Local Medicare Agents & Brokers in Chester, New York

In the heart of Chester, NY, Medicare Agents Hub connects you with reliable local Medicare agents. These professionals can help navigate your choices to find the best Medicare insurance plan that fits your needs. Leveraging local expertise, these agents provide quality service that is unbeatable. Chester, NY, which was known as the onion capital of the world in the 1900s, now brings you the advantage of finding the perfect Medicare broker or advisor right in your neighborhood through Medicare Agents Hub. It's amazing how a city famous for onions can also help keep your health insurance as straightforward as possible.

Top 8 Medicare Consultants Serving Chester, NY

The following featured Medicare Agents are top rated in Chester and throughout Orange County, NY. These local representatives are our picks as the best Medicare agents in Chester, and are ready to help you navigate all of the most important parts of signing up for Medicare.

Jason Siruchek - Medicare Agent serving Chester, NY
Jason Siruchek

#1 Top Rated Chester Agent

845-366-1830
Contact Jason
Roberta Thoma - Medicare Agent serving Chester, NY
Roberta Thoma

#2 Top Rated Chester Broker

845-322-6332
Contact Roberta
Timothy Riordan - Medicare Agent serving Chester, NY
Timothy Riordan

#3 Top Rated Chester Broker

914-449-5910
Contact Timothy
David Tirpak - Medicare Agent serving Chester, NY
David Tirpak

#4 Top Rated Chester Broker

201-740-0068
Contact David
Joan Mistretta - Medicare Agent serving Chester, NY
Joan Mistretta

#5 Top Rated Chester Agent

845-328-4107
Contact Joan
Joseph DeBlasio - Medicare Agent serving Chester, NY
Joseph DeBlasio

#6 Top Rated Chester Broker

201-740-0121
Contact Joseph
Delroy Burrell - Medicare Agent serving Chester, NY
Delroy Burrell

#7 Top Rated Chester Broker

516-344-1117
Contact Delroy
Eunice Parkes - Medicare Agent serving Chester, NY
Eunice Parkes

#8 Top Rated Chester Broker

914-454-3531
Contact Eunice

Local Chester Medicare Insurance Representatives by Distance

Peter Nyarkoh Medicare Agent Highland Mills, NY 10930
Peter Nyarkoh

  • Highland Mills, NY 10930 (8 mi.)
Aaron Lewis Medicare Agent Licensed in NY
Aaron Lewis

Unitedhealthcare

  • Licensed in NY (31 mi.)
Shamseldin Omer Medicare Agent Goshen, NY 10924
Shamseldin Omer

  • Goshen, NY 10924 (4 mi.)
Tracy Spotts Medicare Agent Monroe, NY 10949
Tracy Spotts

  • Monroe, NY 10949 (5 mi.)
M. H. Williams, IV Medicare Agent Monroe, NY 10949
M. H. Williams, IV

  • Monroe, NY 10949 (5 mi.)
Craig Housner Medicare Agent Monroe, NY 10950
Craig Housner

First Level Insurance Services

  • Monroe, NY 10950 (6 mi.)
Christina Carolan Medicare Agent Monroe, NY 10950
Christina Carolan

  • Monroe, NY 10950 (6 mi.)
Cindy Allen Medicare Agent Monroe, NY 10950
Cindy Allen

  • Monroe, NY 10950 (6 mi.)
Timothy Brittan Medicare Agent Warwick, NY 10990
Timothy Brittan

Independent Medicare Broker

  • Warwick, NY 10990 (8 mi.)
Thomas Ammons Medicare Agent Middletown, NY 10941
Thomas Ammons

  • Middletown, NY 10941 (10 mi.)
Melida Smith Medicare Agent Westtown, NY 10998
Melida Smith

  • Westtown, NY 10998 (14 mi.)
Ulysee Huling Medicare Agent New Windsor, NY 12553
Ulysee Huling

Huling Insurance Services LLC

  • New Windsor, NY 12553 (15 mi.)
Renee Spates Medicare Agent Newburgh, NY 12550
Renee Spates

Prime Vital Insurance

  • Newburgh, NY 12550 (17 mi.)
Patricia Quinn Medicare Agent Cold Spring, NY 10516
Patricia Quinn

The Health Connection

  • Cold Spring, NY 10516 (17 mi.)
Travis Beaudette Medicare Agent Beacon, NY 12508
Travis Beaudette

Medicare Prepare

  • Beacon, NY 12508 (19 mi.)
Jacqueline LaBarre Medicare Agent Licensed in NY
Jacqueline LaBarre

  • Licensed in NY (20 mi.)

Refine Results Further by Zip Code

Looking for more specific results within Chester or New York? Simply enter in your zip code for a full list of Medicare agents in your area.

Use our free online directory to find Medicare insurance agents in Chester zip code 10918.

MedicareAgentsHub.com also features licensed Medicare insurance brokers in nearby communities Goshen, Monroe, Kiryas Joel, Campbell Hall, Washingtonville, Highland Mills, Warwick, Mechanicstown, Woodbury Orange County, and Scotchtown.

Why work with a local Chester Medicare Consultant?

Working with a local Medicare agent has many advantages over direct enrollment or working with a nation-wide agent.

  • Familiar with Chester: Local agents take extra time to understand your personal situation and understand what everyday life is like in Orange County.
  • Different Local Pricing: Medicare plan pricing can vary significantly by zip code. So the exact same plan in Chester might be a totally different price in Goshen or Monroe. Local Medicare advisors can provide accurate quotes and help you compare and choose a local Medicare plan in real time.
  • Intimate Medicare Knowledge: Agents familiar with Chester plans will be able to explain everything you need to know about Medicare, without having to spend countless hours doing your own research. If you wish to learn more about Medicare prior to meeting with your agent, be sure to check out our list of Chester Medicare & Senior Resources.
Insurance Agents Offering Aetna Medicare Plans in Chester, NY
Insurance Agents Offering Anthem Medicare Plans in Chester, NY
Insurance Agents Offering Humana Medicare Plans in Chester, NY
Insurance Agents Offering UnitedHealthcare Medicare Plans in Chester, NY
Insurance Agents Offering Cigna Medicare Plans in Chester, NY
Insurance Agents Offering Mutual Medicare Plans in Chester, NY

Latest Medicare Insights From Agents

Helpful information and articles from top rated agents across the country to help you learn about Medicare as you are browsing for a Chester Medicare agent.

A Family Guide to Hospice and Medicare: What I Learned From My Mom’s Experience
Written by Michael Ferraro Medicare Insurance Agent
A Family Guide to Hospice and Medicare: What I Learned From My Mom’s Experience

Written by Michael Ferraro

I wasn’t prepared for what hospice meant until my mom needed it. This article shares what I learned about hospice care and how Medicare helps cover it, in hopes it can make things clearer for you and your family.

Pay Now or Pay Later: The Real Cost of Medicare Advantage vs. Medigap
Written by Todd Bostic Medicare Insurance Agent
Pay Now or Pay Later: The Real Cost of Medicare Advantage vs. Medigap

Written by Todd Bostic

Medicare Advantage plans may seem like a great deal with all their extras, but they often come with hidden costs when you actually need care. With Medigap, you pay more upfront each month, but you usually walk into a doctor or hospital and owe nothing.

Medicare in 2025: Must-Know Changes and Challenges for New and Current Enrollees
Written by Douglas Carney Medicare Insurance Agent
Medicare in 2025: Must-Know Changes and Challenges for New and Current Enrollees

Written by Douglas Carney

In 2025, Medicare’s transformative changes are sparking discussions among new and current enrollees. From cost-saving measures to privatization concerns, these shifts are reshaping healthcare planning. Here are the top trending topics you need to know, based on recent updates.

Local Resources for Seniors in Chester

Discover essential services for seniors in Chester, New York. In addition to connecting seniors with Medicare insurance consultants in Chester, we've curated a selection of helpful links to local resources that provide information and community support for Chester seniors.

New York State Office for the Aging

The New York State Office for the Aging is a valuable resource for older New Yorkers, striving to support and encourage senior independence for as long as possible. Built on a foundation of person-centered, advocacy-driven policies, NYSOFA provides seniors and their families with a multitude of essential services through its 59 area agencies on aging. These services include home delivered meals, nutrition counseling, senior center programming, legal services, health insurance information, and transportation to medical appointments, among other beneficial resources.

Visit the New York State Office for the Aging website »

New York Foundation for Senior Citizens

The New York Foundation for Senior Citizens is dedicated to enhancing the lives of older adults across all five boroughs by providing innovative social services and maintaining independence in their communities. Since its inception in 1968, NYFSC has expanded to offer 35 programs and more than 900 housing units, ensuring that seniors can enjoy healthier and dignified lives at home.

Visit the New York Foundation for Senior Citizens website »