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Find Medicare Insurance Agents in Sleepy Hollow, NY

Directory of medicare insurance agents in Sleepy Hollow, New York. Verify credentials with the state department of insurance before hiring.

4 agents listed
Updated May 2026
Sleepy Hollow, NY
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 New York before hiring.
Showing 4 medicare insurance agents in Sleepy Hollow, NY Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Kathy Davidoff - State Farm Insurance Agent
239 N Broadway Suite 3, Sleepy Hollow, NY 10591
(914) 524-9535 kathydavidoff.com
Rey Insurance Agency
219 N Broadway, Sleepy Hollow, NY 10591
(914) 631-7628 reyinsurance.com
Mejia Financial Services
232 N Washington St, Sleepy Hollow, NY 10591
(914) 333-8908
Farmers Insurance - Barrington Burgess
115 Cortlandt St Ste 1n, Sleepy Hollow, NY 10591
(718) 200-1946 agents.farmers.com

Sleepy Hollow residents can work with a licensed Medicare insurance agent to review plan options during the Annual Enrollment Period or a Special Enrollment Period. New York state requires agents to be certified and follow strict guidelines when advising on Medicare Advantage, Medigap, and Part D plans. Local agents understand the healthcare providers and pharmacies commonly used in Westchester County.

What Does a Medicare Insurance Agent in Sleepy Hollow Cost?

Medicare insurance agent services in Sleepy Hollow are usually free to you because the agent earns a commission from the insurance carrier. Plan costs vary widely: Medicare Advantage plans may have $0 monthly premiums, while Medigap plans in New York can range from $100 to $300 per month depending on your age and plan type. Part D prescription drug plans typically cost between $10 and $80 per month. 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 Sleepy Hollow?
You can enroll during your Initial Enrollment Period which starts three months before you turn 65 and ends three months after. New York also offers a Special Enrollment Period for those who lose employer coverage. The Annual Enrollment Period runs from October 15 to December 7 each year.
What is the difference between Medicare Advantage and Medigap in New York?
Medicare Advantage plans replace Original Medicare and often include drug coverage. Medigap plans supplement Original Medicare and help pay for deductibles and coinsurance. In New York, you have guaranteed issue rights for Medigap plans during your first six months on Part B.
Do Medicare insurance agents charge a fee in Sleepy Hollow?
Licensed Medicare insurance agents in New York are typically paid by insurance companies, not by you. They do not charge a direct fee for their services. You pay the same premium whether you use an agent or enroll directly.