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Find Medicare Insurance Agents in Boston, MA

Looking for a medicare insurance agent in Boston? Review the directory below to compare your options.

19 agents listed
Updated May 2026
Boston, 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 19 medicare insurance agents in Boston, 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.
Vargas & Vargas Insurance Inc.
1133 Washington St, Boston, MA 02124
(617) 298-0655 vargasinsurance.com
Ironside Insurance Group, LLC
112 Water St #401, Boston, MA 02109
(617) 227-2400 ironsideig.com
Bender Hatch Insurance
87 Wendell St 4th Floor, Boston, MA 02110
(617) 367-4900 benderhatch.com
Liberty Mutual Insurance
175 Berkeley St, Boston, MA 02116
(617) 357-9500 libertymutual.com
Connie Health
99 High St, Boston, MA 02110
(888) 984-8825 conniehealth.com
Flynn Insurance Agency
30 Park St APT 2, Boston, MA 02129
(617) 242-1200 flynnins.com
Click Insurance
131 Dartmouth St Fl 3rd, Suite 82, Boston, MA 02116
(617) 580-3499 clickgrp.com
Beacon Hill Insurance Agency
200 Portland St, Boston, MA 02114
(800) 568-4091 bhinsured.com
Pilgrim Insurance Co
695 Atlantic Ave, Boston, MA 02111
(617) 956-6000 plymouthrock.com
Best Choice Insurance Agency
163 Harvard Ave, Boston, MA 02134
(617) 782-8800 bestchoiceagency.com
Uni Life Insurance Agency
23 Essex St, Boston, MA 02111
(857) 576-3957 leomadelnero756483.wixsite.com
Allston Insurance Agency, Inc.
1065 Commonwealth Ave # 3, Boston, MA 02215
(617) 562-8200 allstoninsuranceagency.com
US Family Health Plan at Brighton Marine
77 Warren St, Boston, MA 02135
(800) 818-8589 usfamilyhealth.org
1st Choice Insurance MA
75 Orleans St, Boston, MA 02128
(351) 203-0436
Adelphi Health Insurance
100 Pier 4 Blvd., Boston, MA 02210
(413) 450-0388
One Call Insurance
121 Tremont St, Boston, MA 02135
(617) 782-2255 onecallinsurance.com
Thrive Medicare Strategies
346 Commercial St, Boston, MA 02109
(860) 680-1708
Sterling Insurance Group of Boston
123 Beach St, Boston, MA 02111
(508) 687-2750 insurewithsterling.com
Compare Medicare Insurance
33 Essex St #1, Boston, MA 02129
(617) 544-3752

What Does a Medicare Insurance Agent in Boston Cost?

Medicare insurance agents in Massachusetts generally do not charge clients directly. Their compensation comes from insurance companies as commissions. These commissions are built into plan premiums and do not increase your out of pocket costs. For Medigap plans premiums in Boston can range from about 100 to 400 dollars per month depending on age gender and plan type. Costs for Medicare Advantage plans vary by carrier and county. 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 Boston do?
A Medicare insurance agent helps you review plan options compare costs and enroll in Medicare Advantage Part D or Medigap plans. They are licensed in Massachusetts and can explain how local networks and formularies work.
When can I enroll in Medicare in Massachusetts?
The Initial Enrollment Period starts three months before your 65th birthday month and ends three months after. Massachusetts also has an Annual Enrollment Period from October 15 to December 7 and a Medicare Advantage Open Enrollment from January 1 to March 31.
Are Medicare agents in Boston free to use?
Most Medicare insurance agents are paid by insurance carriers so their services are typically free to you. They do not charge a fee for helping you compare plans or enroll. Always confirm the agents compensation model before working with them.