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Supplemental Insurance Agents in Windsor, CT

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

10 agents listed
Updated May 2026
Windsor, 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 10 supplemental insurance agents in Windsor, 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.
Lynn Dobrowsky - State Farm Insurance Agent
150 Poquonock Ave, Windsor, CT 06095
(860) 640-6777 savewithlynn.com
Oxygen Insurance Agency LLC
360 Bloomfield Ave Suite 301, Windsor, CT 06095
(860) 580-6226 oxygeninsuranceagency.com
The Hartford
1 Griffin Rd N, Windsor, CT 06095
(860) 547-5000 thehartford.com
Bolton Financial, LLC - Helping Connecticut retirees optimize pensions, Social Security, and retirement income
100 Northfield Dr #200, Windsor, CT 06095
(860) 298-1011 boltonfinancialllc.com
Brian Busam - State Farm Insurance Agent
555 Day Hill Rd, Windsor, CT 06095
(860) 787-5415 brianbusam2.com
Allstate - Gridley Insurance
181 Broad St Ste 2, Windsor, CT 06095
(860) 602-6456 agents.allstate.com
Parker Ellingwood Agency Inc Insurance
62 Poquonock Ave # 5, Windsor, CT 06095
(860) 688-5215
Aetna
570 Pigeon Hill Rd, Windsor, CT 06095
(860) 298-0637 aetna.com
Farmers Insurance - Louis Pinnock
65 Maple Ave fl 1, Windsor, CT 06095
(860) 787-5777 agents.farmers.com
Rabbett Insurance Agency
233 Addison Rd, Windsor, CT 06095
(860) 688-1303 rabbett-insurance.com

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.

What Does 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.

* 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 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.