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HomeHealth Insurance AgentsVirginia › Winchester

Find Health Insurance Agents Near You in Winchester, VA

Browse health insurance agents serving Winchester, Virginia. Updated 2026-07-14.

The top-rated health insurance agent in Winchester, Virginia is Blue Ridge Agents Insurance, rated 5.0 stars across 401 reviews. Other highly rated options include Creekside Insurance Advisors, Inc., I Know Medicare, Lynne Rio Insurance Agency. This directory lists 20 health insurance agents serving Winchester.

Showing 20 health insurance agents in Winchester, VAListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Blue Ridge Agents Insurance141 W Boscawen St(540) 431-4373
2Creekside Insurance Advisors, Inc.167 Creekside Ln(540) 722-2529
3I Know Medicare28 Weems Ln(540) 662-4432
4Lynne Rio Insurance Agency226 S Loudoun St(540) 665-0086
5Walter & Walter Insurance Agency3186 Valley Pike(540) 662-1212
6TWG Insurance24 W Piccadilly St(540) 662-1828
7Mark Dunford Insurance Agency3223 Valley Pike(540) 665-0911
8Wilkins Insurance Agency, Inc.4125 Valley Pike(540) 667-6611
9HIS Insurance & Service, Inc.2810 Valley Ave(540) 535-0200
10Strawderman Financial2400 Valley Ave STE LL7(540) 336-8382
BR
141 W Boscawen St
Blue Ridge Agents Insurance
Health Insurance Agent · Winchester, VA

Blue Ridge Agents Insurance serves the Winchester, Virginia, area as a local health insurance agency. It helps individuals and families find health plans that meet their coverage needs and their budgets. The agency assists clients in navigating plan options, enrollment periods, and policy details to ensure a clear understanding of their benefits. By focusing on personalized guidance, it aims to simplify the often complex process of selecting a health plan. This specific agency handles the enrollment and renewal processes for Affordable Care Act marketplace plans.

CI
167 Creekside Ln
Creekside Insurance Advisors, Inc.
Health Insurance Agent · Winchester, VA

Creekside Insurance Advisors, Inc. in Winchester, VA provides health insurance guidance and policy procurement for individuals, families, and local businesses in the area. It offers plan enrollment assistance and ongoing service to help customers understand coverage options and adjust plans as needs change. The agency maintains regular contact with clients to ensure their policies remain appropriate through life changes. It services single-family homes, apartments, retail establishments, and a variety of restaurants in the surrounding region.

IK
28 Weems Ln
I Know Medicare
Health Insurance Agent · Winchester, VA

I Know Medicare serves individuals and families in Winchester, Virginia who are seeking guidance on Medicare plans. The health insurance agent assists clients in comparing plan options and completing enrollments. This includes reviewing prescription drug coverage and explaining supplemental insurance policies. The agent provides local, in-person consultations to help customers navigate their benefits during annual enrollment periods. Its service area also extends to nearby communities such as Stephens City and the greater Frederick County region.

LR
226 S Loudoun St
Lynne Rio Insurance Agency
Health Insurance Agent · Winchester, VA

Serving the Winchester, VA area and surrounding communities, Lynne Rio Insurance Agency handles health insurance needs for individuals and families. The agency guides clients through the selection of medical plans, helping them understand coverage options and network details for local care. Pricing structures and policy benefits are explained clearly to support informed decisions. Each typical job is approached by first assessing the client’s specific healthcare requirements, then comparing available market offerings to find a suitable fit.

WW
3186 Valley Pike
Walter & Walter Insurance Agency
Health Insurance Agent · Winchester, VA

Walter & Walter Insurance Agency in Winchester, VA provides both one-time assistance with selecting a single policy and recurring service for clients who need ongoing adjustments to their coverage. The company helps individuals and families understand their health insurance options, including plan benefits and enrollment periods. As a local health insurance agent, the agency represents multiple carriers to recommend appropriate plans. Service runs on a one-time, scheduled, or as-needed basis depending on the client’s specific needs and preferences each enrollment cycle.

TI
24 W Piccadilly St
TWG Insurance
Health Insurance Agent · Winchester, VA

As a health insurance agent in Winchester, VA, TWG Insurance offers services focused on helping individuals and families select and enroll in medical coverage plans. It assists clients with understanding plan options, deductibles, and provider networks to match their healthcare needs and budgets. The agency also guides customers through the annual Open Enrollment Period, ensuring they meet deadlines for plan changes or new enrollments when life events create a qualifying special enrollment window.

MD
3223 Valley Pike
Mark Dunford Insurance Agency
Health Insurance Agent · Winchester, VA

For residents of Winchester, Virginia, navigating the shifting landscape of open enrollment periods and annual plan changes can be confusing. Mark Dunford Insurance Agency provides clear guidance as a local health insurance agent, helping individuals and families evaluate their coverage options to match medical needs and budgets. Their straightforward process allows clients to understand essential plan differences without pressure. An initial consultation begins with a review of current coverage and a discussion of specific healthcare requirements.

WI
4125 Valley Pike
Wilkins Insurance Agency, Inc.
Health Insurance Agent · Winchester, VA

Wilkins Insurance Agency, Inc. specializes in guiding clients through the selection of individual and group health insurance plans in the Winchester, Virginia area. As a dedicated health insurance agent, the agency helps individuals and employers understand their coverage options, including plan benefits and enrollment procedures. It serves a variety of commercial sectors, including professional offices, warehouses, and food service businesses, tailoring recommendations to their specific workforce needs.

HI
2810 Valley Ave
HIS Insurance & Service, Inc.
Health Insurance Agent · Winchester, VA

HIS Insurance & Service, Inc. serves residents in Winchester, VA with health insurance options for individuals and families. The agency also provides commercial coverage to local businesses seeking employee benefit plans. Their service area extends throughout the region, helping clients navigate plan selection during enrollment periods. Agents review changing policy details and network options to match coverage with healthcare needs. Clients frequently return for follow-up assistance between annual renewal periods to adjust plans as circumstances evolve.

SF
2400 Valley Ave STE LL7
Strawderman Financial
Health Insurance Agent · Winchester, VA

Strawderman Financial, based in Winchester, VA, is known for helping individuals and families navigate the health insurance marketplace. The agency assists clients in selecting from available plans, including options for major medical coverage, dental, and vision benefits. This service focuses on matching policy benefits with personal healthcare needs and budget requirements. Strawderman Financial also supports clients throughout the annual open enrollment period. A specialty service the agency can add on is consultation regarding health savings account eligibility and plan pairing.

CM
1000 Valley Ave #3
The Chad M. Lewis Insurance Agency
Health Insurance Agent · Winchester, VA
(540) 313-9100
agency.nationwide.com/va/winchester/22601/chad-matthew-lewis
VF
125 Prosperity Dr
Virginia Farm Bureau Insurance Company
Health Insurance Agent · Winchester, VA
(540) 869-8650
vafb.com/offices/winchester
IC
728 S Loudoun St
Insurance Center of Winchester
Health Insurance Agent · Winchester, VA
(540) 667-0700
inscenterwin.com
VI
2261 Valley Ave
Valley Insurance Center
Health Insurance Agent · Winchester, VA
(540) 667-9905
WW
109 Boundary Ave
Woodmen of the World Insurance
Health Insurance Agent · Winchester, VA
(270) 559-3820
woodmenlife.org/reps/chasemcatee
BL
704 Baker Ln Ste 1
Bankers Life
Health Insurance Agent · Winchester, VA
(540) 662-2142
branches.bankerslife.com/va/winchester/704-baker-lane
PI
2333 N Frederick Pike
Partlow Insurance Agency, Inc.
Health Insurance Agent · Winchester, VA
(540) 665-8387
partlowinsurance.com
FI
609 Cedar Creek Grade
FurSure Insurance CO.
Health Insurance Agent · Winchester, VA
(540) 212-6145
SI
100 N Loudoun St Suite 130
Steinlage Insurance Agency of Winchester
Health Insurance Agent · Winchester, VA
(636) 561-5060
steinlageagency.com
BB
3113 Valley Ave Suite 108
BluePoint Benefits
Health Insurance Agent · Winchester, VA
(540) 336-9054
mybrb.bank/services/business-services/bluepoint-benefits.html#moreDetails

What Does a 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.

About health insurance agents in Winchester

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.

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.

What is the open enrollment period for health insurance in Virginia?

The open enrollment period for individual plans on the Virginia Health Benefit Exchange usually runs from November 1 to January 15 each year. Outside this window you may qualify for a special enrollment period due to life events like marriage or job loss. An agent can verify your eligibility for a special enrollment.

Health Insurance Agents in Other Virginia Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each health insurance agent's credentials and current standing with your state Department of Insurance.