allstate.com
Promax Insurance Agency
300 Post Rd E, Westport, CT 06880
(475) 275-1238
AssuredPartners Northeast formally Sachs Walsh Ins
728 Post Rd E, Westport, CT 06880
(203) 227-7787
assuredpartners.com
fortify insurance group
24 Punch Bowl Dr, Westport, CT 06880
(203) 226-4077
fortifyinsurance.com
Benson/Quinlan Insurance Agency, Inc
180 Post Rd E #204, Westport, CT 06880
(203) 227-8448
bensonquinlan.com
Emerald Medicare - Fairfield, CT
191 Post Rd W, Westport, CT 06880
(203) 403-6670
emeraldmedicare.com
Westport Insurance Group
27 Guyer Rd, Westport, CT 06880
(203) 266-1354
insurewestport.com
Consumers Insurance Inc.
500 Post Rd E 2nd Floor, Westport, CT 06880
(203) 349-8201
consumers-ins.com
Cambridge Insurance Advisors
21 Bridge Square, Westport, CT 06880
(212) 695-7495
camlife.com
What Does a Medicare Insurance Agent in Westport Cost?
Medicare insurance agents in Connecticut do not charge you for their services. Their compensation comes from the insurance companies whose plans they sell. Typical Medicare Part B premiums in 2025 are about $185 per month for most people but can be higher based on income. Medicare Advantage plans often have low or zero monthly premiums but may have copays and deductibles. Part D drug plan premiums vary widely from around $10 to $100 per month depending on the plan and your medications. 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 does a Medicare insurance agent in Westport do?
A Medicare insurance agent in Westport helps you review your health needs compare Medicare plans and enroll in the right coverage. They can explain the differences between Original Medicare Medicare Advantage and Part D drug plans. Agents do not charge you directly they are paid by the insurance companies.
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 Medicare Savings Program that may help with premiums and cost sharing. Missing your initial enrollment can lead to late penalties so it is best to start the process early.
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Notice
BeforeInsuranceUSA.com is not an insurance agency, agent referral service, or insurance advice provider. No agent-client relationship is formed by submitting a form or using this site. We do not endorse, recommend, or vouch for the qualifications of any agent. Past results do not guarantee future outcomes. Each situation is different. Verify agent credentials with your state department of insurance before hiring.
About Our Listings
Agents listed on BeforeInsuranceUSA.com are compiled from publicly available directories, state department of insurance records, and business listings. Inclusion does not constitute endorsement. We do not verify agent licensing, disciplinary status, or qualifications. Verify each agent's current standing with the Department of Insurance of Connecticut.