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Find Supplemental Insurance Agents in Sturbridge, MA

Browse supplemental insurance agents serving Sturbridge, Massachusetts. Contact information and addresses listed below.

7 agents listed
Updated May 2026
Sturbridge, 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 7 supplemental insurance agents in Sturbridge, 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.
Dennis A. McCurdy Insurance Agency, Inc
212 Main St, Sturbridge, MA 01566
(508) 347-9343 mccurdyinsurance.com
Hometown Insurance Center
590 Main St, Sturbridge, MA 01518
(508) 347-9394 htownins.com
RE/MAX Professional Associates
49 Main St, Sturbridge, MA 01566
(508) 347-9595
McGrath Insurance Agency
198 Charlton Rd, Sturbridge, MA 01566
(508) 347-6850 mcgrathinsurance.com
McCurdy Investments
212 Main St, Sturbridge, MA 01566
(508) 347-8107 mccurdyandrew.com
Starkweather & Shepley Insurance Brokerage Inc.
198 Charlton Rd, Sturbridge, MA 01566
(508) 347-2616 starshep.com
Eastern Insurance Group LLC
54 Main St, Sturbridge, MA 01566
(508) 347-1234 easterninsurance.com

Supplemental insurance agents in Sturbridge, Massachusetts help residents choose plans that fill gaps in Medicare coverage. Massachusetts has a unique Medigap open enrollment period that starts when you turn 65 and enroll in Part B. These agents can explain local options from carriers like Blue Cross Blue Shield of Massachusetts and Tufts Health Plan.

What Does a Supplemental Insurance Agent in Sturbridge Cost?

Supplemental insurance agents in Massachusetts typically do not charge a fee for their services; they are paid by the insurance carrier. Medigap plan premiums in Sturbridge range from about $100 to $300 per month depending on your age, gender, and the plan type. Medicare Advantage plans may have low or zero monthly premiums but include copays and deductibles. 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 Sturbridge?
A supplemental insurance agent helps you compare and enroll in Medigap or Medicare Advantage plans. They are licensed in Massachusetts and can explain how state rules affect your coverage.
When can I enroll in a Medigap plan in Massachusetts?
In Massachusetts, you have a six-month open enrollment period that starts when you are 65 and enrolled in Medicare Part B. During this time you can buy any Medigap plan without medical underwriting.
Do I need a supplemental insurance agent if I have Medicare?
An agent can help you understand Massachusetts-specific rules, such as the annual Medicare supplement open enrollment period and plan options. They can also help you compare costs and benefits without charge to you.