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Medicare Insurance Agents in Middletown, NY

Looking for a medicare insurance agent in Middletown? Review the directory below to compare your options.

16 agents listed
Updated May 2026
Middletown, 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 16 medicare insurance agents in Middletown, 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.
James Demmer - State Farm Insurance Agent
13 James P Kelly Way ste a, Middletown, NY 10940
(845) 344-3276 jamesdemmer.com
Joy Insurance
639 E Main St, Middletown, NY 10940
(845) 342-4888 joyinsurance.com
Curabba Insurance Agency
334 E Main St, Middletown, NY 10940
(845) 343-0855 curabba.com
De Anne Gleeson - State Farm Insurance Agent
809 NY-211, Middletown, NY 10941
(845) 692-3456 deannegleeson.com
The Premium Select Group Inc.
32 County Rd 78, Middletown, NY 10940
(845) 520-9774 premiumselectgroup.com
Lori Buhagiar: Allstate Insurance
125 Dolson Ave Ste 22b, Middletown, NY 10940
(845) 343-5909 agents.allstate.com
Katelyn Schaffner - State Farm Insurance Agent
4 E Main St Ste 3B, Middletown, NY 10940
(845) 394-2622 katelynschaffner.com
Hutchings Agency Inc.
682 E Main St # 2D, Middletown, NY 10940
(845) 343-2148 hutchingsinsurance.com
Nicole Feichtl at Comparion Insurance Agency
265 NY-211 Suite 106B, Middletown, NY 10940
(845) 394-6155 comparioninsurance.com
Marshall+Sterling
90 Crystal Run Rd, Middletown, NY 10941
(845) 343-2138 marshallsterling.com
Glenn Gleeson - State Farm Insurance Agent
15 Dolson Ave, Middletown, NY 10940
(845) 342-5721 glenngleeson.com
Priority Insurance New York
265 Ballard Rd, Middletown, NY 10941
(315) 230-0587
The Lang Agency LLC
22 County Rd 78 #2, Middletown, NY 10940
(845) 342-5264 thelangagency.com
Reineke Insurance Agency
112 North St, Middletown, NY 10940
(845) 343-8000 curabba.com
Estrella Insurance
117 North St, Middletown, NY 10940
(845) 535-0095 agents.estrellainsurance.com
Affinity Advantage Financial Solutions
633 NY-211, Middletown, NY 10941
(845) 695-1000 affinityadvantage.com

What Does a Medicare Insurance Agent in Middletown Cost?

Medicare insurance agent services in New York are typically free to you because agents earn commissions from insurance carriers. Plan costs vary: Medicare Advantage plans may have $0 premiums, while Medigap plans in New York range from about $100 to $300 per month depending on age and coverage level. Part D drug plan premiums average around $30 to $80 per month. 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 role of a Medicare insurance agent in Middletown?
A Medicare insurance agent helps you compare Part D drug plans, Medicare Advantage plans, and Medigap policies. They are licensed in New York and can explain plan costs and coverage. Agents do not provide legal advice but can assist with enrollment.
When can I enroll in Medicare plans in New York?
The Initial Enrollment Period starts three months before your 65th birthday and ends three months after. The Annual Enrollment Period runs from October 15 to December 7 each year. New York also has a Special Enrollment Period for certain life events like moving or losing other coverage.