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Find Supplemental Insurance Agents Near You in Windsor, CT

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

The top-rated supplemental insurance agent in Windsor, Connecticut is Lynn Dobrowsky - State Farm Insurance Agent, rated 5.0 stars across 339 reviews. Other highly rated options include Oxygen Insurance Agency LLC, Bolton Financial, LLC - Helping Connecticut retirees optimize pensions, Social Security, and retirement income, The Hartford. This directory lists 10 supplemental insurance agents serving Windsor.

Showing 10 supplemental insurance agents in Windsor, CTListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Lynn Dobrowsky - State Farm Insurance Agent150 Poquonock Ave(860) 640-6777
2Oxygen Insurance Agency LLC360 Bloomfield Ave Suite 301(860) 580-6226
3Bolton Financial, LLC - Helping Connecticut retirees optimize pensions, Social Security, and retirement income100 Northfield Dr #200(860) 298-1011
4The Hartford1 Griffin Rd N(860) 547-5000
5Brian Busam - State Farm Insurance Agent555 Day Hill Rd(860) 787-5415
6Allstate - Gridley Insurance181 Broad St Ste 2(860) 602-6456
7Parker Ellingwood Agency Inc Insurance62 Poquonock Ave # 5(860) 688-5215
8Aetna570 Pigeon Hill Rd(860) 298-0637
9Farmers Insurance - Louis Pinnock65 Maple Ave fl 1(860) 787-5777
10Rabbett Insurance Agency233 Addison Rd(860) 688-1303
LD
150 Poquonock Ave
Lynn Dobrowsky - State Farm Insurance Agent
Supplemental Insurance Agent · Windsor, CT

Lynn Dobrowsky - State Farm Insurance Agent serves the Windsor, Connecticut area and the surrounding Hartford County region as a supplemental insurance agent. Supplemental insurance helps fill gaps in primary health or life coverage for local residents. The agency provides policies that pay benefits directly during medical events or income loss. Common services include accident insurance for unexpected injuries and critical illness coverage for serious diagnoses. These plans complement existing benefits to ease financial burdens for policyholders.

OI
360 Bloomfield Ave Suite 301
Oxygen Insurance Agency LLC
Supplemental Insurance Agent · Windsor, CT

Oxygen Insurance Agency LLC in Windsor, CT offers a range of supplemental insurance agent services, providing policies that cover gaps left by major medical plans. Its service model includes helping clients select appropriate supplemental coverage during enrollment periods and assisting with claims throughout each policy term. The company also reviews existing plans to adjust for changing needs. It services single-family homes, apartments, retail businesses, and restaurants in the local area.

BF
100 Northfield Dr #200
Bolton Financial, LLC - Helping Connecticut retirees optimize pensions, Social Security, and retirement income
Supplemental Insurance Agent · Windsor, CT

Bolton Financial, LLC serves Connecticut retirees who are navigating their options for pensions, Social Security, and retirement income. As a supplemental insurance agent in Windsor, CT, the company helps clients evaluate coverage that can fill gaps in existing health plans or provide additional financial protection in retirement. The agency focuses on explaining how different insurance products may work alongside other retirement resources. Bolton Financial also extends its services to retirees living in the greater Hartford metropolitan area.

HA
1 Griffin Rd N
The Hartford
Supplemental Insurance Agent · Windsor, CT

The Hartford, serving Windsor and greater Hartford County, Connecticut, provides supplemental insurance products designed to bridge coverage gaps not addressed by primary health plans. Its agents assist individuals in selecting plans that help manage out-of-pocket medical expenses. These policies offer financial protection for unexpected health events. The agency focuses on critical illness coverage and hospital indemnity plans, which provide fixed cash benefits directly to policyholders.

BB
555 Day Hill Rd
Brian Busam - State Farm Insurance Agent
Supplemental Insurance Agent · Windsor, CT

Brian Busam - State Farm Insurance Agent in Windsor, Connecticut, offers a full selection of supplemental insurance coverage designed to fill gaps left by primary health or life policies. Service includes personalized policy reviews to help clients understand their supplemental benefit options for accidents, critical illness, or hospital stays. Maintenance plans typically involve regular annual check-ins to adjust coverage as client circumstances change. The agency serves clients who own single-family homes, apartments, retail spaces, and restaurants in the local area.

AG
181 Broad St Ste 2
Allstate - Gridley Insurance
Supplemental Insurance Agent · Windsor, CT

Serving Windsor, Connecticut, and the surrounding Hartford County communities, Allstate - Gridley Insurance provides supplemental insurance agent services. It handles supplemental policies that help cover gaps left by major medical plans, including accident, critical illness, and hospital indemnity. For a typical job, it begins by reviewing a client’s existing coverage to identify specific exposure to out-of-pocket costs. It then explains how supplemental benefits can address those gaps and presents clear options tailored to the individual’s financial needs and health circumstances.

PE
62 Poquonock Ave # 5
Parker Ellingwood Agency Inc Insurance
Supplemental Insurance Agent · Windsor, CT

Windsor residents considering supplemental insurance can choose between a one-time policy purchase for fixed coverage or a recurring plan with monthly premium payments that adjusts over time. Parker Ellingwood Agency Inc Insurance offers supplemental plans designed to cover gaps left by standard health policies, such as co-pays, deductibles, and out-of-pocket expenses not fully reimbursed by Medicare or primary insurance. This agency’s services are tailored to individual client needs, with policy reviews typically conducted on a scheduled as-needed basis to ensure coverage remains appropriate.

AE
570 Pigeon Hill Rd
Aetna
Supplemental Insurance Agent · Windsor, CT

Serving homeowners and renters in Windsor, Connecticut, this local supplemental insurance agent offers policies that help cover costs not paid by standard health plans. It assists residents in selecting plans for dental, vision, and accident protection. Day-to-day work includes explaining plan benefits and managing open enrollment periods for clients. The agency also provides service to families in neighboring Hartford, helping them secure additional coverage tailored to their needs.

FI
65 Maple Ave fl 1
Farmers Insurance - Louis Pinnock
Supplemental Insurance Agent · Windsor, CT

Farmers Insurance - Louis Pinnock specializes in Medicare supplements and life insurance, serving Windsor, CT. The agency also offers a full range of supplemental insurance policies to protect against gaps in standard health coverage. Everyday work includes helping residents compare options for medical and dental plans. During open enrollment season, it assists seniors in navigating plan changes and filing benefits. It also helps homeowners manage out-of-pocket costs after winter storm damage.

RI
233 Addison Rd
Rabbett Insurance Agency
Supplemental Insurance Agent · Windsor, CT

As winter arrives in Windsor, the need for additional health cost protection often becomes clear for local families and retirees. Rabbett Insurance Agency serves this community by offering supplemental coverage for expenses not fully paid by primary insurance. They clarify how Medicare gaps or accident-related costs might leave clients financially exposed. Their approach focuses on matching available supplemental plans to specific local needs in a straightforward comparison. The agency determines a client’s eligibility during an initial review of their existing benefits and personal coverage goals.

What Does a a Supplemental Insurance Agent in Windsor Cost?

Supplemental insurance costs in Connecticut vary by plan type age and carrier. Medigap Plan G premiums for a 65-year-old in Windsor typically range from 120 to 250 dollars per month. Plan N premiums are often lower between 90 and 180 dollars monthly. Costs can increase each year based on inflation and your age. This is general information not insurance advice.

About supplemental insurance agents in Windsor

Supplemental insurance agents in Windsor Connecticut help residents choose Medigap or Medicare Supplement plans to cover out-of-pocket costs. Connecticut state law guarantees a six-month open enrollment period for Medigap plans starting when you turn 65 and enroll in Medicare Part B. Local agents can explain how Connecticut-specific rules like guaranteed issue rights affect your coverage options.

Frequently Asked Questions

What is a supplemental insurance agent in Windsor?

A supplemental insurance agent in Windsor helps you find Medicare Supplement or Medigap plans that pay for costs not covered by Original Medicare. These agents are licensed in Connecticut and can compare plans from multiple carriers.

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 or older and enrolled in Medicare Part B. During this time you cannot be denied coverage or charged more due to health conditions.

Do Connecticut agents charge fees for their services?

Most supplemental insurance agents in Connecticut are paid by the insurance company and do not charge you a direct fee. Always ask the agent about their compensation structure before you enroll.

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.