Winona, MS Local Medicare Insurance Agents

At Medicare Agents Hub in Winona, MS, you'll find a dedicated team of local Medicare agents ready to assist you in navigating your healthcare options. Our directory helps you connect with knowledgeable Medicare brokers and advisors who can provide personalized plans tailored to your needs. Did you know Winona is often referred to as the "Crossroads of North Mississippi"? This charming city sits at the intersection of U.S. Highways 51 and 82, making it a pivotal spot for connecting people—much like how our directory connects you with the best Medicare assistance in town.

Top 8 Medicare Agents & Brokers Serving Winona, MS

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

Chris Cole - Medicare Agent serving Winona, MS
Chris Cole

#2 Top Rated Winona Agent

662-208-9807
Contact Chris
Justin Brock - Medicare Agent serving Winona, MS
Justin Brock

#3 Top Rated Winona Broker

662-395-4998
Contact Justin
Chris Schopmeyer - Medicare Agent serving Winona, MS
Chris Schopmeyer

#4 Top Rated Winona Broker

601-572-2220
Contact Chris
Joel Hill - Medicare Agent serving Winona, MS
Joel Hill

#5 Top Rated Winona Broker

662-245-8504
Contact Joel
John Henley - Medicare Agent serving Winona, MS
John Henley

#6 Top Rated Winona Broker

901-609-2156
Contact John
Kirk Hale - Medicare Agent serving Winona, MS
Kirk Hale

#7 Top Rated Winona Broker

662-246-1711
Contact Kirk
Sandra Bailey - Medicare Agent serving Winona, MS
Sandra Bailey

#8 Top Rated Winona Broker

901-557-0187
Contact Sandra

Local Winona Medicare Insurance Representatives by Distance

John Stroud Medicare Agent New Albany, MS 38652
John Stroud

John Stroud Agency

  • New Albany, MS 38652 (80 mi.)
Lori Swanigan Medicare Agent Olive Branch, MS 38654
Lori Swanigan

  • Olive Branch, MS 38654 (101 mi.)
Billy Ballard Medicare Agent Winona, MS 38967
Billy Ballard

  • Winona, MS 38967
Maurice Ellis Medicare Agent Greenwood, MS 38930
Maurice Ellis

  • Greenwood, MS 38930 (27 mi.)
Kenyata Potts Medicare Agent Greenwood, MS 38930
Kenyata Potts

Kae Life Changer

  • Greenwood, MS 38930 (27 mi.)
Jerry Hemphill Medicare Agent Louisville, MS 39339
Jerry Hemphill

WoodmenLife

  • Louisville, MS 39339 (47 mi.)
Deidre Truss Medicare Agent Camden, MS 39045
Deidre Truss

  • Camden, MS 39045 (48 mi.)
Andrea McMichael Medicare Agent Houston, MS 38851
Andrea McMichael

  • Houston, MS 38851 (50 mi.)
Lori Marion` Medicare Agent Houston, MS 38851
Lori Marion`

  • Houston, MS 38851 (50 mi.)
Kathy Sanders Medicare Agent Starkville, MS 39759
Kathy Sanders

  • Starkville, MS 39759 (52 mi.)
Tracy Williams Medicare Agent Batesville, MS 38606
Tracy Williams

  • Batesville, MS 38606 (58 mi.)
Reggie Rhodes Medicare Agent Yazoo City, MS 39194
Reggie Rhodes

  • Yazoo City, MS 39194 (58 mi.)
Jennifer Peters Medicare Agent Cleveland, MS 38732
Jennifer Peters

  • Cleveland, MS 38732 (60 mi.)
Romi Jaiswal Medicare Agent Oxford, MS 38655
Romi Jaiswal

  • Oxford, MS 38655 (61 mi.)

Refine Results Further by Zip Code

Looking for more specific results within Winona or Mississippi? 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 Winona zip code 38967.

MedicareAgentsHub.com also features licensed Medicare insurance brokers in nearby communities Grenada, Greenwood, Kosciusko, Itta Bena, Louisville, Water Valley, Belzoni, Houston, Starkville, and Carthage.

Why work with a local Winona Medicare Expert?

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

  • Familiar with Winona: Local agents take extra time to understand your personal situation and understand what everyday life is like in Montgomery County.
  • Different Local Pricing: Medicare plan pricing can vary significantly by zip code. So the exact same plan in Winona might be a totally different price in Grenada or Greenwood. 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 Winona 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 Winona Medicare & Senior Resources.
Insurance Agents Offering Aetna Medicare Plans in Winona, MS
Insurance Agents Offering Anthem Medicare Plans in Winona, MS
Insurance Agents Offering Humana Medicare Plans in Winona, MS
Insurance Agents Offering UnitedHealthcare Medicare Plans in Winona, MS
Insurance Agents Offering Cigna Medicare Plans in Winona, MS
Insurance Agents Offering Mutual Medicare Plans in Winona, MS

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 Winona Medicare agent.

The Medicare Plan Your Friend Loves May Not Work for You: 6 Things to Check Before You Enroll
Written by Jon Cavanaugh Medicare Insurance Agent
The Medicare Plan Your Friend Loves May Not Work for You: 6 Things to Check Before You Enroll

Written by Jon Cavanaugh

Two people on the same street can have completely different Medicare needs. Before you enroll based on a recommendation, check these six things to make sure the plan actually works for your doctors, prescriptions, budget, and travel habits.

Smart Medicare Choices for Seniors Working Beyond 65
Written by Rodney Powell Medicare Insurance Agent
Smart Medicare Choices for Seniors Working Beyond 65

Written by Rodney Powell

For seniors continuing to work past 65, Medicare brings a set of decisions that can meaningfully affect both healthcare access and long-term finances. Transitioning from employer-sponsored group coverage to Medicare takes real planning.

Utah's New Medigap Birthday Rule: What It Changes, What It Doesn't, and How to Use It
Written by Brian Penner Medicare Insurance Agent
Utah's New Medigap Birthday Rule: What It Changes, What It Doesn't, and How to Use It

Written by Brian Penner

Utah's H.B. 258 gives Medigap policyholders a 60-day birthday window to switch plans without medical underwriting. Here's how the rule works, what it covers, and what it doesn't.

Local Resources for Seniors in Winona

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

Finding Services for Older Adults in Mississippi

Discover a bounty of resources for older adults living in Mississippi with this in-depth guide. Optimized to aid seniors and their families in finding healthcare, nutritional assistance, transportation, and more, this tool is tailored to meet unique needs fitting individual circumstances.

Visit the Finding Services for Older Adults in Mississippi website »