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Compare Medicare Insurance Agents in Weston, MA

Compare medicare insurance agents in Weston. Review contact information and insurance categorys before you decide.

2 agents listed
Updated May 2026
Weston, 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 2 medicare insurance agents in Weston, 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.
Bob Gaughan Insurance
96 Jericho Rd, Weston, MA 02493
(781) 879-0882 bgaughanhealth.com
C Richard Powers Insurance
284 North Ave, Weston, MA 02493
(781) 894-1111

Medicare insurance agents in Weston Massachusetts help residents compare Part D Advantage and Medigap plans. Massachusetts has a unique annual enrollment period from October 15 to December 7 and a special open enrollment from January 1 to March 31 for those who missed initial sign up. Agents provide one-on-one guidance to ensure you choose a plan that fits your healthcare needs and budget.

What Does a Medicare Insurance Agent in Weston Cost?

Medicare insurance agents in Massachusetts do not charge you directly for their services. The insurance companies pay them a commission from the plan premium. Plan costs vary widely: Part D prescription drug plans can have monthly premiums from about $7 to $100 or more, and Medigap plans typically range from $100 to $400 per month depending on your age and plan type. This is general information and not insurance advice. Always verify costs with a licensed agent or the plan provider.

* 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 the role of a Medicare insurance agent in Weston?
A Medicare insurance agent in Weston helps you review plan options explain coverage details and assist with enrollment. They are licensed in Massachusetts and can show plans from multiple carriers. Their service is typically free to you because they are paid by the insurance companies.
When can I enroll in Medicare in Massachusetts?
Your initial enrollment period starts three months before your 65th birthday and ends three months after. Massachusetts also offers a special enrollment period from January 1 to March 31 each year for those who missed their initial window. You may also qualify for a special enrollment period if you move or lose other coverage.