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Supplemental Insurance Agents in Cheshire, CT

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

17 agents listed
Updated May 2026
Cheshire, 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 17 supplemental insurance agents in Cheshire, 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.
Derek Gromko - State Farm Insurance Agent
366 S Main St, Cheshire, CT 06410
(203) 439-2386 derekgromko.com
Relation Insurance Services
55 Realty Dr # 305, Cheshire, CT 06410
(203) 250-1006 relationinsurance.com
HUB International
1520 Highland Ave, Cheshire, CT 06410
(203) 439-2815 hubinternational.com
Arisco Insurance Group
55 Elm St Suite 2, Cheshire, CT 06410
(203) 379-7852 ariscoinsurancegroup.com
The Newton Agency, LLC: Allstate Insurance
629 S Main St, Cheshire, CT 06410
(203) 272-2200 agents.allstate.com
NEIS, Inc.
908 S Meriden Rd STE 3, Cheshire, CT 06410
(203) 272-7270 neis1.com
HAI Group
189 Commerce Ct, Cheshire, CT 06410
(203) 272-8220 haigroup.com
Ellisar Insurance Associates, Inc.
1781 Highland Ave # 204, Cheshire, CT 06410
(203) 465-8965 ellisarins.com
Anthony Gargano - State Farm Insurance Agent
558 Maple Ave # 1, Cheshire, CT 06410
(203) 874-0676 tonygarg.com
Cheshire Insurance and Travels
1065 S Main St c, Cheshire, CT 06410
(203) 439-8994
SEEC Financial
3 Cedar Ln, Cheshire, CT 06410
(203) 272-0274 seecfinancial.com
A Zagar Insurance
1157 Highland Ave # 110, Cheshire, CT 06410
(203) 272-8112
New England Insurance Group/ David J. Isenstadt, CIC
365 Highland Ave STE 101, Cheshire, CT 06410
(203) 250-1135 neinsurancegroup.com
Medicare Services CT
1120 S Main St, Cheshire, CT 06410
(860) 803-1633 medicarefreeservicect.com
Alliant Insurance Services, Inc.
55 Realty Dr #200, Cheshire, CT 06410
(203) 756-8061 alliant.com
Medicare Options 101 at The Cheshire Agency
615 W Johnson Ave, Cheshire, CT 06410
(203) 250-9099 medicareoptions101.com
Benefits Group
700 W Johnson Ave #301, Cheshire, CT 06410
(877) 250-7880 thebenefitsgroupofct.com

What Does a Supplemental Insurance Agent in Cheshire Cost?

Medigap premiums in Connecticut typically range from 100 to 300 dollars per month depending on the plan type your age and the insurer. Some plans like Plan G may cost 150 to 250 dollars monthly while high-deductible plans can be lower. Costs also vary by gender and tobacco use. 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 Cheshire?
A supplemental insurance agent in Cheshire helps you compare and enroll in Medicare Supplement plans also called Medigap. These plans cover costs like copayments coinsurance and deductibles that Original Medicare does not pay. Agents are licensed in Connecticut and must follow state insurance regulations.
When can I enroll in a Medigap plan in Connecticut?
Connecticut law provides a six-month Medigap open enrollment period that begins the month you are 65 and enrolled in Medicare Part B. During this time you can buy any Medigap policy sold in the state without medical underwriting. After this period insurers may deny coverage or charge higher premiums based on health status.