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
Will Schaeffer - Medicare Agent serving Chester, MD
Will Schaeffer

#4 Top Rated Chester Agent

443-312-1910
Contact Will
Cory Weaver - Medicare Agent serving Chester, MD
Cory Weaver

#5 Top Rated Chester Broker

703-755-0625
Contact Cory
Kristy Hicks - Medicare Agent serving Chester, MD
Kristy Hicks

#6 Top Rated Chester Broker

717-640-9602
Contact Kristy
Angela Erickson - Medicare Agent serving Chester, MD
Angela Erickson

#7 Top Rated Chester Broker

717-640-9457
Contact Angela
Justin Sonon - Medicare Agent serving Chester, MD
Justin Sonon

#8 Top Rated Chester Broker

484-293-5292
Contact Justin

Local Chester Medicare Insurance Representatives by Distance

Deborah Zanelotti Medicare Agent Owings, MD 20736
Deborah Zanelotti

  • Owings, MD 20736 (26 mi.)
Sam Shata Medicare Agent Columbia, MD 21045
Sam Shata

Shata Insurance Group

  • Columbia, MD 21045 (34 mi.)
Sandra Smalley Medicare Agent Stevensville, MD 21666
Sandra Smalley

  • 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.)
Anthony DiBuccio Medicare Agent Edgewater, MD 21037
Anthony DiBuccio

  • Edgewater, MD 21037 (15 mi.)
Glenn Maynard Medicare Agent Gambrills, MD 21054
Glenn Maynard

  • Gambrills, MD 21054 (22 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.)
Laura Camacho Medicare Agent Bowie, MD 20716
Laura Camacho

  • Bowie, MD 20716 (24 mi.)
Phyllis Thompson Medicare Agent Bowie, MD 20715
Phyllis Thompson

  • Bowie, MD 20715 (25 mi.)
Debra Jeje Medicare Agent Upper Marlboro, MD 20774
Debra Jeje

  • Upper Marlboro, MD 20774 (27 mi.)
Lawrence Ankrah Medicare Agent Bowie, MD 20720
Lawrence Ankrah

  • Bowie, MD 20720 (27 mi.)
Deborah Taylor Medicare Agent Upper Marlboro, MD 20772
Deborah Taylor

  • Upper Marlboro, MD 20772 (27 mi.)
Alonzo Mays Medicare Agent Upper Marlboro, MD 20773
Alonzo Mays

  • Upper Marlboro, MD 20773 (27 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.

The Medicare Mistake Millions Make—And How Local Agents Fix It
Written by Gary Smith Medicare Insurance Agent
The Medicare Mistake Millions Make—And How Local Agents Fix It

Written by Gary Smith

The truth is many people don’t realize that choosing a local Medicare agent over a giant 1-800 # can make all the difference. The cost? Exactly the same. The service? Night and day. If you’re tired of feeling like just another number, check out this article.

Understanding Medicare: The Basics Explained Simply
Written by Alyssa Gonzales Medicare Insurance Agent
Understanding Medicare: The Basics Explained Simply

Written by Alyssa Gonzales

Whether you choose Original Medicare, add a Medigap and Part D plan, or go with a Medicare Advantage plan, the key is choosing the coverage that aligns with your healthcare needs, preferences, and financial situation. Taking the time to learn your options now will save you time, money, and stress later on.

Medicare, Medications & Mistakes: Avoiding Costly Underwriting Surprises
Written by Corey Romero Medicare Insurance Agent
Medicare, Medications & Mistakes: Avoiding Costly Underwriting Surprises

Written by Corey Romero

Avoid costly Medicare underwriting surprises by understanding how certain medications can impact your insurance eligibility. Learn which prescriptions raise red flags and how to navigate the system to protect your coverage.

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. 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.

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

© 2025 MedicareAgentsHub.com. All Rights Reserved.