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Browse medicare insurance agents serving Holliston, Massachusetts. Contact information and addresses listed below.
7 agents listed
Updated May 2026
Holliston, 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 7 medicare insurance agents in Holliston, 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.
The Health Indemnity
770 Washington St, Holliston, MA 01746
(351) 212-2530
Shea Insurance Agency Inc.
79 Central St, Holliston, MA 01746
(508) 429-2411
sheainsurancema.com
Jensen Sheehan Insurance Agency
760 Washington St, Holliston, MA 01746
(508) 429-2100
brightinsurance.com
World Insurance Associates LLC
838 Washington St, Holliston, MA 01746
(508) 429-8411
locations.worldinsurance.com
Richard Wilson - Aflac Insurance Agent
245 Washington St, Holliston, MA 01746
(617) 378-7432
local.aflac.com
Brandi Kebalka - Aflac Insurance Agent
770 Washington St # 2, Holliston, MA 01746
(617) 584-4795
Fred Snow - Aflac Insurance Agent
27 Jerrold St, Holliston, MA 01746
(508) 494-4459
local.aflac.com
A Medicare insurance agent in Holliston, Massachusetts can help you compare Medicare Advantage, Medigap, and Part D plans. Massachusetts has a unique annual enrollment period from October 15 to December 7, and a special open enrollment for Medigap plans with guaranteed issue rights. Local agents understand the network options at MetroWest Medical Center and other area providers.
What Does a Medicare Insurance Agent in Holliston Cost?
Medicare insurance agents in Massachusetts typically receive commissions from insurance carriers, so there is usually no direct fee to you for their services. Medigap Plan G premiums for a 65-year-old in Holliston can range from $120 to $250 per month depending on the carrier and underwriting. Medicare Advantage plans often have $0 monthly premiums but may have copays and out-of-pocket limits. This is general information and 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 Holliston?
You can enroll during your Initial Enrollment Period around your 65th birthday. Massachusetts also has an Annual Enrollment Period from October 15 to December 7 each year. Special Enrollment Periods may apply if you lose other coverage.
What types of Medicare plans are available in Holliston?
Holliston residents can choose Original Medicare, Medicare Advantage plans, Medicare Supplement (Medigap) plans, and Part D prescription drug plans. Massachusetts requires Medigap insurers to offer a standardized set of plans.
Do I need a Medicare agent if I already have coverage?
An agent can review your current plan each year to check for changes in premiums, deductibles, or network providers. Massachusetts allows you to switch Medigap plans without medical underwriting during certain open enrollment windows.
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BeforeInsuranceUSA.com is not an insurance agency, agent referral service, or insurance advice provider. No agent-client relationship is formed by submitting a form or using this site. We do not endorse, recommend, or vouch for the qualifications of any agent. Past results do not guarantee future outcomes. Each situation is different. Verify agent credentials with your state department of insurance before hiring.
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.