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HomeMedicare Insurance AgentsNew York › Middletown

Find Medicare Insurance Agents Near You in Middletown, NY

Browse medicare insurance agents serving Middletown, New York. Updated 2026-07-14.

The top-rated medicare insurance agent in Middletown, New York is James Demmer - State Farm Insurance Agent, rated 4.9 stars across 922 reviews. Other highly rated options include Joy Insurance, Curabba Insurance Agency, De Anne Gleeson - State Farm Insurance Agent. This directory lists 18 medicare insurance agents serving Middletown.

Showing 18 medicare insurance agents in Middletown, NYListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1James Demmer - State Farm Insurance Agent13 James P Kelly Way ste a(845) 344-3276
2Joy Insurance639 E Main St(845) 342-4888
3Curabba Insurance Agency334 E Main St(845) 343-0855
4De Anne Gleeson - State Farm Insurance Agent809 NY-211(845) 692-3456
5Evergreen Insurance Agency -Peter Schmidt690, 4 NY-211 E(845) 673-6127
6The Premium Select Group Inc.32 County Rd 78(845) 520-9774
7Hutchings Agency Inc.682 E Main St # 2D(845) 343-2148
8Katelyn Schaffner - State Farm Insurance Agent4 E Main St Ste 3B(845) 394-2622
9Nicole Feichtl at Comparion Insurance Agency265 NY-211 Suite 106B(845) 394-6155
10Lori Buhagiar: Allstate Insurance125 Dolson Ave Ste 22b(845) 343-5909
JD
13 James P Kelly Way ste a
James Demmer - State Farm Insurance Agent
Medicare Insurance Agent · Middletown, NY

James Demmer’s agency serves the Middletown, New York, metro area and surrounding Orange County communities as a local medicare insurance agent. The firm assists clients with understanding their Medicare options during initial enrollment and the annual open enrollment period. It helps individuals navigate plan comparisons, including coverage details for hospital and medical services. The agency also provides guidance on Medicare Supplement insurance plans and Medicare Advantage plans for eligible residents in this region.

JI
639 E Main St
Joy Insurance
Medicare Insurance Agent · Middletown, NY

Joy Insurance, located in Middletown, New York, provides guidance on Medicare plan selection, including both Medicare Advantage and Supplement options. The company assists clients with annual enrollment periods and helps evaluate prescription drug coverage needs for each individual. Their service model includes ongoing support for plan changes and claim questions throughout the year. This local agency services single-family homes, apartments, retail establishments, and restaurants in the greater Middletown area.

CI
334 E Main St
Curabba Insurance Agency
Medicare Insurance Agent · Middletown, NY

The Curabba Insurance Agency serves Medicare beneficiaries in the Middletown, New York area who are seeking guidance and enrollment assistance for their healthcare coverage needs. As a local insurance agent, the agency helps clients navigate the complexities of Medicare plan options, including supplements and prescription drug coverage, through personalized consultations. It also provides annual plan review services to ensure clients' coverage adapts to their changing health circumstances. In addition to serving Middletown, the agency assists clients throughout Orange County and the neighboring communities of Newburgh and Goshen.

DA
809 NY-211
De Anne Gleeson - State Farm Insurance Agent
Medicare Insurance Agent · Middletown, NY

De Anne Gleeson - State Farm Insurance Agent serves clients in Middletown, New York and the surrounding Orange County communities. As a Medicare insurance agent, the company handles enrollment in Medicare Advantage plans, prescription drug plans, and Medicare Supplement policies for eligible individuals. It assists with navigating plan options, explaining coverage differences, and ensuring compliance with enrollment deadlines. The agency typically approaches each client by reviewing their current healthcare needs and budget to recommend an appropriate plan from available carriers.

EI
690, 4 NY-211 E
Evergreen Insurance Agency -Peter Schmidt
Medicare Insurance Agent · Middletown, NY
PS
32 County Rd 78
The Premium Select Group Inc.
Medicare Insurance Agent · Middletown, NY

The Premium Select Group Inc. specializes in guiding seniors through their Medicare options, including plan selection for supplements and Part D drug coverage. It offers ongoing support to ensure clients in Middletown, NY, understand their benefits and can make informed choices each year. During the Annual Enrollment Period, the company helps individuals assess changes to existing plans and adjust coverage to meet their evolving healthcare needs for the upcoming year.

HA
682 E Main St # 2D
Hutchings Agency Inc.
Medicare Insurance Agent · Middletown, NY

Hutchings Agency Inc. in Middletown, NY, offers residential Medicare insurance agent services to individuals seeking coverage plans. The agency also provides commercial support for small business clients. Its coverage area includes Middletown and surrounding communities within Orange County. Counselors guide clients through initial enrollment periods and annual plan changes, helping them compare options for prescription drug plans and supplemental benefits. The agency coordinates follow-up visits between regular annual check-ins, ensuring clients can adjust their coverage as healthcare needs evolve over time.

KS
4 E Main St Ste 3B
Katelyn Schaffner - State Farm Insurance Agent
Medicare Insurance Agent · Middletown, NY

As a Medicare insurance agent, Katelyn Schaffner of State Farm helps individuals in Middletown, NY, understand their healthcare coverage options. This includes guiding clients through Medicare plans, including supplemental and Advantage policies, to meet their personal needs. Beyond individual services, Katelyn Schaffner also provides insurance solutions for various commercial sectors, such as local offices, warehouses, and food service businesses.

NF
265 NY-211 Suite 106B
Nicole Feichtl at Comparion Insurance Agency
Medicare Insurance Agent · Middletown, NY

Nicole Feichtl at Comparion Insurance Agency in Middletown, NY, is known for guiding local residents through Medicare plan options during enrollment. The agency assists clients with comparing Medicare Advantage, Supplement, and Part D drug plans to find coverage that fits their needs and budgets. In addition to annual enrollment support, the service can coordinate with existing health providers to verify plan acceptance.

LB
125 Dolson Ave Ste 22b
Lori Buhagiar: Allstate Insurance
Medicare Insurance Agent · Middletown, NY

As open enrollment season approaches in Middletown, residents often face complex decisions about their Medicare coverage. Lori Buhagiar: Allstate Insurance provides personalized guidance to help individuals understand their plan options and evaluate prescription drug coverage needs. The agent works directly with local clients to compare Medicare Advantage and supplement plans available in the area. An initial consultation is offered to review each person’s current coverage, health requirements, and budget before recommending any specific policy.

MS
90 Crystal Run Rd
Marshall+Sterling
Medicare Insurance Agent · Middletown, NY
(845) 343-2138
marshallsterling.com/middletown
GG
15 Dolson Ave
Glenn Gleeson - State Farm Insurance Agent
Medicare Insurance Agent · Middletown, NY
(845) 342-5721
glenngleeson.com
LA
22 County Rd 78 #2
The Lang Agency LLC
Medicare Insurance Agent · Middletown, NY
(845) 342-5264
thelangagency.com
PI
265 Ballard Rd
Priority Insurance New York
Medicare Insurance Agent · Middletown, NY
(315) 230-0587
RI
112 North St
Reineke Insurance Agency
Medicare Insurance Agent · Middletown, NY
(845) 343-8000
curabba.com/reineke-insurance-agency
MI
610 Route 211 E, Ste 2
The Misner Insurance Agency, Inc.
Medicare Insurance Agent · Middletown, NY
(845) 434-7755
misneragency.com
EI
117 North St
Estrella Insurance
Medicare Insurance Agent · Middletown, NY
(845) 535-0095
agents.estrellainsurance.com/en-us/ny/middletown/402.html
AA
633 NY-211
Affinity Advantage Financial Solutions
Medicare Insurance Agent · Middletown, NY
(845) 695-1000
affinityadvantage.com

What Does a a Medicare Insurance Agent in Middletown Cost?

Medicare Part B premiums in 2025 are $185 per month for most people. Medicare Supplement plans in New York can range from $100 to $400 per month depending on the plan type and your age. Medicare Advantage plans often have $0 monthly premiums but may have copays for doctor visits and hospital stays. This is general information and not insurance advice.

About medicare insurance agents in Middletown

Medicare insurance agents in Middletown NY help residents compare Medicare Advantage and Supplement plans. New York law requires agents to be licensed and follow specific enrollment periods. Local agents understand the healthcare options available at Garnet Health Medical Center and nearby providers.

Frequently Asked Questions

When can I enroll in Medicare in Middletown NY?

Your Initial Enrollment Period starts three months before your 65th birthday month and ends three months after. New York also has a Supplemental Open Enrollment Period from January 1 to March 31 each year for those who want to change plans.

What documents do I need to meet with a Medicare agent in Middletown?

Bring your Medicare card, a list of current prescriptions, and your preferred doctors or hospitals. The agent will use this information to find plans that cover your needs in Orange County.

Do Medicare agents in New York charge a fee?

Licensed Medicare agents in New York typically do not charge a fee for their services. They receive commissions from insurance companies. You pay the same premium whether you use an agent or enroll directly.

Medicare Insurance Agents in Other New York Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each medicare insurance agent's credentials and current standing with your state Department of Insurance.