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.

Madison Martin - Medicare Agent serving Winchester, TN
Madison Martin

#1 Top Rated Winchester Broker

256-596-4711
Contact Madison
Kerry Garner - Medicare Agent serving Winchester, TN
Kerry Garner

#2 Top Rated Winchester Agent

256-406-2572
Contact Kerry
Lt Col Tim Brown - Medicare Agent serving Winchester, TN
Lt Col Tim Brown

#3 Top Rated Winchester Broker

615-697-8826
Contact Lt Col Tim
Mary Green - Medicare Agent serving Winchester, TN
Mary Green

#4 Top Rated Winchester Broker

256-449-8983
Contact Mary
Steve Thurmond - Medicare Agent serving Winchester, TN
Steve Thurmond

#5 Top Rated Winchester Broker

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

#6 Top Rated Winchester Agent

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

#7 Top Rated Winchester Broker

423-703-0635
Contact Aaron
Jeremy Harkins - Medicare Agent serving Winchester, TN
Jeremy Harkins

#8 Top Rated Winchester Broker

615-814-6117
Contact Jeremy

Local Winchester Medicare Insurance Representatives by Distance

Duane Boebel Medicare Agent Licensed in TN
Duane Boebel

Hickory Grove Insurance Agency LLC

  • Licensed in TN (27 mi.)
Juan Beraldi Medicare Agent Murfreesboro, TN 37130
Juan Beraldi

Beraldi Insurance - Bilingual English & Español

  • Murfreesboro, TN 37130 (48 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.)
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.)
Zachery West Medicare Agent Licensed in TN
Zachery West

  • Licensed in TN (29 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.)
William Simmons Medicare Agent Licensed in TN
William Simmons

Medicare Transition Advisors of Huntsville

  • Licensed in TN (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.)
Bryan Higginbotham Medicare Agent Signal Mountain, TN 37377
Bryan Higginbotham

  • Signal Mountain, TN 37377 (44 mi.)
Michael Reardon Medicare Agent Signal Mountain, TN 37377
Michael Reardon

Southern life

  • Signal Mountain, TN 37377 (44 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 Decherd, Sewanee, Tullahoma, Lynchburg, Manchester, South Pittsburg, Fayetteville, Park City, Jasper, and Shelbyville.

Local Medicare Insurance Agents in Winchester Tennessee

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 Decherd or Sewanee. 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 Devoted 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.

The One-Way Door: Why Leaving a Medicare Advantage Plan Can Be Harder Than Joining One
Written by Taylor Langlois Medicare Insurance Agent
The One-Way Door: Why Leaving a Medicare Advantage Plan Can Be Harder Than Joining One

Written by Taylor Langlois

Medicare Advantage is easy to join but difficult to leave with full financial protection. This article explains why medical underwriting, the Medigap open enrollment window, trial rights, and guaranteed issue rules make the exit far more complicated than the entrance.

Understanding Medicare: A Guide to 2027 Benefit Basics
Written by Robert Helmkamp II Medicare Insurance Agent
Understanding Medicare: A Guide to 2027 Benefit Basics

Written by Robert Helmkamp II

An Independent Medicare Broker breaks down the four parts of Medicare, compares Original Medicare and Medicare Advantage, outlines 2027 premiums and deductibles, and walks through critical enrollment windows.

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.

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 »