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Find Medicare Insurance Agents Near You in Rockland, MA

Browse medicare insurance agents serving Rockland, Massachusetts. Contact information and addresses listed below.

16 agents listed
Updated May 2026
Rockland, 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 16 medicare insurance agents in Rockland, 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.
AAA Rockland
900 Hingham St, Rockland, MA 02370
(781) 871-5880 branches.northeast.aaa.com
John R Mulcahy Insurance Inc
800 Hingham St, Rockland, MA 02370
(617) 902-0070 mulcahyinsurance.net
Amos A Phelps & Son Insurance Agency
27 Market St, Rockland, MA 02370
(781) 878-0217 amosphelps.com
Private Insurance Agency
800 Hingham St, Rockland, MA 02370
(781) 202-6657
Rockland Insurance LLC
1001 Hingham St, Rockland, MA 02370
(339) 204-1472
Easy Insurance Rockland
1050 Hingham St 3rd floor, Rockland, MA 02370
(781) 819-3386
Eastern Insurance Group
300 Union St, Rockland, MA 02370
(800) 333-7234 ajg.com
Northeast Insurance Solutions, LLC
100 Ledgewood Pl Ste 204A, Rockland, MA 02370
(781) 740-9540 insurewithnortheast.com
Paul Sardella, Registered Representative with NYLIFE Securities LLC
1050 Hingham St, Rockland, MA 02370
(781) 230-7776
JH Slattery Insurance Agency Inc.
27 Market St, Rockland, MA 02370
(781) 878-5700
Mark Selvaggi, Agent New York life Insurance
1050 Hingham St, Rockland, MA 02370
(781) 347-9740 markselvaggi.com
Amos A Phelps & Son Insurance: Nelson Kimberly
Rockland, MA 02370
(781) 878-0217 amosphelps.com
New York Life Insurance
1050 Hingham St 3rd floor, Rockland, MA 02370
(781) 347-9744 boston.nyloffices.com
Sigma Agency Inc
800 Hingham St # 200N, Rockland, MA 02370
(781) 982-9900 sigmaagency.org
Phelps/Slattery Insurance
27 Market St, Rockland, MA 02370
(781) 878-5700 amosphelps.com
Harbor Insurance Group
800 Hingham St # 200N, Rockland, MA 02370
(781) 792-0990

Medicare insurance agents in Rockland, Massachusetts help residents navigate Original Medicare, Medicare Advantage, and Part D prescription drug plans. Massachusetts state law requires agents to be licensed and to follow strict marketing guidelines during the Annual Enrollment Period from October 15 to December 7. Local agents can also assist with Medigap plans, which have specific open enrollment rules under Massachusetts General Laws Chapter 176K.

What Does a Medicare Insurance Agent in Rockland Cost?

Medicare insurance agent services in Massachusetts are usually free to consumers because agents earn commissions from insurance carriers. Plan costs vary: Medicare Part B has a standard monthly premium of $174.70 in 2024. Medigap plans in Massachusetts range from about $100 to $300 per month depending on your age and health. Medicare Advantage plans may have $0 premiums but include copays and deductibles. 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

What does a Medicare insurance agent in Rockland do?
A Medicare insurance agent helps you compare plans, enroll in Medicare Part A and Part B, and choose supplemental or drug coverage. They explain options based on your health needs and budget. Agents in Massachusetts must be certified by the Centers for Medicare and Medicaid Services.
When can I enroll in Medicare in Rockland?
Initial Enrollment Period starts three months before your 65th birthday and lasts seven months. The Annual Enrollment Period runs from October 15 to December 7 each year. Massachusetts also has a Special Enrollment Period for certain life events like moving or losing other coverage.
Are Medicare agent services free in Massachusetts?
Most Medicare insurance agents are paid by insurance companies, not by you. Their services are typically free to you. However, some agents may charge a fee for certain consultations, so always ask about costs before you meet.