Skip to main content

Find Medicare Insurance Agents in Middlebury, VT

Compare medicare insurance agents in Middlebury. Review contact information and insurance categorys before you decide.

11 agents listed
Updated May 2026
Middlebury, VT
Important: Listings are compiled from publicly available sources and have not been independently verified by BeforeInsuranceUSA.com. We do not endorse any agent or guarantee outcomes. Verify licensing and disciplinary status with the Department of Insurance of Vermont before hiring.
Showing 11 medicare insurance agents in Middlebury, VT Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Carter Insurance Agency, LLC
1396 US-7, Middlebury, VT 05753
(802) 385-1189 dewittblake.com
Jim Soriano - State Farm Insurance Agent
57 Court St, Middlebury, VT 05753
(802) 388-3276 insuringvermont.com
Co-operative Insurance Companies
292 Colonial Dr, Middlebury, VT 05753
(800) 388-6638 co-opinsurance.com
The Tax Team, LLC
86 Court St, Middlebury, VT 05753
(802) 388-6603 taxteamvt.com
Elderly Services Inc.
112 Exchange St, Middlebury, VT 05753
(802) 388-3983 elderlyservices.org
Laberge Insurance Inc
1 Washington St, Middlebury, VT 05753
(802) 388-2772 labergeinsurance.com
The Richards Group
152 Maple St UNIT 203, Middlebury, VT 05753
(802) 254-6016 therichardsgrp.com
Holden Financial Services, Inc
94 Court St, Middlebury, VT 05753
(802) 388-4992
Bourdon Insurance Agency, Inc.
48 Merchants Row, Middlebury, VT 05753
(802) 388-4837
Green Mountain Insurance & Retirement Solutions - Vermont
48 Merchants Row, Middlebury, VT 05753
(802) 233-0170 aplanfortomorrow.com
Community Investment Counselors
1603, 63 Maple St #25, Middlebury, VT 05753
(802) 388-1357 communityinvestmentcounselors.com

What Does a Medicare Insurance Agent in Middlebury Cost?

Medicare insurance agent services in Vermont are usually free to you because agents earn commissions from insurance carriers. Medigap plans in Vermont can cost between $100 and $300 per month depending on your age, gender, and tobacco use. Medicare Advantage plans often have low or zero monthly premiums but may include copays and deductibles. This is general information and not insurance advice.

* Cost estimates are general ranges based on publicly available data and compiled using automated research tools. Actual fees vary by agent and case complexity. This is not insurance advice — consult directly with an agent for fee specifics.

Frequently Asked Questions

What does a Medicare insurance agent in Middlebury do?
A Medicare insurance agent helps you compare plans, enroll in Medicare Part A and Part B, and choose Medicare Advantage or Medigap policies. They also assist with Part D prescription drug plans and annual enrollment changes. Agents in Vermont must be certified by the plans they sell.
When can I enroll in Medicare in Middlebury Vermont?
The Initial Enrollment Period lasts seven months, starting three months before your 65th birthday month and ending three months after. The Annual Enrollment Period runs from October 15 to December 7 each year. Vermont also has a Special Enrollment Period for certain life events like moving or losing other coverage.