Winchester, TN Local Medicare Insurance Agents

Looking for local Medicare agents in Winchester, TN? Look no further than Medicare Agents Hub! Our directory offers a convenient way to connect with experienced Medicare agents, brokers, and advisors in the area. Winchester, located in Franklin County, is known for its stunning natural beauty, with Tims Ford Lake being a popular spot for fishing and boating enthusiasts. So whether you're a current Medicare beneficiary or turning 65 soon, let our directory help you find the perfect Medicare professional to assist you in navigating your healthcare options in Winchester.

Top 8 Medicare Agents & Brokers Serving Winchester, TN

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

William Simmons - Medicare Agent serving Winchester, TN
William Simmons

#1 Top Rated Winchester Broker

256-791-2746
Contact William
Michael Reardon - Medicare Agent serving Winchester, TN
Michael Reardon

#2 Top Rated Winchester Broker

423-734-8810
Contact Michael
Steve Thurmond - Medicare Agent serving Winchester, TN
Steve Thurmond

#3 Top Rated Winchester Broker

423-249-9977
Contact Steve
Misty Bolt - Medicare Agent serving Winchester, TN
Misty Bolt

#4 Top Rated Winchester Agent

423-703-0626
Contact Misty
Aaron Dixon - Medicare Agent serving Winchester, TN
Aaron Dixon

#5 Top Rated Winchester Broker

423-703-0635
Contact Aaron
Tanner Moore - Medicare Agent serving Winchester, TN
Tanner Moore

#6 Top Rated Winchester Broker

423-730-9451
Contact Tanner
Sherry Rose - Medicare Agent serving Winchester, TN
Sherry Rose

#7 Top Rated Winchester Agent

706-349-1649
Contact Sherry
Rebecca Brom - Medicare Agent serving Winchester, TN
Rebecca Brom

#8 Top Rated Winchester Broker

256-646-2110
Contact Rebecca

Local Winchester Medicare Insurance Representatives by Distance

Top Rated
Scott Ivey Medicare Agent Licensed in TN
Scott Ivey

Senior Benefits of North Alabama, LLC

  • Licensed in TN (65 mi.)
Top Rated
Hayes Hummel Medicare Agent Brentwood, TN 37027
Hayes Hummel

Hummel Financial Group

  • Brentwood, TN 37027 (67 mi.)
Troy Gachett Medicare Agent Licensed in TN
Troy Gachett

  • Licensed in TN (0 mi.)
Savannah Haddon Medicare Agent Winchester, TN 37398
Savannah Haddon

V.R. Williams & Company

  • Winchester, TN 37398
Angelina West Medicare Agent Winchester, TN 37398
Angelina West

V.R. Williams and Company

  • Winchester, TN 37398
Mark Hill Medicare Agent Decherd, TN 37324
Mark Hill

  • Decherd, TN 37324 (2 mi.)
Rachael Metcalf Medicare Agent Manchester, TN 37355
Rachael Metcalf

  • Manchester, TN 37355 (19 mi.)
Duane Boebel Medicare Agent Licensed in TN
Duane Boebel

Hickory Grove Insurance Agency LLC

  • Licensed in TN (27 mi.)
Matthew Page Medicare Agent Shelbyville, TN 37160
Matthew Page

  • Shelbyville, TN 37160 (28 mi.)
Mesha Wright Medicare Agent Shelbyville, TN 37162
Mesha Wright

  • Shelbyville, TN 37162 (28 mi.)
Jaquetta Moreland Medicare Agent Morrison, TN 37357
Jaquetta Moreland

  • Morrison, TN 37357 (30 mi.)
Stephen Gallagher Medicare Agent Bell Buckle, TN 37020
Stephen Gallagher

  • Bell Buckle, TN 37020 (31 mi.)
Nathaniel Frazier Medicare Agent Murfreesboro, TN 37127
Nathaniel Frazier

  • Murfreesboro, TN 37127 (43 mi.)
Sean Krause Medicare Agent Dunlap, TN 37327
Sean Krause

SKI Group

  • Dunlap, TN 37327 (43 mi.)
Roselyn Billups Medicare Agent Licensed in TN
Roselyn Billups

  • Licensed in TN (43 mi.)
Paul Ruffner Medicare Agent Licensed in TN
Paul Ruffner

  • Licensed in TN (43 mi.)

Refine Results Further by Zip Code

Looking for more specific results within Winchester or Tennessee? 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 Winchester zip code 37398.

MedicareAgentsHub.com also features licensed Medicare insurance brokers in nearby communities Tullahoma, Lynchburg, Manchester, South Pittsburg, Fayetteville, Jasper, Shelbyville, Hazel Green, Moores Mill, and Meridianville.

Why work with a local Winchester Medicare Expert?

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

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

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 Winchester 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 Winchester

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

Tennessee Commission on Aging and Disability

The Tennessee Commission on Aging and Disability is an official state agency established to advocate for the welfare of older residents and adults with disabilities. It serves as a hub for various programs, resources, and services aimed at enhancing the quality of life and independence of these individuals. The Commission handles everything from comprehensive community-based systems to home-delivered meal services, ensuring Tennesseans have access to vital age- and disability-specific resources. It also operates a clearinghouse to provide valuable information on the needs and characteristics of older adults.

Visit the Tennessee Commission on Aging and Disability website »