Windsor, VT Local Medicare Insurance Agents

Medicare Agents Hub in Windsor, VT provides a comprehensive directory of local Medicare agents, brokers, and advisors ready to assist you in navigating your Medicare options. Whether you're turning 65 or already a beneficiary, our platform connects you with knowledgeable professionals who can help you make informed decisions about your healthcare coverage. Windsor, known as the "Birthplace of Vermont," is steeped in history and charm, having once been the state capital. Discover the benefits of personalized service and local expertise with our trusted Medicare experts in Windsor.

Top 8 Medicare Agents & Brokers Serving Windsor, VT

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

Glenn Flessas - Medicare Agent serving Windsor, VT
Glenn Flessas

#1 Top Rated Windsor Agent

603-859-8651
Contact Glenn
Joerg Bernhard - Medicare Agent serving Windsor, VT
Joerg Bernhard

#2 Top Rated Windsor Broker

802-282-8074
Contact Joerg
David Quintal - Medicare Agent serving Windsor, VT
David Quintal

#3 Top Rated Windsor Broker

978-419-9241
Contact David
Tracey Twarog - Medicare Agent serving Windsor, VT
Tracey Twarog

#4 Top Rated Windsor Broker

518-757-7251
Contact Tracey
Francis Burgoyne - Medicare Agent serving Windsor, VT
Francis Burgoyne

#5 Top Rated Windsor Agent

978-673-6577
Contact Francis
Paul Barrett - Medicare Agent serving Windsor, VT
Paul Barrett

#6 Top Rated Windsor Agent

631-516-9688
Contact Paul
Craig Smith - Medicare Agent serving Windsor, VT
Craig Smith

#7 Top Rated Windsor Broker

917-779-0808
Contact Craig
Joseph Lipski - Medicare Agent serving Windsor, VT
Joseph Lipski

#8 Top Rated Windsor Broker

732-327-0432
Contact Joseph

Local Windsor Medicare Insurance Representatives by Distance

Kathryn Alafat Morneault Medicare Agent Licensed in VT
Kathryn Alafat Morneault

  • Licensed in VT (47 mi.)
Heather Fosgate Medicare Agent Williston, VT 05495
Heather Fosgate

  • Williston, VT 05495 (73 mi.)
Adam Calnan SR Medicare Agent Licensed in VT
Adam Calnan SR

HealthMarkets

  • Licensed in VT (40 mi.)
Todd Oconnell Medicare Agent Licensed in VT
Todd Oconnell

  • Licensed in VT (47 mi.)
Bruce Adams Medicare Agent Licensed in VT
Bruce Adams

  • Licensed in VT (47 mi.)
Brian Bond Medicare Agent Licensed in VT
Brian Bond

  • Licensed in VT (47 mi.)
Ethan Emerson Medicare Agent Licensed in VT
Ethan Emerson

  • Licensed in VT (47 mi.)
Jason Schnoor Medicare Agent Weybridge, VT 05753
Jason Schnoor

  • Weybridge, VT 05753 (51 mi.)
Cheryl Favreau Medicare Agent Licensed in VT
Cheryl Favreau

Simple Healthcare Solution

  • Licensed in VT (52 mi.)
Peter Cormie Medicare Agent Licensed in VT
Peter Cormie

  • Licensed in VT (57 mi.)
John Neibich Medicare Agent Woodford, VT 05201
John Neibich

Copper Star Senior Benefits

  • Woodford, VT 05201 (57 mi.)
Keith Marino Medicare Agent Waterbury, VT 05676
Keith Marino

  • Waterbury, VT 05676 (61 mi.)
Timothy Davis Medicare Agent N Ferrisburgh, VT 05473
Timothy Davis

  • N Ferrisburgh, VT 05473 (65 mi.)
Leon Simoneau Medicare Agent Licensed in VT
Leon Simoneau

  • Licensed in VT (71 mi.)

Refine Results Further by Zip Code

Looking for more specific results within Windsor or Vermont? 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 Windsor zip code 05089.

MedicareAgentsHub.com also features licensed Medicare insurance brokers in nearby communities Claremont, West Lebanon, Lebanon, Springfield, Grantham, Newport, Hanover, Charlestown, Chester, and Norwich.

Why work with a local Windsor Medicare Expert?

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

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

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 Windsor 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 Windsor

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

Vermont Senior Centers - Vermont Adult Services Division

Discover countless opportunities for a vibrant senior life at Vermont's Senior Centers. Providing services like nutritious meal provisions, engaging wellness activities, and social engagement platforms, these centers support over 15,500 seniors each year in their journey for healthy aging. They help deter feelings of isolation, encouraging a more fulfilling and independent lifestyle for senior citizens.

Visit the Vermont Senior Centers - Vermont Adult Services Division website »

Central Vermont Council on Aging

The Central Vermont Council on Aging is a leading advocate for healthy aging among Central Vermont residents. They provide an array of programs and services for people over 60, caregivers, and their families, aiding local seniors to age with dignity and choice while maintaining a healthy, active lifestyle in their dear communities.

Visit the Central Vermont Council on Aging website »