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Medicare Insurance Agents in Orleans, MA

Directory of medicare insurance agents in Orleans, Massachusetts. Verify credentials with the state department of insurance before hiring.

7 agents listed
Updated May 2026
Orleans, 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 Orleans, 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.
Lower Cape Chiropractic
169 MA-6A, Orleans, MA 02653
(508) 255-5866 lowercapechiropractic.com
The Baldwin Group (formerly RogersGray)
111 MA-6A, Orleans, MA 02653
(800) 553-1801 baldwin.com
Cape Behavioral Health Center
5 Namskaket Rd #1, Orleans, MA 02653
(774) 701-6977 nehs.transformationsnetwork.com
Pike Insurance Agency Inc.
8 Main St, Orleans, MA 02653
(508) 255-7880
Orleans Chamber of Commerce, Inc.
44 Main St, Orleans, MA 02653
(508) 255-7203 orleanscapecod.org
Timothy Reed, MD
42 MA-6A Unit 2, Orleans, MA 02653
(508) 255-8825 providers.capecodhealth.org
Kaplansky Insurance- Orleans Branch
8 Main St, Orleans, MA 02653
(508) 255-7880 kaplansky.com

Medicare insurance agents in Orleans, Massachusetts help residents navigate plan options including Part D, Medicare Advantage, and Medigap. Massachusetts has a unique annual enrollment period from October 15 to December 7, and a separate Medigap open enrollment window when you first turn 65. Local agents understand Cape Cod healthcare providers and can explain how Massachusetts state regulations affect your coverage choices.

What Does a Medicare Insurance Agent in Orleans Cost?

Medicare Part A is usually premium-free for those with enough work credits. Part B has a standard monthly premium of $174.70 in 2024, though higher income beneficiaries pay more. Medigap plans in Massachusetts range from approximately $100 to $300 per month depending on age, gender, and tobacco use. Medicare Advantage plans often have $0 monthly premiums but include cost-sharing. 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 Orleans?
Your Initial Enrollment Period starts three months before you turn 65 and ends three months after. Massachusetts also has a General Enrollment Period from January 1 to March 31 each year for those who missed initial enrollment.
What types of Medicare plans are available in Orleans?
Orleans residents can choose Original Medicare, Medicare Advantage plans, Medigap supplemental policies, and Part D prescription drug plans. Plan availability varies by zip code and carrier in Barnstable County.
Do Massachusetts Medicare agents charge a fee for their help?
Licensed Medicare insurance agents in Massachusetts are typically compensated by insurance carriers, not by the client. You generally pay no additional fee for their enrollment assistance.