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Find Medicare Insurance Agents in Chester, VA

Looking for a medicare insurance agent in Chester? Review the directory below to compare your options.

14 agents listed
Updated May 2026
Chester, 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 14 medicare insurance agents in Chester, 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.
Tyler Tiesing - State Farm Insurance Agent
2710 W Hundred Rd, Chester, VA 23831
(804) 541-1726 tiesinginsurance.com
Van Andersen - State Farm Insurance Agent
11342 Iron Bridge Rd, Chester, VA 23831
(804) 796-2307 insurewithvan.com
Virginia Farm Bureau Insurance Company
3801 W Hundred Rd, Chester, VA 23831
(804) 748-5467 vafb.com
Steven Rivera: Allstate Insurance
10330 Iron Bridge Rd, Chester, VA 23831
(804) 674-4000 agents.allstate.com
C. H. Faber Jr - State Farm Insurance Agent
3619 W Hundred Rd, Chester, VA 23831
(804) 796-2900 chfaberinsurance.com
Robert M. Zevgolis: Allstate Insurance
13135 Rivers Bend Blvd, Chester, VA 23836
(804) 452-0071 agents.allstate.com
Heinz Insurance Group Chester
12230 Iron Bridge Rd Ste A, Chester, VA 23831
(804) 748-7400 heinzinsurancegroup.com
Amanda Knotts: Allstate Insurance
10400 Chester Rd # 201B, Chester, VA 23831
(804) 796-6242 agents.allstate.com
Farmers Insurance - Jermaine Dunn
4207 W Hundred Rd, Chester, VA 23831
(804) 252-5743 agents.farmers.com
Preston Tribble: Allstate Insurance
4316 Chester Vlg Ln, Chester, VA 23831
(804) 748-6262 agents.allstate.com
Allstate Personal Financial Representative: Jeff Layne
10330 Iron Bridge Rd, Chester, VA 23831
(804) 389-2231 agents.allstate.com
Jack Daniel - State Farm Insurance Agent
3511 W Hundred Rd, Chester, VA 23831
(804) 748-0034 jackdaniel.biz
National Agents Alliance-EdBurgos
5006 Dampier Ct, Chester, VA 23831
(808) 722-9849
State Farm Insurance
4301 W Hundred Rd, Chester, VA 23831
(804) 454-1800

Medicare insurance agents in Chester, Virginia help residents understand their plan choices, including Medicare Advantage and Medigap options. Virginia law requires agents to be licensed by the State Corporation Commission and follow strict marketing guidelines. Local agents can guide you through initial enrollment and annual open enrollment periods.

What Does a Medicare Insurance Agent in Chester Cost?

Medicare insurance agents in Chester typically do not charge a fee for their services. They receive commissions from the insurance companies whose plans you select. Costs for Medicare plans vary widely: Part B premiums start at around $174.70 per month in 2024, and Medigap plans can range from $100 to $400 per month depending on your age and health. 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

When can I enroll in Medicare in Chester Virginia?
Your Initial Enrollment Period starts three months before you turn 65 and ends three months after your birthday month. Virginia residents also have an Annual Enrollment Period from October 15 to December 7 each year.
What is the difference between Medicare Advantage and Medigap in Virginia?
Medicare Advantage plans replace Original Medicare and often include drug coverage. Medigap plans supplement Original Medicare and help pay for out-of-pocket costs. Virginia law guarantees Medigap access during your Medigap Open Enrollment Period.
Do Medicare agents in Chester charge a fee for their services?
Most Medicare insurance agents in Virginia are paid by insurance companies and do not charge you directly. Always confirm with the agent that their services are free to you before starting a consultation.