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Compare Medicare Insurance Agents in South Dennis, MA

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

6 agents listed
Updated May 2026
South Dennis, 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 6 medicare insurance agents in South Dennis, 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 South Dennis
500 MA-134, South Dennis, MA 02660
(508) 760-4778 branches.northeast.aaa.com
Bryden & Sullivan Insurance Agency Inc
485 MA-134, South Dennis, MA 02660
(508) 398-6060 brydenandsullivan.com
Breakwater Insurance Brokerage
434 MA-134, South Dennis, MA 02660
(888) 744-0010 breakwaterbrokerage.com
Walter J May Insurance Agency Inc
23 MA-134, South Dennis, MA 02660
(508) 394-7648 waltermayinsurance.com
Ryan O’Connell
434 MA-134, South Dennis, MA 02660
(508) 398-7980 rogersgray.com
Kevin McGrath Insurance Agency
420 MA-134, South Dennis, MA 02660
(508) 989-6770 insurancei.com

Medicare insurance agents in South Dennis Massachusetts help residents navigate plan options during the Annual Enrollment Period and Special Enrollment Periods. Massachusetts has its own Medigap rules including guaranteed issue rights for those under 65. Local agents can explain how Medicare works with the states health insurance programs.

What Does a Medicare Insurance Agent in South Dennis Cost?

Medicare insurance agents in Massachusetts do not charge clients directly. They receive commissions from insurance carriers which are built into plan premiums. Medigap plan premiums in Massachusetts typically range from 100 to 400 dollars per month depending on age gender and plan type. Medicare Advantage plans often have low or zero monthly premiums but include cost sharing. 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 South Dennis do?
A Medicare insurance agent in South Dennis helps you compare Medicare Advantage Medigap and Part D prescription drug plans. They explain plan costs coverage and network rules. Agents must be licensed by the Massachusetts Division of Insurance.
When can I enroll in a Medicare plan in Massachusetts?
The Initial Enrollment Period starts three months before you turn 65 and lasts seven months. The Annual Enrollment Period runs from October 15 to December 7 each year. Massachusetts also offers a Special Enrollment Period for certain life events like moving or losing coverage.