Local Medicare Agents & Brokers in Chester, Maryland

Welcome to Chester, MD, a haven where you'll find top-notch local Medicare agents via the Medicare Agents Hub. This online directory teems with the profiles and details of experienced Medicare insurance agents, brokers and advisors who stand ready to simplify your health care selections. By connecting with these professionals, you transform what could be an overwhelming journey into a straightforward, tailored process. And here’s a fun fact for you: Chester is located on Kent Island, the largest island in the Chesapeake Bay and an area known for its stunning waterfront views and thriving seafood industry. Thus, choosing to connect with local Medicare agents in Chester isn't just about securing great health benefits - it's also about becoming a part of this captivating coastal community.

Top 8 Medicare Consultants Serving Chester, MD

The following featured Medicare Agents are top rated in Chester and throughout Queen Anne's County, MD. 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.

Terrie Boteler - Medicare Agent serving Chester, MD
Terrie Boteler

#1 Top Rated Chester Broker

410-212-9242
Contact Terrie
Greg Faulcon Jr. - Medicare Agent serving Chester, MD
Greg Faulcon Jr.

#2 Top Rated Chester Broker

410-489-1382
Contact Greg
Zahra Gharany - Medicare Agent serving Chester, MD
Zahra Gharany

#3 Top Rated Chester Broker

301-297-2965
Contact Zahra
Gerard Washington - Medicare Agent serving Chester, MD
Gerard Washington

#4 Top Rated Chester Agent

410-489-3650
Contact Gerard
Linda McGill - Medicare Agent serving Chester, MD
Linda McGill

#5 Top Rated Chester Broker

703-997-9401
Contact Linda
Chris Oates - Medicare Agent serving Chester, MD
Chris Oates

#6 Top Rated Chester Broker

443-299-1291
Contact Chris
Giselle Donval - Medicare Agent serving Chester, MD
Giselle Donval

#7 Top Rated Chester Broker Bilingual English & Español

301-301-8269
Contact Giselle
Selva Kumar - Medicare Agent serving Chester, MD
Selva Kumar

#8 Top Rated Chester Agent

703-373-6071
Contact Selva

Local Chester Medicare Insurance Representatives by Distance

Deborah Zanelotti Medicare Agent Owings, MD 20736
Deborah Zanelotti

Anchor Pointe Wealth

  • Owings, MD 20736 (26 mi.)
Jake McGeoy Medicare Agent Lutherville Timonium, MD 21093
Jake McGeoy

Ritter Insurance Marketing

  • Lutherville Timonium, MD 21093 (37 mi.)
Sandra Smalley Medicare Agent Stevensville, MD 21666
Sandra Smalley

Healthmarkets.com

  • Stevensville, MD 21666 (2 mi.)
Debra Rubin Medicare Agent Queenstown, MD 21658
Debra Rubin

  • Queenstown, MD 21658 (7 mi.)
Thomas Eckley Medicare Agent Arnold, MD 21012
Thomas Eckley

  • Arnold, MD 21012 (12 mi.)
Peter Palmiotto Medicare Agent Annapolis, MD 21401
Peter Palmiotto

  • Annapolis, MD 21401 (14 mi.)
Jennifer Lopez Medicare Agent Annapolis, MD 21401
Jennifer Lopez

East Coast Health Advisors

  • Annapolis, MD 21401 (14 mi.)
Niko Koplos Medicare Agent Annapolis, MD 21401
Niko Koplos

East Coast Health Advisors

  • Annapolis, MD 21401 (14 mi.)
Anthony DiBuccio Medicare Agent Edgewater, MD 21037
Anthony DiBuccio

  • Edgewater, MD 21037 (15 mi.)
Sunnea Green Medicare Agent Glen Burnie, MD 21060
Sunnea Green

  • Glen Burnie, MD 21060 (22 mi.)
Glenn Maynard Medicare Agent Gambrills, MD 21054
Glenn Maynard

  • Gambrills, MD 21054 (22 mi.)
Sarah Frome Medicare Agent Glen Burnie, MD 21061
Sarah Frome

Bankers Life

  • Glen Burnie, MD 21061 (23 mi.)
Gavin Freeman Medicare Agent Glen Burnie, MD 21061
Gavin Freeman

Bankers Life and Casualty

  • Glen Burnie, MD 21061 (23 mi.)
Raul Sotelo Medicare Agent Glen Burnie, MD 21061
Raul Sotelo

  • Glen Burnie, MD 21061 (23 mi.)
Elaine Feltz Medicare Agent Baltimore, MD 21222
Elaine Feltz

  • Baltimore, MD 21222 (23 mi.)
Mercy Onoh Medicare Agent Baltimore, MD 21222
Mercy Onoh

Medicare Advisor & Insurance Broker

  • Baltimore, MD 21222 (23 mi.)

Refine Results Further by Zip Code

Looking for more specific results within Chester or Maryland? 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 21619.

MedicareAgentsHub.com also features licensed Medicare insurance brokers in nearby communities Stevensville, Grasonville, Cape St. Claire, Naval Academy, Annapolis Neck, Annapolis, Arnold, Centreville, Mayo, and Lake Shore.

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 Queen Anne's 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 Stevensville or Grasonville. 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, MD
Insurance Agents Offering Anthem Medicare Plans in Chester, MD
Insurance Agents Offering Humana Medicare Plans in Chester, MD
Insurance Agents Offering UnitedHealthcare Medicare Plans in Chester, MD
Insurance Agents Offering Cigna Medicare Plans in Chester, MD
Insurance Agents Offering Mutual Medicare Plans in Chester, MD

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.

Understanding Medicare Supplement Medical Underwriting: A Story of Making Informed Choices
Written by Edward MacConnell Medicare Insurance Agent
Understanding Medicare Supplement Medical Underwriting: A Story of Making Informed Choices

Written by Edward MacConnell

A walkthrough of Medicare Supplement medical underwriting, including the Medigap Open Enrollment Period, guaranteed issue rights, pre-existing condition waiting periods, and the health conditions that can affect your eligibility.

Grandma Should Not Have To Be a Pharmacist: Where Did the Part D Help Go?
Written by William Gray Medicare Insurance Agent
Grandma Should Not Have To Be a Pharmacist: Where Did the Part D Help Go?

Written by William Gray

Medicare insurance professional William Gray examines how the loss of agent compensation for Part D enrollment is leaving seniors without expert guidance on one of the most complex healthcare decisions they face each year.

What Floridians Need to Know About Medicare at 65
Written by Derek Rogers Medicare Insurance Agent
What Floridians Need to Know About Medicare at 65

Written by Derek Rogers

A step-by-step guide for Florida residents turning 65, covering Medicare enrollment, plan options, costs, common mistakes, and Florida-specific considerations.

Local Resources for Seniors in Chester

Discover essential services for seniors in Chester, Maryland. 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.

Maryland Department of Aging

The Maryland Department of Aging (MDoA) offers valuable assistance to older residents of Maryland, providing resources, services, and information tailored to their needs. With a variety of cost-effective state and federal programs, the MDoA offers alternatives to nursing home placement, facilitating a range of services that seniors can choose from based on their individual needs.

Visit the Maryland Department of Aging website »

Medicare Agents Hub
A non-government resource website helping seniors in Chester, MD find a local Medicare agent

Medicare Agents Hub does not sell insurance. Derek Rogers is affiliated with Health Markets. We help seniors in all 50 states easily and quickly look up local, licensed Medicare insurance specialists in their area. We have made it our mission to maintain the internet's most comprehensive Medicare insurance agent directory. Medicare Agents Hub focuses on connecting you with independent, local brokers rather than call centers.

Follow Us on:

Find a Local Medicare Agent Nearby

Learn & Explore

Agent Center

Government Required Disclaimer: Agents may not offer every plan available in your area. Any information provided is limited to those plans agents do offer in your area. Please contact Medicare.gov, 1-800-MEDICARE, or your local State Health Insurance Assistance Program (SHIP) to get information on all your options.

Medicare Agents Hub is a directory and does not sell Medicare insurance. The professionals listed on this website are independent and responsible for their own marketing practices. Medicare has neither reviewed nor endorsed this information. Medicare Agents Hub is not affiliated with, nor endorsed by, the U.S. government or the federal Medicare program.

About | Terms of Service | Privacy Policy | Accessibility

© 2026 MedicareAgentsHub.com. All Rights Reserved.