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Find Medicare Insurance Agents Near You in Watertown, MA

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

9 agents listed
Updated May 2026
Watertown, 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 9 medicare insurance agents in Watertown, 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.
A-Affordable Insurance Agency, Inc.
351 Main St, Watertown, MA 02472
(617) 924-4242 a-affordableinsurance.com
Dallas Insurance Agency
68 Watertown St, Watertown, MA 02472
(617) 924-7474 robertadallasinsurance.com
Watertown Council On Aging
31 Marshall St, Watertown, MA 02472
(617) 972-6490 watertown-ma.gov
WT Phelan Insurance
144 Main St, Watertown, MA 02471
(617) 923-9607 wtphelan.com
Jamgochian Insurance
405 Mt Auburn St, Watertown, MA 02472
(617) 924-7518 jamgoinsurance.com
Vital Cover Insurance MA
705 Mt Auburn St, Watertown, MA 02472
(857) 626-1955 carepartnersct.com
J M Whitney Insurance Inc
151 Coolidge Ave #102, Watertown, MA 02472
(617) 924-6995 jmwhitney.com
Robert J O'Brien Insurance
279 Mt Auburn St, Watertown, MA 02472
(781) 899-1700
Primerica
142 Galen St, Watertown, MA 02472
(617) 393-0165 primerica.com

Medicare insurance agents in Watertown, Massachusetts help residents compare plans and enroll in coverage that fits their needs. Massachusetts requires all residents to have health insurance, and Medicare agents can guide you through the process. They provide local expertise on Medigap, Medicare Advantage, and Part D drug plans available in Middlesex County.

What Does a Medicare Insurance Agent in Watertown Cost?

Medicare Part A is usually free for those who paid Medicare taxes. Part B has a standard monthly premium of $174.70 in 2024, though higher income individuals pay more. Medigap plans in Massachusetts range from about $100 to $300 per month depending on age and plan type. Medicare Advantage plans often have low or $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

When can I enroll in Medicare in Watertown?
The Initial Enrollment Period lasts seven months around your 65th birthday. Massachusetts also has a special open enrollment period from January 1 to March 31 each year for those who missed their initial window. An agent can help you understand these time limits.
What is the Massachusetts Medigap rule?
Massachusetts has a unique Medigap open enrollment period that lasts six months from when you are both 65 and enrolled in Part B. During this time, insurers cannot deny you coverage or charge more for pre-existing conditions. After this period, medical underwriting may apply.
Do Medicare agents in Watertown charge fees?
Most Medicare insurance agents are paid by insurance companies, not by you. They typically do not charge direct fees for helping you compare and enroll in plans. Always confirm the agents compensation method before working with them.