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Directory of medicare insurance agents in Westborough, Massachusetts. Verify credentials with the state department of insurance before hiring.
12 agents listed
Updated May 2026
Westborough, 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 12 medicare insurance agents in Westborough, 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.
Dolan & Maloney Insurance Agency, LLC
141 Turnpike Rd, Westborough, MA 01581
(508) 366-4894
dmia.com
D&O Insurance Agency
125 Turnpike Rd Suite 6A, Westborough, MA 01581
(508) 859-6950
doyourinsurance.com
Amica Mutual Insurance Company
1 Research Dr #401b, Westborough, MA 01581
(888) 702-6422
amica.com
Gaudette Insurance Agency
86 E Main St, Westborough, MA 01581
(508) 366-8736
gaudette-insurance.com
Health Plans, Inc. - Corporate Offices
1500 W Park Dr #330, Westborough, MA 01581
(508) 752-2480
healthplansinc.com
Abode Insurance Agency
21 E Main St, Westborough, MA 01581
(508) 426-9872
Secured Insurance Agency MA
25 Brigham St, Westborough, MA 01581
(508) 850-0450
Safety Northeast Insurance Agency, Inc.
45 E Main St Suite 9, Westborough, MA 01581
(508) 898-2902
bit.ly
Nikki Sidhu at Comparion Insurance Agency
110 Turnpike Rd #201, Westborough, MA 01581
(508) 621-3671
comparioninsurance.com
Smart Financial Lifestyle
1500 W Park Dr Suite 100, Westborough, MA 01581
(800) 427-9781
smartfinanciallifestyle.com
New York Life Insurance
1700 W Park Dr #280, Westborough, MA 01581
(508) 616-4900
boston.nyloffices.com
Sophie Pearson
110 Turnpike Rd #201, Westborough, MA 01581
(508) 621-3673
Medicare insurance agents in Westborough, Massachusetts help residents navigate plan options during Initial Enrollment and the Annual Election Period. Massachusetts has a unique merged market for Medigap plans, which may affect your choices. An agent can explain how state rules like the Massachusetts Birthday Rule allow you to switch Medigap plans once per year without medical underwriting.
What Does a Medicare Insurance Agent in Westborough Cost?
Medicare insurance agents in Massachusetts do not charge you a fee for their services. They are compensated by insurance companies through commissions. The cost of Medicare plans varies: Part B premium is typically $174.70 per month in 2024, Medigap plans range from $100 to $300 per month depending on age and plan type, and Part D drug plans average $30 to $100 per month. 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 Westborough do?
A Medicare insurance agent helps you compare Part D drug plans, Medicare Advantage plans, and Medigap policies. They are licensed in Massachusetts and can explain how plans work with local providers like UMass Memorial Health or Boston hospitals.
When can I enroll in Medicare in Westborough?
Your Initial Enrollment Period starts three months before you turn 65 and ends three months after. Massachusetts also has a Special Enrollment Period for those who lose employer coverage. Missing deadlines may result in late penalties.
Are Medicare agents in Massachusetts free to use?
Most Medicare agents are paid by insurance carriers, not by you. Their services are typically offered at no direct cost to you. Always confirm the agent is appointed with the plans they recommend.
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About Our Listings
Agents listed on BeforeInsuranceUSA.com are compiled from publicly available directories, state department of insurance records, and business listings. Inclusion does not constitute endorsement. We do not verify agent licensing, disciplinary status, or qualifications. Verify each agent's current standing with the Department of Insurance of Massachusetts.