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Looking for a medicare insurance agent in New Windsor? Review the directory below to compare your options.
13 agents listed
Updated May 2026
New Windsor, 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 13 medicare insurance agents in New Windsor, 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.
Phillip Williams - State Farm Insurance Agent
164 Temple Hill Rd #300, New Windsor, NY 12553
(845) 563-7100
piwilliams.com
JMD Insurance Agency
357 Windsor Hwy #300, New Windsor, NY 12553
(845) 391-8646
jmdagencyinc.com
Steve Cooney - State Farm Insurance Agent
316 Blooming Grove Turnpike 94 Suite 200, New Windsor, NY 12553
(845) 562-6400
autoinsurancenewwindsor.com
Roger Dwyer: Allstate Insurance
357 Windsor Hwy, New Windsor, NY 12553
(845) 562-1664
agents.allstate.com
Windgate Insurance Agency, Inc.
375 Windsor Hwy #500, New Windsor, NY 12553
(845) 562-8800
windgateins.com
Dalleo Group Insurance
161 Windsor Hwy STE 200, New Windsor, NY 12553
(845) 565-1516
nonameinsuranceagent.com
New York Life Insurance
460 Temple Hill Rd, New Windsor, NY 12553
(845) 569-8200
hudsonvalley.nyloffices.com
Bryan Insurance Agency, LLC
287 Windsor Hwy #350, New Windsor, NY 12553
(845) 565-2200
bryanagency.com
American National Insurance Company/Fam Family Insurance Company
88 Old Rte 9W suite 100, New Windsor, NY 12553
(845) 562-0701
americannational.com
Jannotti Insurance Agency
20 Brown's Dr, New Windsor, NY 12553
(845) 564-2942
jiabenefits.com
Dalleo Jr Joseph M
161 Windsor Hwy STE 200, New Windsor, NY 12553
(845) 565-1516
Auto | Home | Life
345 Windsor Hwy, New Windsor, NY 12553
(845) 360-2408
insurancenyquote.com
Kevin J. Mulqueen, Financial Advisor - Eagle Strategies
460 Temple Hill Rd, New Windsor, NY 12553
(845) 563-9325
kevinmulqueen.net
Medicare insurance agents in New Windsor, New York help residents compare Part D, Medicare Advantage, and Medigap plans. New York law requires agents to be licensed by the Department of Financial Services. Local agents can explain how New York-specific rules like the guaranteed issue period for Medigap apply to you.
What Does a Medicare Insurance Agent in New Windsor Cost?
Medicare insurance agents in New York do not charge you a fee for their services. Their compensation comes from insurance carriers. Plan costs vary by type: Medicare Advantage plans often have $0 premiums, while Medigap plans can cost between $100 and $400 per month depending on your age and location. Part D prescription plans average $30 to $100 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
What is the role of a Medicare insurance agent in New Windsor?
A Medicare insurance agent helps you review plan options, compare costs, and enroll in coverage that fits your needs. They are licensed by New York State and must follow state regulations. Agents do not charge you directly; they are paid by insurance companies.
When can I enroll in Medicare in New Windsor?
You can enroll during your Initial Enrollment Period which starts three months before you turn 65 and ends three months after. New York also has a Special Enrollment Period for certain life events. Missing deadlines may result in late penalties.
Are there New York-specific rules for Medigap plans?
Yes, New York has a guaranteed issue rule for Medigap plans. This means you can buy a Medigap policy at any time of year without medical underwriting if you are in your trial period or lose other coverage. This rule is unique to New York.
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About Our Listings
Agents listed on BeforeInsuranceUSA.com are compiled from publicly available directories, state department of insurance records, and business listings. Inclusion does not constitute endorsement. We do not verify agent licensing, disciplinary status, or qualifications. Verify each agent's current standing with the Department of Insurance of New York.