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Find Health Insurance Agents Near You in Cheshire, CT

Browse health insurance agents serving Cheshire, Connecticut. Updated 2026-07-14.

The top-rated health insurance agent in Cheshire, Connecticut is Derek Gromko - State Farm Insurance Agent, rated 4.9 stars across 397 reviews. Other highly rated options include Relation Insurance Services, Arisco Insurance Group, HUB International. This directory lists 17 health insurance agents serving Cheshire.

Showing 17 health insurance agents in Cheshire, CTListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Derek Gromko - State Farm Insurance Agent366 S Main St(203) 439-2386
2Relation Insurance Services55 Realty Dr # 305(203) 250-1006
3Arisco Insurance Group55 Elm St Suite 2(203) 379-7852
4HUB International1520 Highland Ave(203) 439-2815
5IronHawk Financial1781 Highland Ave Suite 202(866) 476-4295
6The Newton Agency, LLC: Allstate Insurance629 S Main St(203) 272-2200
7HAI Group189 Commerce Ct(203) 272-8220
8Ellisar Insurance Associates, Inc.1781 Highland Ave # 204(203) 465-8965
9NEIS, Inc.908 S Meriden Rd STE 3(203) 272-7270
10Cheshire Insurance and Travels1065 S Main St c(203) 439-8994
DG
366 S Main St
Derek Gromko - State Farm Insurance Agent
Health Insurance Agent · Cheshire, CT

Derek Gromko - State Farm Insurance Agent serves the Cheshire, CT area as a local health insurance agent. The company assists individuals and families with finding suitable medical coverage to meet their needs. Policy options are explained clearly, helping clients compare plans for doctor visits or prescription drugs. The agency also handles supplemental plans that cover costs not included in standard insurance. Medicare supplements and short-term health policies are among the services offered here.

RI
55 Realty Dr # 305
Relation Insurance Services
Health Insurance Agent · Cheshire, CT

Relation Insurance Services, based in Cheshire, Connecticut, is a health insurance agent that helps individuals and small groups navigate plan selection and enrollment. The agency works with major carriers to match clients with coverage for medical, dental, and vision needs, including preventive care and prescription drug plans. For those eligible, it offers guidance on Medicare supplements and Advantage plans as a specialty service.

AI
55 Elm St Suite 2
Arisco Insurance Group
Health Insurance Agent · Cheshire, CT

Arisco Insurance Group in Cheshire, CT helps homeowners, renters, and local business owners find appropriate health insurance plans that fit their budgets and coverage needs. The agency assists clients with navigating open enrollment periods and understanding policy options from major carriers. It also guides families through plan comparisons and subsidy eligibility. In addition to serving Cheshire residents, the agency extends its services to nearby communities such as Wallingford and the broader New Haven metropolitan area.

HI
1520 Highland Ave
HUB International
Health Insurance Agent · Cheshire, CT

HUB International offers a range of health insurance agent services in Cheshire, CT, including plan selection guidance and enrollment support. The company provides ongoing service plans to help clients manage their policies throughout the year. Agents assist with claims questions and annual renewal reviews to ensure coverage remains appropriate. HUB International services single-family homes, apartments, retail businesses, and restaurants in the local area.

IF
1781 Highland Ave Suite 202
IronHawk Financial
Health Insurance Agent · Cheshire, CT

IronHawk Financial serves Cheshire, Connecticut, and the surrounding communities in New Haven County. It handles individual and family health insurance plans, including options for those who are self-employed or seeking coverage outside an employer. The company also manages the annual enrollment process for Medicare Advantage and prescription drug plans. A licensed agent reviews a client’s medical needs and budget before presenting several comparable policies from different carriers.

NA
629 S Main St
The Newton Agency, LLC: Allstate Insurance
Health Insurance Agent · Cheshire, CT

The Newton Agency, LLC: Allstate Insurance in Cheshire, CT, helps clients distinguish between one-time health insurance applications and ongoing policy management needs. As a local health insurance agent, the agency provides guidance on available plan options and enrollment periods. Coverage often includes individual and family medical plans designed to meet varying healthcare requirements. Service runs on a scheduled and as-needed basis for annual renewals and mid-year adjustments.

HG
189 Commerce Ct
HAI Group
Health Insurance Agent · Cheshire, CT

As winter weather and seasonal illnesses settle over Cheshire, residents often search for dependable health insurance guidance. HAI Group, operating in this area as a health insurance agent, helps clients navigate plan options that match their evolving medical and financial situations. They discuss coverage for prescription needs, preventive care, and hospital visits. Meetings typically begin by reviewing the client’s current policy and identifying any gaps in protection. An initial assessment of individual or family requirements is always the first step.

EI
1781 Highland Ave # 204
Ellisar Insurance Associates, Inc.
Health Insurance Agent · Cheshire, CT

Ellisar Insurance Associates, Inc. serves clients throughout Cheshire, CT, as a health insurance agent. This work includes helping individuals and families find coverage that meets their needs for medical care. The company also assists with specialty add-ons such as supplemental plans. Clients can depend on guidance in comparing policy options from various carriers. The agency supports commercial sectors including offices, warehouses, and food service establishments in finding appropriate group health solutions.

NI
908 S Meriden Rd STE 3
NEIS, Inc.
Health Insurance Agent · Cheshire, CT

NEIS, Inc. in Cheshire, CT specializes in connecting individuals and families with suitable health insurance plans, including Medicare supplements and individual market policies. It provides local guidance on navigating the annual Open Enrollment Period through the Connecticut marketplace. The agency assists with comparing plan options to find appropriate coverage for medical needs. Each year it helps clients during the special enrollment window triggered by life changes like losing employer-sponsored insurance or moving to the area.

CI
1065 S Main St c
Cheshire Insurance and Travels
Health Insurance Agent · Cheshire, CT

Cheshire Insurance and Travels provides health insurance agent services to residents throughout Cheshire, Connecticut. The agency also assists local businesses in securing commercial health coverage options for their employees in the surrounding area. With knowledge of available plans, the team helps clients understand policy details and navigate enrollment periods. Guided appointments allow for ongoing support, and follow-up service is provided between regular visits to address any changes in coverage needs or new plan questions.

NE
365 Highland Ave STE 101
New England Insurance Group/ David J. Isenstadt, CIC
Health Insurance Agent · Cheshire, CT
(203) 250-1135
neinsurancegroup.com
ZI
1157 Highland Ave # 110
A Zagar Insurance
Health Insurance Agent · Cheshire, CT
(203) 272-8112
MS
1120 S Main St
Medicare Services CT
Health Insurance Agent · Cheshire, CT
(860) 803-1633
medicarefreeservicect.com
AI
55 Realty Dr #200
Alliant Insurance Services, Inc.
Health Insurance Agent · Cheshire, CT
(203) 756-8061
alliant.com
II
1157 Highland Ave
IAT Insurance Group
Health Insurance Agent · Cheshire, CT
MO
615 W Johnson Ave
Medicare Options 101 at The Cheshire Agency
Health Insurance Agent · Cheshire, CT
(203) 250-9099
medicareoptions101.com
BG
700 W Johnson Ave #301
Benefits Group
Health Insurance Agent · Cheshire, CT
(877) 250-7880
thebenefitsgroupofct.com/contact.asp

What Does a a Health Insurance Agent in Cheshire Cost?

Health insurance agent services are generally free to consumers in Connecticut. Agents earn commissions from insurance carriers, which are built into the plan premium. Plan premiums vary widely, from around $300 to over $800 per month for individual coverage depending on age, income, and metal tier. Subsidies based on income can lower costs significantly. This is general information, not insurance advice.

About health insurance agents in Cheshire

Health insurance agents in Cheshire, Connecticut help individuals and families find coverage through the Access Health CT marketplace or private plans. Connecticut requires all residents to have qualifying health coverage or pay a state penalty. A local agent can explain plan options, subsidies, and special enrollment periods specific to your situation.

Frequently Asked Questions

What does a health insurance agent in Cheshire do?

A health insurance agent helps you compare plans from different carriers, apply for subsidies, and enroll in coverage. They can also assist with renewals and changes during open or special enrollment periods.

Do I have to pay a fee to use a health insurance agent in Connecticut?

No. Health insurance agents in Connecticut are typically paid by the insurance company, not by you. Their services are free to consumers.

When can I enroll in a health plan in Cheshire?

Open enrollment for Access Health CT usually runs from November 1 to January 15 each year. You may qualify for a special enrollment period after life events like losing coverage, moving, or having a baby.

Health Insurance Agents in Other Connecticut Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each health insurance agent's credentials and current standing with your state Department of Insurance.