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Find Supplemental Insurance Agents in Chatham, MA

Looking for a supplemental insurance agent in Chatham? Review the directory below to compare your options.

3 agents listed
Updated May 2026
Chatham, MA
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 Massachusetts before hiring.
Showing 3 supplemental insurance agents in Chatham, MA Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Cape Wide Insurance Inc
1685 Main St, Chatham, MA 02633
(508) 945-5244 capewideinsurance.com
Curtis Insurance Agency
128 Wood Carver Knoll, Chatham, MA 02633
(508) 375-3312
Kinlin Grover Compass Real Estate
856 Main St, Chatham, MA 02633
(508) 945-1856 kinlingrover.com

Supplemental insurance agents in Chatham Massachusetts help residents choose Medigap policies or Medicare Advantage plans. Massachusetts has a unique annual enrollment period from October 15 to December 7. Agents licensed by the state can explain how state regulations affect plan choices for seniors on Cape Cod.

What Does a Supplemental Insurance Agent in Chatham Cost?

Typical costs for supplemental insurance in Massachusetts range from $100 to $300 per month for Medigap plans depending on your age and location. Medicare Advantage plans often have low or zero monthly premiums but include copays and deductibles. Costs vary by situation and plan type. 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 Chatham?
A supplemental insurance agent is a licensed professional who helps you compare Medicare Supplement plans and Medicare Advantage plans. They work with multiple insurance carriers to find coverage that fits your needs and budget.
When can I enroll in a Medigap plan in Massachusetts?
Massachusetts has a special Medigap open enrollment period that lasts six months starting when you are 65 and enrolled in Medicare Part B. Outside this window you may face medical underwriting.
Do Massachusetts laws affect supplemental insurance costs?
Yes. Massachusetts requires guaranteed issue for Medigap plans during open enrollment. The state also limits how much plans can vary in price for the same coverage type, which helps keep costs more stable.