Gloucester, VA Medicare Insurance Agents

Medicare Agents Hub is a great resource for finding local Medicare agents in Gloucester, VA. Gloucester is a charming town located in the eastern part of the state, with a population of just over 36,000 people. The area has a rich history as one of the earliest European settlements in North America, and its historic Main Street still retains much of its colonial-era charm. Gloucester has a variety of cultural and recreational opportunities, including the Virginia Institute of Marine Science and the Glenns Campus of Rappahannock Community College.

Top 8 Medicare Agents & Brokers Serving Gloucester, VA

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

John Evans - Medicare Agent serving Gloucester, VA
John Evans

#1 Top Rated Gloucester Agent

757-347-0753
Contact John
Don Lilly III - Medicare Agent serving Gloucester, VA
Don Lilly III

#2 Top Rated Gloucester Broker

540-476-8837
Contact Don
Travis Lane - Medicare Agent serving Gloucester, VA
Travis Lane

#3 Top Rated Gloucester Broker

804-603-6282
Contact Travis
Terrie Boteler - Medicare Agent serving Gloucester, VA
Terrie Boteler

#4 Top Rated Gloucester Broker

410-212-9242
Contact Terrie
Linda McGill - Medicare Agent serving Gloucester, VA
Linda McGill

#5 Top Rated Gloucester Broker

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

#6 Top Rated Gloucester Broker

252-318-9489
Contact Kyle
Cory Weaver - Medicare Agent serving Gloucester, VA
Cory Weaver

#7 Top Rated Gloucester Broker

703-755-0625
Contact Cory
Patrick Hecht - Medicare Agent serving Gloucester, VA
Patrick Hecht

#8 Top Rated Gloucester Broker

540-403-9389
Contact Patrick

Local Gloucester Medicare Insurance Representatives by Distance

Luz Espaillat Medicare Agent Williamsburg, VA 23188
Luz Espaillat

  • Williamsburg, VA 23188 (14 mi.)
Debbie Luke Medicare Agent Virginia Beach, VA 23452
Debbie Luke

Luke Agency

  • Virginia Beach, VA 23452 (47 mi.)
Troy Gachett Medicare Agent Licensed in VA
Troy Gachett

  • Licensed in VA (0 mi.)
Phyllis Dixon Medicare Agent Hayes, VA 23072
Phyllis Dixon

Dixon Insurance

  • Hayes, VA 23072 (11 mi.)
Michael Wynne Medicare Agent Williamsburg, VA 23188
Michael Wynne

HealthMarkets Insurance Company

  • Williamsburg, VA 23188 (14 mi.)
Adrienne Carter Medicare Agent Williamsburg, VA 23188
Adrienne Carter

  • Williamsburg, VA 23188 (14 mi.)
Robert Anderson Medicare Agent Williamsburg, VA 23188
Robert Anderson

  • Williamsburg, VA 23188 (14 mi.)
Travis Paull Medicare Agent Williamsburg, VA 23185
Travis Paull

  • Williamsburg, VA 23185 (14 mi.)
Chris Parsons Medicare Agent Poquoson, VA 23662
Chris Parsons

  • Poquoson, VA 23662 (24 mi.)
Anna Jones Medicare Agent New Kent, VA 23124
Anna Jones

Community Insurance Advisors Inc.

  • New Kent, VA 23124 (24 mi.)
Sheryl Abbott Medicare Agent Newport News, VA 23606
Sheryl Abbott

  • Newport News, VA 23606 (25 mi.)
Cindy Lockard Medicare Agent Newport News, VA 23628
Cindy Lockard

  • Newport News, VA 23628 (25 mi.)
Paul Hamler Medicare Agent Hampton, VA 23666
Paul Hamler

  • Hampton, VA 23666 (27 mi.)
Cherisa Haynes Medicare Agent Hampton, VA 23669
Cherisa Haynes

Isp, Llc

  • Hampton, VA 23669 (28 mi.)
Mary Monico Medicare Agent Newport News, VA 23605
Mary Monico

  • Newport News, VA 23605 (29 mi.)
Aftan Williams Medicare Agent Hampton, VA 23664
Aftan Williams

  • Hampton, VA 23664 (30 mi.)
Connie Campbell Medicare Agent King William, VA 23086
Connie Campbell

  • King William, VA 23086 (31 mi.)
Paula Wallace Medicare Agent Carrollton, VA 23314
Paula Wallace

  • Carrollton, VA 23314 (34 mi.)

Refine Results Further by Zip Code

Looking for more specific results within Gloucester 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 Gloucester zip code 23061.

MedicareAgentsHub.com also features licensed Medicare insurance brokers in nearby communities Gloucester Point, Hayes, Severn, Maryus, Williamsburg, Toano, West Point, Seaford, Jamestown, and Lanexa.

Why work with a local Gloucester Medicare Expert?

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

  • Familiar with Gloucester: Local agents take extra time to understand your personal situation and understand what everyday life is like in Gloucester County.
  • Different Local Pricing: Medicare plan pricing can vary significantly by zip code. So the exact same plan in Gloucester might be a totally different price in Gloucester Point or Hayes. Local Medicare experts can provide accurate quotes and help you compare and choose a local Medicare plan in real time.
  • Intimate Medicare Knowledge: Representatives familiar with Gloucester 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 Gloucester Medicare & Senior Resources.
Insurance Agents Offering Aetna Medicare Plans in Gloucester, VA
Insurance Agents Offering Anthem Medicare Plans in Gloucester, VA
Insurance Agents Offering Humana Medicare Plans in Gloucester, VA
Insurance Agents Offering UnitedHealthcare Medicare Plans in Gloucester, VA
Insurance Agents Offering Cigna Medicare Plans in Gloucester, VA
Insurance Agents Offering Mutual Medicare Plans in Gloucester, 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 Gloucester 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 is undergoing transformative changes, sparking conversations among those aging into the program and current enrollees. From groundbreaking cost-saving measures to concerns about privatization, these shifts are reshaping how beneficiaries plan for healthcare. I’ve compiled the top trending topics you need to know, drawing from recent updates and discussions.

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 Gloucester

Discover essential services for seniors in Gloucester, Virginia. In addition to connecting seniors with Medicare insurance agents & brokers in Gloucester, we've curated a selection of helpful links to local resources that provide information and community support for Gloucester seniors.

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 »