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Find Medicare Insurance Agents Near You in Osterville, MA

Compare medicare insurance agents in Osterville. Review contact information and insurance categorys before you decide.

3 agents listed
Updated May 2026
Osterville, 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 medicare insurance agents in Osterville, 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.
Germani Insurance Agency
908 Main St, Osterville, MA 02655
(508) 428-9194 germaniinsurance.com
Leonard Insurance Agency
683 Main St B, Osterville, MA 02655
(508) 428-6921 leonardagency.com
Hahesy Insurance Agency
901 Main St Suite I, Osterville, MA 02655
(508) 771-3355 hahesyinsurance.com

Medicare insurance agents in Osterville Massachusetts help residents navigate Medicare options including Part A, Part B, Medicare Advantage, and Medigap plans. Massachusetts has a unique Medigap enrollment rule that allows beneficiaries to switch Medigap plans during the first six months of Part B enrollment without medical underwriting. Local agents can explain how this rule applies to Cape Cod residents and guide you through the annual Medicare Open Enrollment period from October 15 to December 7.

What Does a Medicare Insurance Agent in Osterville Cost?

Medicare insurance agent services in Massachusetts are generally free to consumers because agents are paid commissions by insurance carriers. Medicare Part B premiums in 2025 start at $185.00 per month for most beneficiaries. Medigap Plan G premiums in Osterville typically range from $120 to $250 per month depending on age and insurer. Medicare Advantage plans often have $0 monthly premiums but may have 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 is the Medicare Open Enrollment period in Osterville?
Medicare Open Enrollment runs from October 15 to December 7 each year. During this time Osterville residents can switch Medicare Advantage plans, change Part D drug plans, or return to Original Medicare.
Do I need a Medicare agent if I already have coverage?
Even if you have coverage, an agent can review your plan annually. Massachusetts allows Medigap plan changes without health questions during certain windows, so an agent can help you find lower premiums or better benefits.
Are Medicare agents in Massachusetts paid by commissions?
Yes, Medicare insurance agents are typically paid commissions by the insurance companies, not by you. Their services are free to you. Massachusetts law requires agents to disclose their compensation if asked.