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Find Supplemental Insurance Agents in Westport, CT

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

14 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 14 supplemental 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
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
SterlingRisk of Connecticut
1720 Post Rd E, Westport, CT 06880
(203) 349-8472 sterlingrisk.com
Consumers Insurance Inc.
500 Post Rd E 2nd Floor, Westport, CT 06880
(203) 349-8201 consumers-ins.com

Supplemental insurance agents in Westport Connecticut help residents fill gaps in Medicare coverage. Connecticut law requires Medigap plans to be guaranteed issue for eligible beneficiaries during open enrollment. Agents can explain local options like Plan G and Plan N to Westport seniors.

What Does a Supplemental Insurance Agent in Westport Cost?

Supplemental insurance agent services in Connecticut are typically commission-based meaning you pay no direct fee for their help. Medigap plan premiums in Westport range from about $100 to $300 per month depending on your age gender and plan choice. Costs vary by carrier and underwriting factors. This is general information and 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 a supplemental insurance agent in Westport?
A supplemental insurance agent in Westport helps you buy Medigap or Medicare Supplement plans. These agents are licensed in Connecticut and can compare plans from different carriers. They do not work for the government.
When can I enroll in a Medigap plan in Connecticut?
In Connecticut you have a six-month Medigap open enrollment period that starts when you are 65 and enrolled in Medicare Part B. During this time you cannot be denied coverage or charged more for pre-existing conditions. After this period you may face medical underwriting.
Are Medigap plans standardized in Connecticut?
Yes Medigap plans in Connecticut follow federal standards with lettered plans like A B D G K L M and N. Each plan offers the same basic benefits regardless of the insurance company. Agents can help you compare prices for the same plan across different insurers.