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Find Medicare Insurance Agents Near You in Chester, VA

Browse medicare insurance agents serving Chester, Virginia. Updated 2026-07-14.

The top-rated medicare insurance agent in Chester, Virginia is Tyler Tiesing - State Farm Insurance Agent, rated 5.0 stars across 161 reviews. Other highly rated options include Van Andersen - State Farm Insurance Agent, Virginia Farm Bureau Insurance Company, C. H. Faber Jr - State Farm Insurance Agent. This directory lists 14 medicare insurance agents serving Chester.

Showing 14 medicare insurance agents in Chester, VAListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Tyler Tiesing - State Farm Insurance Agent2710 W Hundred Rd(804) 541-1726
2Van Andersen - State Farm Insurance Agent11342 Iron Bridge Rd(804) 796-2307
3Virginia Farm Bureau Insurance Company3801 W Hundred Rd(804) 748-5467
4C. H. Faber Jr - State Farm Insurance Agent3619 W Hundred Rd(804) 796-2900
5Steven Rivera: Allstate Insurance10330 Iron Bridge Rd(804) 674-4000
6Robert M. Zevgolis: Allstate Insurance13135 Rivers Bend Blvd(804) 452-0071
7Heinz Insurance Group Chester12230 Iron Bridge Rd Ste A(804) 748-7400
8Amanda Knotts: Allstate Insurance10400 Chester Rd # 201B(804) 796-6242
9Farmers Insurance - Jermaine Dunn4207 W Hundred Rd(804) 252-5743
10Preston Tribble: Allstate Insurance4316 Chester Vlg Ln(804) 748-6262
TT
2710 W Hundred Rd
Tyler Tiesing - State Farm Insurance Agent
Medicare Insurance Agent · Chester, VA

Tyler Tiesing - State Farm Insurance Agent serves the Chester, Virginia area and the greater metro region. As a Medicare insurance agent, the office helps individuals understand the complexities of healthcare coverage during retirement. Assistance is provided in comparing plan options and navigating enrollment periods. The agency also handles supplemental insurance policies. These services include helping clients with Medicare Advantage and Medicare supplement plan selections.

VA
11342 Iron Bridge Rd
Van Andersen - State Farm Insurance Agent
Medicare Insurance Agent · Chester, VA

Van Andersen - State Farm Insurance Agent in Chester, VA offers a full range of Medicare insurance options to help clients navigate their coverage needs. The company assists with plan selection and provides ongoing support to ensure policies remain aligned with changing health requirements. Regular service includes annual reviews and coordination with healthcare providers. The agent services single-family homes, apartments, retail, and restaurants.

VF
3801 W Hundred Rd
Virginia Farm Bureau Insurance Company
Medicare Insurance Agent · Chester, VA

Serving Chester residents, this agency specializes in Medicare plan selection and annual enrollment guidance. It assists with comparing coverage options and navigating plan changes as a local Medicare Insurance Agent. Clients can receive explanations of Part D prescription drug plans and Medicare Advantage alternatives. The provider helps with seasonal adjustments during the Annual Enrollment Period, when retirees assess upcoming healthcare needs and take advantage of the chance to switch or drop plans before December 7.

CH
3619 W Hundred Rd
C. H. Faber Jr - State Farm Insurance Agent
Medicare Insurance Agent · Chester, VA

C. H. Faber Jr - State Farm Insurance Agent in Chester, VA, provides Medicare insurance guidance to clients throughout Chester and neighboring communities in central Virginia. The agency helps individuals navigate Medicare plans, including supplements and prescription drug coverage, with a focus on matching policies to specific healthcare needs and budgets. A typical engagement begins by reviewing a client’s current coverage and medical situation, then compares available options to identify a suitable plan for their circumstances.

SR
10330 Iron Bridge Rd
Steven Rivera: Allstate Insurance
Medicare Insurance Agent · Chester, VA

Steven Rivera: Allstate Insurance serves homeowners, retirees, and individuals seeking Medicare coverage in Chester, VA. The agency helps clients navigate plan options, including Medicare Advantage and Supplement policies, to align with their healthcare needs and budgets. Appointments provide clear explanations of coverage details and enrollment timelines. In addition to Chester, the agency also assists residents of the nearby Petersburg area with their Medicare insurance decisions.

RM
13135 Rivers Bend Blvd
Robert M. Zevgolis: Allstate Insurance
Medicare Insurance Agent · Chester, VA

When selecting a Medicare insurance agent in Chester, VA, clients can choose between one-time consultations for policy comparisons or recurring annual reviews to adjust coverage as needs change. Robert M. Zevgolis: Allstate Insurance helps individuals navigate this transition, ensuring their plans align with current healthcare requirements and budgets. As with all local agents, certified professionals verify eligibility for Parts A, B, and supplemental plans. Service is offered on an as-needed basis, accommodating both initial enrollments and periodic reassessments throughout the year.

HI
12230 Iron Bridge Rd Ste A
Heinz Insurance Group Chester
Medicare Insurance Agent · Chester, VA

Heinz Insurance Group Chester specializes in guiding Medicare beneficiaries through plan options in Chester, VA. The company provides assistance with enrollment, plan comparisons, and annual policy reviews. It helps clients understand the differences between Medicare Advantage, Supplement, and Part D prescription drug plans. A significant seasonal concern it addresses is the Medicare Annual Enrollment Period, ensuring clients adjust coverage to meet their changing health needs for the upcoming year.

AK
10400 Chester Rd # 201B
Amanda Knotts: Allstate Insurance
Medicare Insurance Agent · Chester, VA

As open enrollment prompts many Chester residents to review their coverage, Amanda Knotts: Allstate Insurance provides guidance on Medicare plan options for this area. The agency helps seniors compare Part D drug plans, Advantage plans, and supplement policies to match individual healthcare needs. Clients receive a clear explanation of plan differences, which can reduce confusion during annual deadlines. An initial in-person or phone assessment is scheduled to review a person’s current medications and preferred doctors before any recommendation.

FI
4207 W Hundred Rd
Farmers Insurance - Jermaine Dunn
Medicare Insurance Agent · Chester, VA

Farmers Insurance - Jermaine Dunn serves clients seeking health coverage and financial protection in Chester, VA. The agency specializes in offering Medicare insurance agent services, helping individuals navigate plan options and enrollment periods. General insurance needs, such as auto, home, and life policies, are also addressed by this local office. Commercial clients can find coverage tailored to various business environments, including small offices, warehouses, and food service operations.

PT
4316 Chester Vlg Ln
Preston Tribble: Allstate Insurance
Medicare Insurance Agent · Chester, VA

Serving residents of Chester and surrounding communities, Preston Tribble: Allstate Insurance offers Medicare insurance guidance for individuals navigating their healthcare coverage options. Commercial insurance plans for local businesses are also available within the same service area. An agent helps clients compare plans annually during open enrollment, clarifying benefits and out-of-pocket costs. This dedicated assistance aims to simplify plan selection and ensure coverage aligns with current health needs. Regular contact continues between annual visits, allowing policy adjustments when personal circumstances change.

AP
10330 Iron Bridge Rd
Allstate Personal Financial Representative: Jeff Layne
Medicare Insurance Agent · Chester, VA
(804) 389-2231
agents.allstate.com/jeff-layne-chester-va.html
JD
3511 W Hundred Rd
Jack Daniel - State Farm Insurance Agent
Medicare Insurance Agent · Chester, VA
(804) 748-0034
jackdaniel.biz
NA
5006 Dampier Ct
National Agents Alliance-EdBurgos
Medicare Insurance Agent · Chester, VA
(808) 722-9849
SF
4301 W Hundred Rd
State Farm Insurance
Medicare Insurance Agent · Chester, VA
(804) 454-1800

What Does a 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.

About medicare insurance agents in Chester

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.

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.

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