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Find Supplemental Insurance Agents Near You in Cheshire, CT

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

The top-rated supplemental 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 supplemental insurance agents serving Cheshire.

Showing 17 supplemental 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
5The Newton Agency, LLC: Allstate Insurance629 S Main St(203) 272-2200
6HAI Group189 Commerce Ct(203) 272-8220
7Ellisar Insurance Associates, Inc.1781 Highland Ave # 204(203) 465-8965
8Anthony Gargano - State Farm Insurance Agent558 Maple Ave # 1(203) 874-0676
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
Supplemental Insurance Agent · Cheshire, CT

Derek Gromko - State Farm Insurance Agent serves the Cheshire, CT area by providing supplemental insurance agent services to local residents. The agency helps clients manage gaps in their primary health coverage with additional financial protection. These supplemental plans can ease the burden of unexpected out-of-pocket medical expenses. As an independent agent in this community, the office offers personalized assistance with final expense policies and critical illness insurance to meet specific needs.

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

As the seasons change in Cheshire, residents often reassess their financial safeguards against unexpected health events or income loss. Relation Insurance Services responds by offering supplemental insurance options that help bridge the gaps left by primary medical plans. Working with individuals and local businesses, the agency explains how these policies can cover out-of-pocket costs for hospital stays, accidents, or critical illnesses. An initial in-person or virtual assessment of current coverage and personal needs is the first step.

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

Arisco Insurance Group serves homeowners, families, and local businesses in the Cheshire, CT area by providing supplemental insurance policies designed to fill gaps left by primary health, Medicare, or auto coverage. Their licensed agents work with clients to assess individual needs, offering straightforward guidance on accident, hospital indemnity, and critical illness plans. Personal consultations aim to tailor coverage for added financial protection and peace of mind for residents and property owners. The agency also extends its services to neighboring communities throughout the Naugatuck Valley region.

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

HUB International in Cheshire, CT, offers a range of supplemental insurance agent services to help individuals and businesses fill gaps in primary coverage. Its service approach focuses on identifying specific needs for additional financial protection, then maintaining those plans through periodic policy reviews and claims assistance. The agency services a variety of properties, including single-family homes, apartment complexes, retail stores, and restaurants.

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

Serving Cheshire, Connecticut, and the surrounding communities, The Newton Agency, LLC: Allstate Insurance handles supplemental insurance policies for individuals and families. These plans help cover out-of-pocket expenses that primary health insurance may not address, such as deductibles, copays, or accident-related costs. The agency works with clients to explain how a supplemental option can fill gaps in an existing coverage plan. For a typical job, it begins by reviewing the client's current policy and personal needs before presenting suitable choices for their consideration.

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

HAI Group provides supplemental insurance coverage for individuals seeking to address gaps in their primary health plans. Based in Cheshire, Connecticut, this agency works with local residents to select policies that extend financial protection for hospitalization, accident recovery, or critical illness expenses. The company guides clients through plan options, helping them find suitable benefits for unanticipated medical costs. As winter approaches, HAI Group assists with securing coverage that offsets high copays or deductibles during cold-weather months when health emergencies can increase.

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

As Connecticut’s unpredictable weather creates gaps in standard health plans, many Cheshire residents turn to supplemental insurance for extra financial protection. Ellisar Insurance Associates, Inc. addresses these shortfalls by helping clients navigate Medicare supplements, critical illness, and accident policies. Their agents meet with individuals to explain how these plans cover out-of-pocket expenses left by primary coverage. After an initial conversation reviewing existing benefits and personal health needs, they schedule a full policy inspection to confirm all terms and present options without any obligation.

AG
558 Maple Ave # 1
Anthony Gargano - State Farm Insurance Agent
Supplemental Insurance Agent · Cheshire, CT

Anthony Gargano - State Farm Insurance Agent in Cheshire, CT, helps local clients build foundational coverage before addressing gaps with supplemental insurance options. These specialized policies support individuals during unexpected medical events or health incidents. The agency focuses on personalizing requests to fit varying budgets and household needs. Across the region, it can serve commercial sectors including office environments, warehouse facilities, and food service operations.

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

NEIS, Inc., located in Cheshire, CT, provides supplemental insurance to fill gaps left by primary health plans. Clients choose between one-time policies for specific needs and recurring coverage that renews for ongoing protection. Supplemental insurance typically offers support for deductibles, copays, or lost income not covered by major medical insurance. As a local agency, it helps residents understand these different options and select plans suited to their personal situations. Services run on either a one-time basis for single policies or as needed when clients require policy adjustments or new coverage.

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

Cheshire Insurance and Travels provides supplemental insurance services to residents throughout Cheshire, CT, helping individuals fill gaps in primary health coverage with tailored policies. The agency also serves local businesses by offering commercial supplemental plans that support employee benefit packages. All client consultations take place within the Cheshire area, ensuring convenient access to personalized advice. Policyholders can expect thorough follow-up assistance after enrollment, with agents available to adjust coverage upon life changes or renewal periods between regular annual visits.

ZI
1157 Highland Ave # 110
A Zagar Insurance
Supplemental Insurance Agent · Cheshire, CT
(203) 272-8112
NE
365 Highland Ave STE 101
New England Insurance Group/ David J. Isenstadt, CIC
Supplemental Insurance Agent · Cheshire, CT
(203) 250-1135
neinsurancegroup.com
SF
3 Cedar Ln
SEEC Financial
Supplemental Insurance Agent · Cheshire, CT
(203) 272-0274
seecfinancial.com
MS
1120 S Main St
Medicare Services CT
Supplemental Insurance Agent · Cheshire, CT
(860) 803-1633
medicarefreeservicect.com
AI
55 Realty Dr #200
Alliant Insurance Services, Inc.
Supplemental Insurance Agent · Cheshire, CT
(203) 756-8061
alliant.com
MO
615 W Johnson Ave
Medicare Options 101 at The Cheshire Agency
Supplemental Insurance Agent · Cheshire, CT
(203) 250-9099
medicareoptions101.com
BG
700 W Johnson Ave #301
Benefits Group
Supplemental Insurance Agent · Cheshire, CT
(877) 250-7880
thebenefitsgroupofct.com/contact.asp

What Does a 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.

About supplemental insurance agents in Cheshire

Supplemental insurance agents in Cheshire Connecticut help residents choose Medigap or Medicare Supplement plans that fill gaps in Original Medicare. Connecticut law guarantees a six-month Medigap open enrollment period starting when you are 65 and enrolled in Part B. Local agents can explain how Connecticut-specific rules like guaranteed issue rights affect your coverage choices.

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.

Are Medigap plans standardized in Connecticut?

Yes Medigap plans in Connecticut are standardized into lettered plans such as Plan A Plan G and Plan N. Each plan offers the same basic benefits regardless of the insurance company. However premiums can vary between insurers so comparing rates is important.

Supplemental Insurance Agents in Other Connecticut Cities

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