Local Medicare Agents & Brokers in Chester, Virginia

Looking for Local Medicare agents in Chester, VA? Look no further than Medicare Agents Hub! Located in the heart of Chesterfield County, Chester offers a charming mix of historic sites and modern amenities. Did you know that Chester was once home to a bustling coal mining industry? Today, it boasts a thriving shopping scene at the nearby Chesterfield Towne Center, as well as access to some of the region's best golf courses. Whether you're a longtime resident of Chester or just passing through, Medicare Agents Hub can connect you with trusted local agents who can help you navigate your Medicare options.

Top 8 Medicare Consultants Serving Chester, VA

The following featured Medicare Agents are top rated in Chester and throughout Chesterfield County, VA. 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.

Don Lilly III - Medicare Agent serving Chester, VA
Don Lilly III

#1 Top Rated Chester Broker

804-603-9794
Contact Don
Travis Lane - Medicare Agent serving Chester, VA
Travis Lane

#2 Top Rated Chester Broker

804-603-6282
Contact Travis
John Evans - Medicare Agent serving Chester, VA
John Evans

#3 Top Rated Chester Agent

757-347-0753
Contact John
Patrick Hecht - Medicare Agent serving Chester, VA
Patrick Hecht

#4 Top Rated Chester Broker

540-403-9389
Contact Patrick
Linda McGill - Medicare Agent serving Chester, VA
Linda McGill

#5 Top Rated Chester Broker

703-570-6231
Contact Linda
Kyle Kokot - Medicare Agent serving Chester, VA
Kyle Kokot

#6 Top Rated Chester Broker

252-318-9489
Contact Kyle
Terrie Boteler - Medicare Agent serving Chester, VA
Terrie Boteler

#7 Top Rated Chester Broker

410-212-9242
Contact Terrie
Cory Weaver - Medicare Agent serving Chester, VA
Cory Weaver

#8 Top Rated Chester Broker

703-755-0625
Contact Cory

Local Chester Medicare Insurance Representatives by Distance

Jeremy Henry Medicare Agent Chesterfield, VA 23838
Jeremy Henry

LCA Insurance Group

  • Chesterfield, VA 23838 (11 mi.)
Robert Armbruster Medicare Agent Richmond, VA 23235
Robert Armbruster

Bankers Life, Colonial Penn, Washington National

  • Richmond, VA 23235 (13 mi.)
Yvette Harris Medicare Agent Chester, VA 23831
Yvette Harris

Elite Medicare Specialists

  • Chester, VA 23831
Troy Gachett Medicare Agent Licensed in VA
Troy Gachett

  • Licensed in VA (0 mi.)
Gail Yoss Medicare Agent Chesterfield, VA 23832
Gail Yoss

Yoss Insurance Agency, LLC

  • Chesterfield, VA 23832 (9 mi.)
Everith Smith Medicare Agent Chesterfield, VA 23832
Everith Smith

  • Chesterfield, VA 23832 (9 mi.)
Vinara Mosby Medicare Agent Chesterfield, VA 23832
Vinara Mosby

  • Chesterfield, VA 23832 (9 mi.)
Felecia Allred Medicare Agent Chesterfield, VA 23832
Felecia Allred

  • Chesterfield, VA 23832 (9 mi.)
Latoya Williams Medicare Agent Chesterfield, VA 23832
Latoya Williams

  • Chesterfield, VA 23832 (9 mi.)
Donald Barrow Medicare Agent HOPEWELL, VA 23860
Donald Barrow

  • HOPEWELL, VA 23860 (9 mi.)
Curnel Hall Medicare Agent Petersburg, VA 23804
Curnel Hall

  • Petersburg, VA 23804 (11 mi.)
Zachariah & Diana Edwards Medicare Agent Manchester, VA 23236
Zachariah & Diana Edwards

Edwards Medicare & Retirement

  • Manchester, VA 23236 (12 mi.)
Michael Lee Medicare Agent Richmond, VA 23235
Michael Lee

Bankers Life

  • Richmond, VA 23235 (13 mi.)
Carol Moorman Medicare Agent Richmond, VA 23235
Carol Moorman

  • Richmond, VA 23235 (13 mi.)
John Barker Medicare Agent Richmond, VA 23235
John Barker

  • Richmond, VA 23235 (13 mi.)
Rebecca Stapleton Medicare Agent Richmond, VA 23235
Rebecca Stapleton

  • Richmond, VA 23235 (13 mi.)
Jackie Avery Medicare Agent Richmond, VA 23235
Jackie Avery

  • Richmond, VA 23235 (13 mi.)
Jason Fowler Medicare Agent Richmond, VA 23235
Jason Fowler

  • Richmond, VA 23235 (13 mi.)

Refine Results Further by Zip Code

Looking for more specific results within Chester or Virginia? 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 23831.

MedicareAgentsHub.com also features licensed Medicare insurance brokers in nearby communities Bellwood, Meadowbrook, Colonial Heights, Bensley, Enon, Ettrick, Hopewell, Chesterfield, Fort Lee, and Petersburg.

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 Chesterfield 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 Bellwood or Meadowbrook. 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, VA
Insurance Agents Offering Anthem Medicare Plans in Chester, VA
Insurance Agents Offering Humana Medicare Plans in Chester, VA
Insurance Agents Offering UnitedHealthcare Medicare Plans in Chester, VA
Insurance Agents Offering Cigna Medicare Plans in Chester, VA
Insurance Agents Offering Mutual Medicare Plans in Chester, VA

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.

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.

Critical Medicare Mistakes to Avoid (and How to Protect Yourself)
Written by Robert Vaughan, R.Ph., MBA Medicare Insurance Agent
Critical Medicare Mistakes to Avoid (and How to Protect Yourself)

Written by Robert Vaughan, R.Ph., MBA

Whether you are approaching eligibility or helping a loved one manage their transition into Medicare, it is essential to understand what not to do. Avoiding common mistakes can save you thousands of dollars in penalties, help you access the care you need when you need it, and give you peace of mind for the future.

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.

Local Resources for Seniors in Chester

Discover essential services for seniors in Chester, Virginia. 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.

Chesterfield County’s Aging and Disability Resources

Chesterfield County’s Aging and Disability Resources is the go-to hub for seniors and individuals with disabilities, offering a plethora of services aimed at promoting active and independent living. With resources like the Resource Directory for Older Adults and initiatives such as the Senior Law Clinic, this office assists with legal needs, referrals, and information to enrich the lives of residents 50 and older, their families, and caregivers.

Visit the Chesterfield County’s Aging and Disability Resources website »

The Virginia Division for Aging Services

The Virginia Division for Aging Services is dedicated to helping Virginia seniors and their caregivers maintain their independence and quality of life. They offer resources and programs funded by the Older Americans Act and the Virginia General Assembly, working closely with local Area Agencies on Aging to provide services throughout the community. Anything from important decision information to contact details for local AAAs can be found on their site.

Visit the The Virginia Division for Aging Services website »