Local Medicare Agents & Brokers in Chester, Vermont

Discover supportive, well-versed Local Medicare agents in Chester, VT via the comprehensive directory provided by Medicare Agents Hub. Our platform simplifies your search for Medicare insurance agents, brokers, and advisors, connecting you with professionals who deeply understand the Medicare landscape. They strive to cover your unique needs with attention to detail. Unearth the beauty of Chester with its intriguing Stone Village, the town's half-mile long stretch of homes made entirely from local granite, a fact that adds a unique charm to this Vermont town. Leverage your exploration of Chester with our Medicare agent search.

Top 8 Medicare Consultants Serving Chester, VT

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

Glenn Flessas - Medicare Agent serving Chester, VT
Glenn Flessas

#1 Top Rated Chester Agent

603-859-8651
Contact Glenn
David Quintal - Medicare Agent serving Chester, VT
David Quintal

#2 Top Rated Chester Broker

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

#3 Top Rated Chester Broker

518-757-7251
Contact Tracey
Joerg Bernhard - Medicare Agent serving Chester, VT
Joerg Bernhard

#4 Top Rated Chester Broker

802-282-8074
Contact Joerg
Francis Burgoyne - Medicare Agent serving Chester, VT
Francis Burgoyne

#5 Top Rated Chester Agent

978-673-6577
Contact Francis
Michael Pino - Medicare Agent serving Chester, VT
Michael Pino

#6 Top Rated Chester Broker

203-920-0294
Contact Michael
Paul Barrett - Medicare Agent serving Chester, VT
Paul Barrett

#7 Top Rated Chester Agent

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

#8 Top Rated Chester Broker

917-779-0808
Contact Craig

Local Chester Medicare Insurance Representatives by Distance

Kathryn Alafat Morneault Medicare Agent Licensed in VT
Kathryn Alafat Morneault

  • Licensed in VT (52 mi.)
Deb Haley Medicare Agent Licensed in VT
Deb Haley

  • Licensed in VT (82 mi.)
Jessica Dunn Medicare Agent Licensed in VT
Jessica Dunn

Core Benefits

  • Licensed in VT (34 mi.)
John Neibich Medicare Agent Woodford, VT 05201
John Neibich

Copper Star Senior Benefits

  • Woodford, VT 05201 (40 mi.)
Peter Cormie Medicare Agent Licensed in VT
Peter Cormie

  • Licensed in VT (45 mi.)
Cheryl Favreau Medicare Agent Licensed in VT
Cheryl Favreau

Simple Healthcare Solution

  • Licensed in VT (50 mi.)
Todd Oconnell Medicare Agent Licensed in VT
Todd Oconnell

  • Licensed in VT (52 mi.)
Bruce Adams Medicare Agent Licensed in VT
Bruce Adams

  • Licensed in VT (52 mi.)
Brian Bond Medicare Agent Licensed in VT
Brian Bond

  • Licensed in VT (52 mi.)
Ethan Emerson Medicare Agent Licensed in VT
Ethan Emerson

  • Licensed in VT (52 mi.)
Adam Calnan SR Medicare Agent Licensed in VT
Adam Calnan SR

HealthMarkets

  • Licensed in VT (58 mi.)
Jason Schnoor Medicare Agent Weybridge, VT 05753
Jason Schnoor

  • Weybridge, VT 05753 (58 mi.)
Karen Lancto Medicare Agent Licensed in VT
Karen Lancto

  • Licensed in VT (67 mi.)
Leon Simoneau Medicare Agent Licensed in VT
Leon Simoneau

  • Licensed in VT (68 mi.)
Jesse Letarte Medicare Agent Licensed in VT
Jesse Letarte

  • Licensed in VT (73 mi.)
Timothy Davis Medicare Agent N Ferrisburgh, VT 05473
Timothy Davis

  • N Ferrisburgh, VT 05473 (74 mi.)

Refine Results Further by Zip Code

Looking for more specific results within Chester 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 Chester zip code 05143.

MedicareAgentsHub.com also features licensed Medicare insurance brokers in nearby communities Springfield, Charlestown, Bellows Falls, Claremont, Windsor, Putney, Newport, Keene, Brattleboro, and Grantham.

Why work with a local Chester Medicare Consultant?

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

  • Familiar with Chester: 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 Chester might be a totally different price in Springfield or Charlestown. Local Medicare advisors can provide accurate quotes and help you compare and choose a local Medicare plan in real time.
  • Intimate Medicare Knowledge: Agents familiar with Chester 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 Chester Medicare & Senior Resources.
Insurance Agents Offering Aetna Medicare Plans in Chester, VT
Insurance Agents Offering Anthem Medicare Plans in Chester, VT
Insurance Agents Offering Humana Medicare Plans in Chester, VT
Insurance Agents Offering UnitedHealthcare Medicare Plans in Chester, VT
Insurance Agents Offering Cigna Medicare Plans in Chester, VT
Insurance Agents Offering Mutual Medicare Plans in Chester, 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 Chester 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’s transformative changes are sparking discussions among new and current enrollees. From cost-saving measures to privatization concerns, these shifts are reshaping healthcare planning. Here are the top trending topics you need to know, based on recent updates.

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 Best Way to Apply for Medicare with a Plan G Supplement
Written by Charise Karjala Medicare Insurance Agent
The Best Way to Apply for Medicare with a Plan G Supplement

Written by Charise Karjala

This guide breaks down everything you need to know about Medigap Plan G—one of the most popular and comprehensive supplemental insurance options for retirees. You’ll learn why Plan G stands out, especially if you prefer private hospitals. Learn how to apply for Medicare with Plan G, what it covers (like Part B excess charges), and when to enroll to get the best rates.

Local Resources for Seniors in Chester

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