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.

Jerry Leavitt - Medicare Agent serving Windsor, VT
Jerry Leavitt

#1 Top Rated Windsor Agent

603-207-1336
Contact Jerry
David Quintal - Medicare Agent serving Windsor, VT
David Quintal

#2 Top Rated Windsor Broker

978-419-9241
Contact David
Ronald Plocinski - Medicare Agent serving Windsor, VT
Ronald Plocinski

#3 Top Rated Windsor Broker

603-272-7132
Contact Ronald
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
Joel McClure - Medicare Agent serving Windsor, VT
Joel McClure

#6 Top Rated Windsor Agent

860-855-8430
Contact Joel
James Beyer - Medicare Agent serving Windsor, VT
James Beyer

#7 Top Rated Windsor Broker

860-789-6934
Contact James
Christian Soucy - Medicare Agent serving Windsor, VT
Christian Soucy

#8 Top Rated Windsor Agent

401-600-0948
Contact Christian

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.)
Jessica Dunn Medicare Agent Licensed in VT
Jessica Dunn

Core Benefits

  • Licensed in VT (17 mi.)
Vicki Wuest Medicare Agent Licensed in VT
Vicki Wuest

Prosperity Life & Health, LLC

  • Licensed in VT (18 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 Middlebury, VT 05753
Jason Schnoor

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

Simple Healthcare Solution

  • Licensed in VT (52 mi.)
Mark Davisson Medicare Agent Montpelier, VT 05604
Mark Davisson

Davisson Insurance Solutions

  • Montpelier, VT 05604 (54 mi.)
Peter Cormie Medicare Agent Licensed in VT
Peter Cormie

  • Licensed in VT (57 mi.)
Keith Marino Medicare Agent Waterbury, VT 05676
Keith Marino

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

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

  • Licensed in VT (71 mi.)
Scott Ede Medicare Agent South Burlington, VT 05403
Scott Ede

Green Mountain Insurance Solutions, Inc

  • South Burlington, VT 05403 (77 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, Woodstock, West Lebanon, White River Junction, Lebanon, Springfield, Wilder, Grantham, Newport, and Hanover.

Local Medicare Insurance Agents in Windsor Vermont

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 Woodstock. 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 Devoted 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.

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 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 »