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Compare Medicare Insurance Agents in Sturbridge, MA

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

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 medicare 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
Your Health Matters
71 Main St, Sturbridge, MA 01566
(508) 909-6966 yourhealthmattersma.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
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

Medicare insurance agents in Sturbridge, Massachusetts help residents compare plans and enroll in Medicare Part A, Part B, Part D, and Medicare Advantage. Massachusetts requires all Medicare agents to be licensed by the state and follow strict regulations on plan marketing and enrollment periods. Local agents can explain how Massachusetts Medigap rules and the state prescription drug program affect your coverage choices.

What Does a Medicare Insurance Agent in Sturbridge Cost?

Medicare insurance agents in Massachusetts generally do not charge clients for their services. The costs you pay are for the insurance plan itself. Medicare Part B has a standard monthly premium of $174.70 in 2024 for most people. Medigap plans in Massachusetts can cost between $100 and $300 per month depending on the plan type and your age. Medicare Advantage plans may have low or zero monthly premiums but include copays and deductibles. This is general information and 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

When can I enroll in Medicare in Sturbridge Massachusetts?
You can enroll during the Initial Enrollment Period which starts three months before you turn 65 and ends three months after. Massachusetts also has a special enrollment period if you lose other coverage. The annual Open Enrollment runs from October 15 to December 7 each year.
What is the Massachusetts Medigap open enrollment rule?
In Massachusetts, you have a six-month Medigap open enrollment period that starts when you are 65 and enrolled in Medicare Part B. During this time you can buy any Medigap policy without medical underwriting. After this period you may be subject to health questions.
Do Medicare agents in Sturbridge charge a fee for their services?
Medicare insurance agents in Massachusetts are typically paid by insurance companies through commissions. They do not charge you a direct fee for helping you compare plans or enroll. Always confirm with the agent that their services are provided at no cost to you.