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Find Supplemental Insurance Agents Near You in Brookline, MA

Compare supplemental insurance agents in Brookline. Review contact information and insurance categorys before you decide.

3 agents listed
Updated May 2026
Brookline, 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 3 supplemental insurance agents in Brookline, 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.
Kaplansky Insurance - Brookline Branch
114 Harvard St, Brookline, MA 02446
(617) 738-5400 kaplansky.com
Village Insurance Agency, Inc.
37 Harvard St #3a, Brookline, MA 02445
(617) 734-1776
Security Insurance Agency, Inc
313 Washington St, Brookline, MA 02445
(617) 739-2886 securityinsuranceboston.com

Supplemental insurance agents in Brookline Massachusetts help residents find Medigap Medicare Advantage dental and vision plans. Massachusetts law requires Medicare Supplement plans to follow standardized benefits. A local agent can explain your options during the annual enrollment period.

What Does a Supplemental Insurance Agent in Brookline Cost?

Medigap Plan G in Massachusetts typically costs between $150 and $350 per month for a 65 year old. Medicare Advantage plans often have $0 monthly premiums but may have copays and deductibles. Dental and vision supplemental plans range from $30 to $80 per month. Costs vary by age health status and plan type. 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 the open enrollment period for Medigap in Massachusetts?
In Massachusetts the Medigap open enrollment period lasts 6 months starting when you turn 65 and enroll in Medicare Part B. During this time you can buy any Medigap policy without medical underwriting.
Can I switch Medicare Advantage plans in Brookline?
Yes you can switch Medicare Advantage plans during the Annual Enrollment Period from October 15 to December 7 each year. Massachusetts also has a special Medicare Advantage Open Enrollment Period from January 1 to March 31.