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Find Medicare Insurance Agents in Ashland, MA

Directory of medicare insurance agents in Ashland, Massachusetts. Verify credentials with the state department of insurance before hiring.

4 agents listed
Updated May 2026
Ashland, 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 4 medicare insurance agents in Ashland, 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.
Ashland Insurance Center, Inc.
25 W Union St, Ashland, MA 01721
(508) 881-7800 myashlandins.com
Agostinelli, Teller & Ryan Insurance Agency, Inc.
44 Front St, Ashland, MA 01721
(508) 881-1033 atrinsurance.com
DeSimone Insurance Group dba Purple Ink
30 Main St #16, Ashland, MA 01721
(508) 881-6680
Lifesaver Insurance Co
25 W Union St, Ashland, MA 01721
(508) 233-8221

Medicare insurance agents in Ashland, Massachusetts help residents navigate Original Medicare, Medicare Advantage, and Part D drug plans. Massachusetts has its own Medigap rules, including a birthday rule that gives you 60 days each year to switch Medigap plans without medical underwriting. Local agents can explain how these state-specific laws affect your coverage choices.

What Does a Medicare Insurance Agent in Ashland Cost?

Medicare insurance agent services in Massachusetts are typically free to you because agents are paid commissions by insurance carriers. Plan premiums vary: Medicare Part B costs about $174.70 per month in 2024, while Medigap plans range from $100 to $300 per month depending on age and plan type. Medicare Advantage plans may have $0 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 does a Medicare insurance agent in Ashland do?
A Medicare insurance agent helps you compare plans from different carriers, enroll in coverage, and understand your options. They are licensed in Massachusetts and can explain local plan networks and costs.
When can I enroll in Medicare in Massachusetts?
Your Initial Enrollment Period starts three months before you turn 65 and ends three months after. Massachusetts also has an annual Open Enrollment Period from October 15 to December 7 for plan changes.
What is the Massachusetts Medigap birthday rule?
The birthday rule allows you to switch to a Medigap plan with equal or lesser benefits within 60 days of your birthday without answering health questions. This rule applies only to Massachusetts residents.