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

#2 Top Rated Gloucester Agent

757-347-0753
Contact John
Tia Garner Vango, RSSA - Medicare Agent serving Gloucester, VA
Tia Garner Vango, RSSA

#3 Top Rated Gloucester Agent

804-898-3404
Contact Tia
Chris Connell - Medicare Agent serving Gloucester, VA
Chris Connell

#4 Top Rated Gloucester Agent

757-703-8760
Contact Chris
C. Faye Ricketts - Medicare Agent serving Gloucester, VA
C. Faye Ricketts

#5 Top Rated Gloucester Agent

757-792-0129
Contact C. Faye
Travis Lane - Medicare Agent serving Gloucester, VA
Travis Lane

#6 Top Rated Gloucester Broker

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

#8 Top Rated Gloucester Broker

410-212-9242
Contact Terrie

Local Gloucester Medicare Insurance Representatives by Distance

Tawshawa Bullock Medicare Agent Hampton, VA 23666
Tawshawa Bullock

The Bullock Group, LLC

  • Hampton, VA 23666 (27 mi.)
Debbie Luke Medicare Agent Virginia Beach, VA 23462
Debbie Luke

Luke Agency

  • Virginia Beach, VA 23462 (46 mi.)
Phyllis Dixon Medicare Agent Hayes, VA 23072
Phyllis Dixon

Dixon Insurance

  • Hayes, VA 23072 (11 mi.)
Luz Espaillat Medicare Agent Williamsburg, VA 23188
Luz Espaillat

  • Williamsburg, VA 23188 (14 mi.)
Michael Wynne Medicare Agent Williamsburg, VA 23188
Michael Wynne

HealthMarkets Insurance Company

  • 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.)
Katherine Williams Medicare Agent Williamsburg, VA 23185
Katherine Williams

Ssia

  • Williamsburg, VA 23185 (14 mi.)
Valerie Beverley Medicare Agent Newport News, VA 23603
Valerie Beverley

Divine Insurance Group LLC

  • Newport News, VA 23603 (17 mi.)
Van Ward Medicare Agent Newport News, VA 23602
Van Ward

  • Newport News, VA 23602 (22 mi.)
Tim Hilke Medicare Agent Newport News, VA 23602
Tim Hilke

Hilke Financial Services

  • Newport News, VA 23602 (22 mi.)
Andrea Daughtry Medicare Agent Newport News, VA 23602
Andrea Daughtry

  • Newport News, VA 23602 (22 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.)
Linda Puglisse Medicare Agent Newport News, VA 23606
Linda Puglisse

  • Newport News, VA 23606 (25 mi.)
Mary Nelson Medicare Agent Newport News, VA 23606
Mary Nelson

Veterans Insurance Advocates

  • Newport News, VA 23606 (25 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.)

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 Courthouse, Gloucester Point, Hayes, Severn, Maryus, Williamsburg, Toano, West Point, Seaford, and Jamestown.

Local Medicare Insurance Agents in Gloucester Virginia

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 Courthouse or Gloucester Point. 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 Devoted 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.

2026-2027 Medicare Annual Enrollment Period: Dates, Plan Options and Why You Should Review Your Coverage
Written by Tyrone Carr Medicare Insurance Agent
2026-2027 Medicare Annual Enrollment Period: Dates, Plan Options and Why You Should Review Your Coverage

Written by Tyrone Carr

The 2026-2027 Medicare Annual Enrollment Period runs October 15 through December 7, 2026. Here's what you can change, which plans are affected, and why reviewing your coverage matters more than ever this year.

How Does Medicare Work for Married Couples? Why Spouses May Need Different Plans
Written by Jon Cavanaugh Medicare Insurance Agent
How Does Medicare Work for Married Couples? Why Spouses May Need Different Plans

Written by Jon Cavanaugh

Medicare doesn't offer couple or family plans. Each spouse enrolls individually and chooses their own coverage. Here's how married couples can compare their options and avoid the same-plan trap.

Your Medicare Plan Worked This Year. Should You Still Review It for Next Year?
Written by Gregory Gudis Medicare Insurance Agent
Your Medicare Plan Worked This Year. Should You Still Review It for Next Year?

Written by Gregory Gudis

A veteran Medicare agent explains why reviewing your coverage every year matters, even when nothing seems broken, and what to focus on before AEP.

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 »