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Find Supplemental Insurance Agents in Watertown, MA

Browse supplemental insurance agents serving Watertown, Massachusetts. Contact information and addresses listed below.

8 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 8 supplemental 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
Firefly Health
260 Arsenal St, Watertown, MA 02472
(888) 897-1887 fireflyhealth.com
Dallas Insurance Agency
68 Watertown St, Watertown, MA 02472
(617) 924-7474 robertadallasinsurance.com
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

Supplemental insurance agents in Watertown Massachusetts help residents fill gaps in Medicare and other health plans. Massachusetts law requires standardized Medigap plans for those over 65. These agents can explain options like Plan A through Plan N and guide you through the annual open enrollment period.

What Does a Supplemental Insurance Agent in Watertown Cost?

Supplemental insurance costs in Massachusetts vary by plan type and insurer. Medigap Plan A premiums typically range from 100 to 200 dollars per month for a 65-year-old. Plan F or high-deductible options may cost 50 to 300 dollars per month. Rates can increase with age or inflation. 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 is a supplemental insurance agent in Watertown?
A supplemental insurance agent in Watertown helps you buy policies that cover costs not paid by Medicare or your primary health plan. They are licensed by the Massachusetts Division of Insurance and must follow state regulations on plan offerings and consumer protections.
When can I enroll in a Medigap plan in Massachusetts?
In Massachusetts you have a six-month open enrollment period starting when you turn 65 and enroll in Medicare Part B. During this time insurers cannot deny you coverage or charge higher premiums based on health conditions. After this period you may face medical underwriting.
Are there special rules for Medigap in Massachusetts?
Yes Massachusetts has a unique birthday rule. If you are over 65 you can switch to a similar or lower-cost Medigap plan within 30 days of your birthday without medical underwriting. This rule does not apply to all plans so ask your agent for details.