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Health Insurance Agents in Winchester, VA

Compare health insurance agents in Winchester. Review contact information and insurance categorys before you decide.

20 agents listed
Updated May 2026
Winchester, VA
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 Virginia before hiring.
Showing 20 health insurance agents in Winchester, VA Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Blue Ridge Agents Insurance
141 W Boscawen St, Winchester, VA 22601
(540) 431-4373 blueridgeagents.com
Creekside Insurance Advisors, Inc.
167 Creekside Ln, Winchester, VA 22602
(540) 722-2529 creeksideadvisors.net
I Know Medicare
28 Weems Ln, Winchester, VA 22601
(540) 662-4432 medicaretrustedagents.com
Lynne Rio Insurance Agency
226 S Loudoun St, Winchester, VA 22601
(540) 665-0086 rio-insurance.com
Walter & Walter Insurance Agency
3186 Valley Pike, Winchester, VA 22602
(540) 662-1212 walterandwalter.com
TWG Insurance
24 W Piccadilly St, Winchester, VA 22601
(540) 662-1828 twg-insurance.com
Mark Dunford Insurance Agency
3223 Valley Pike, Winchester, VA 22602
(540) 665-0911 dunfordinsurance.com
Wilkins Insurance Agency, Inc.
4125 Valley Pike, Winchester, VA 22602
(540) 667-6611 wilkinsinsuranceinc.com
HIS Insurance & Service, Inc.
2810 Valley Ave, Winchester, VA 22601
(540) 535-0200 his-insurance.com
Strawderman Financial
2400 Valley Ave STE LL7, Winchester, VA 22601
(540) 336-8382 strawdermanfinancial.com
Virginia Farm Bureau Insurance Company
125 Prosperity Dr, Winchester, VA 22602
(540) 869-8650 vafb.com
Insurance Center of Winchester
728 S Loudoun St, Winchester, VA 22601
(540) 667-0700 inscenterwin.com
The Chad M. Lewis Insurance Agency
1000 Valley Ave #3, Winchester, VA 22601
(540) 313-9100 agency.nationwide.com
Valley Insurance Center
2261 Valley Ave, Winchester, VA 22601
(540) 667-9905
Partlow Insurance Agency, Inc.
2333 N Frederick Pike, Winchester, VA 22603
(540) 665-8387 partlowinsurance.com
Bankers Life
704 Baker Ln Ste 1, Winchester, VA 22603
(540) 662-2142 branches.bankerslife.com
Woodmen of the World Insurance
109 Boundary Ave, Winchester, VA 22602
(270) 559-3820 woodmenlife.org
FurSure Insurance CO.
609 Cedar Creek Grade, Winchester, VA 22601
(540) 212-6145
Steinlage Insurance Agency of Winchester
100 N Loudoun St Suite 130, Winchester, VA 22601
(636) 561-5060 steinlageagency.com
BluePoint Benefits
3113 Valley Ave Suite 108, Winchester, VA 22601
(540) 336-9054 mybrb.bank

Health insurance agents in Winchester Virginia help individuals families and small businesses find suitable coverage. Virginia law requires agents to be licensed by the State Corporation Commission. Agents can assist with plans on the Virginia Health Benefit Exchange or with private options.

What Does a Health Insurance Agent in Winchester Cost?

Health insurance agents in Virginia do not charge a fee for their services. They receive commissions from insurance carriers. The cost of the health insurance plan itself varies widely. A typical ACA bronze plan for a single adult in Winchester might cost between 350 and 600 dollars per month before subsidies. Subsidies based on income can lower that amount significantly. 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 is the role of a health insurance agent in Winchester Virginia?
A health insurance agent helps you compare plans from different carriers and enroll in coverage. They can explain plan details like deductibles and networks. Agents are paid by the insurance company so you do not pay extra for their help.
Can a health insurance agent help me with Virginia Medicaid or FAMIS?
Yes some agents are trained to help with Medicaid and FAMIS applications for children. Virginia expanded Medicaid in 2019 so many low income adults now qualify. An agent can check your eligibility and guide you through the application.