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Compare Medicare Insurance Agents in Pleasantville, NY

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

6 agents listed
Updated May 2026
Pleasantville, 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 6 medicare insurance agents in Pleasantville, 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.
Greg Long - State Farm Insurance Agent
201 Marble Ave, Pleasantville, NY 10570
(914) 368-7241 thelongagency.com
Garret Byrne - State Farm Insurance Agent
13 Washington Ave, Pleasantville, NY 10570
(914) 747-0922 insurewithme.org
The Guion Agency
23 Tompkins Ave, Pleasantville, NY 10570
(914) 769-0501 guion.com
Kirkwood Insurance
91 Washington Ave, Pleasantville, NY 10570
(914) 769-9070 kirkwoodinsurance.net
Nationwide Insurance: Kt Insurance Agency Inc.
343 Manville Rd, Pleasantville, NY 10570
(914) 769-6080 agency.nationwide.com
Riggers Insurance
91 Washington Ave, Pleasantville, NY 10570
(914) 769-9070 riggersinsurance.com

Medicare insurance agents in Pleasantville, New York help residents navigate plan choices, including Medicare Advantage and Medigap. New York state law guarantees a six-month open enrollment period for Medigap plans starting at age 65. Agents licensed by the New York State Department of Financial Services can explain how local options meet your healthcare needs.

What Does a Medicare Insurance Agent in Pleasantville Cost?

Medicare insurance agent services in New York are typically free to consumers because agents earn commissions from insurance carriers. However, some agents may charge consulting fees ranging from 50 to 200 dollars per session for specialized advice. Costs vary by situation and agent. 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 is the best time to enroll in Medicare in Pleasantville?
The Initial Enrollment Period lasts seven months, starting three months before your 65th birthday month. New York also offers a continuous open enrollment period for Medicare Advantage plans from January 1 to March 31 each year.
Do Medicare insurance agents in Pleasantville charge a fee?
Most Medicare insurance agents are paid by insurance companies through commissions, not by clients. You should confirm any potential fees before receiving services. New York law requires agents to disclose their compensation structure.
Can I switch Medicare plans after the initial enrollment in New York?
Yes, you can switch during the Annual Enrollment Period from October 15 to December 7. New York also allows a one-time Medigap open enrollment period for six months after you turn 65, during which you cannot be denied coverage.