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HomeMedicare Insurance AgentsVirginia › Williamsburg

Find Medicare Insurance Agents Near You in Williamsburg, VA

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

The top-rated medicare insurance agent in Williamsburg, Virginia is Barbara Shelly - State Farm Insurance Agent, rated 4.9 stars across 198 reviews. Other highly rated options include Javier Fuentes - State Farm Insurance Agent, William Merz: Allstate Insurance, Colin Owens - State Farm Insurance Agent. This directory lists 20 medicare insurance agents serving Williamsburg.

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

Comparison

Top 10 listings
#NameAddressPhone
1Barbara Shelly - State Farm Insurance Agent1318 Jamestown Rd #103(757) 259-1776
2Javier Fuentes - State Farm Insurance Agent3208 Ironbound Rd(757) 220-9910
3William Merz: Allstate Insurance4920 Monticello Ave Ste 8e(757) 703-7119
4Colin Owens - State Farm Insurance Agent107 Bulifants Blvd STE C(757) 707-3991
5Commonwealth Insurance Center925 Capitol Landing Rd STE A(757) 253-5604
6Trevor Barker - State Farm Insurance Agent5121 Center St Ste 102(757) 564-8050
7Gina Bundy aka Regina Enterprises LLCMake appointments by phone only, 4401 Wind River Run(757) 256-3489
8Atkinson Insurance Agency- Williamsburg1317 Jamestown Rd(757) 229-0800
9United Health Group104 VA-5(757) 378-6450
10Best Insurance Services1904 Pocahontas Trail(757) 219-2401
BS
1318 Jamestown Rd #103
Barbara Shelly - State Farm Insurance Agent
Medicare Insurance Agent · Williamsburg, VA

Barbara Shelly - State Farm Insurance Agent serves the Williamsburg, Virginia area as a local Medicare insurance agent. The company helps clients navigate Medicare plans, including the transition from employer coverage to Medicare. Supplemental policies and prescription drug coverage are key offerings designed for local retirees. The office assists with plan comparisons to match individual healthcare needs in the Williamsburg region. Medicare Advantage enrollment and the annual open enrollment process are specific services the business handles for its community.

JF
3208 Ironbound Rd
Javier Fuentes - State Farm Insurance Agent
Medicare Insurance Agent · Williamsburg, VA

Javier Fuentes - State Farm Insurance Agent in Williamsburg, VA offers a range of services pertaining to Medicare insurance, including plan consultations and enrollment assistance. The agency helps clients review their coverage options during annual enrollment periods and provides guidance on plan changes for the upcoming year. Its maintenance approach focuses on regular policy reviews to adjust for changing health needs. The agent services individual households and families, as well as apartment dwellers, retail employees, and restaurant workers.

WM
4920 Monticello Ave Ste 8e
William Merz: Allstate Insurance
Medicare Insurance Agent · Williamsburg, VA

William Merz: Allstate Insurance serves local homeowners and families seeking guidance with their Medicare insurance needs. The agency helps clients navigate plan options and enrollment periods to find suitable coverage for medical and prescription drug benefits. As a Medicare insurance agent, the business assists individuals in Williamsburg with understanding different plan structures and potential out-of-pocket costs. The agency also provides its services to residents in the greater Hampton Roads area, including neighboring communities such as Newport News.

CO
107 Bulifants Blvd STE C
Colin Owens - State Farm Insurance Agent
Medicare Insurance Agent · Williamsburg, VA

Serving Williamsburg, Virginia, and the surrounding communities, Colin Owens - State Farm Insurance Agent handles Medicare insurance plans. It assists clients with understanding their coverage options during enrollment periods. The company works to clarify the differences between Medicare parts and supplemental policies available in the area. For each client, its typical approach involves reviewing individual healthcare needs, comparing available plan details, and providing personalized guidance through the selection process.

CI
925 Capitol Landing Rd STE A
Commonwealth Insurance Center
Medicare Insurance Agent · Williamsburg, VA

Located in Williamsburg, VA, Commonwealth Insurance Center assists local residents in distinguishing between the one-time, event-driven guidance for annual enrollment periods and the ongoing, relationship-based service for plan management year-round. Their work involves clarifying Medicare coverage details, including the difference between Original Medicare and Medicare Advantage options in the greater Williamsburg area. Client support for plan comparisons, cost evaluation, and claims assistance is arranged on an as-needed basis, tailored to each individual’s changing healthcare circumstances.

TB
5121 Center St Ste 102
Trevor Barker - State Farm Insurance Agent
Medicare Insurance Agent · Williamsburg, VA

Trevor Barker in Williamsburg, VA helps clients understand Medicare insurance options, including plan selection and enrollment guidance. This agency also addresses broader personal insurance needs such as auto, home, and life coverage to protect local residents' financial well-being. Comprehensive comparisons of Part D prescription drug plans and Medicare Advantage options are provided for clarity. During the Annual Enrollment Period from October 15 to December 7, assistance is offered to those reviewing or switching their current Medicare coverage.

GB
Make appointments by phone only, 4401 Wind River Run
Gina Bundy aka Regina Enterprises LLC
Medicare Insurance Agent · Williamsburg, VA

As the annual Open Enrollment period approaches in Williamsburg, Virginia, many seniors seek straightforward guidance through the complex Medicare landscape. Gina Bundy, operating as Regina Enterprises LLC, provides local insurance agent services focused on plan options for residents in the area. The company helps individuals review their current coverage, compare Part D drug plans, and understand Medicare Advantage changes. A typical engagement begins with an initial appointment to assess each client’s unique healthcare needs and budget before exploring available policies.

AI
1317 Jamestown Rd
Atkinson Insurance Agency- Williamsburg
Medicare Insurance Agent · Williamsburg, VA

Atkinson Insurance Agency in Williamsburg, Virginia, assists residents with understanding their Medicare options and selecting appropriate supplemental coverage. The agency specializes in guiding clients through the annual enrollment period and explaining the difference between Medicare Advantage and Medigap plans. It helps individuals coordinate their benefits with existing healthcare providers. The firm can serve commercial clients including medical offices, warehouses, and food service establishments needing guidance for their employees or business health coverage needs.

UH
104 VA-5
United Health Group
Medicare Insurance Agent · Williamsburg, VA

United Health Group in Williamsburg, Virginia provides residential medicare insurance guidance for local seniors seeking plan options. The agency also supports commercial clients in the area with group coverage needs. Their service area encompasses Williamsburg and the neighboring communities. After an initial enrollment appointment, the same agent handles follow-up calls and annual review sessions between regular visits to adjust plans as needed.

BI
1904 Pocahontas Trail
Best Insurance Services
Medicare Insurance Agent · Williamsburg, VA

Best Insurance Services in Williamsburg, VA is known for guiding beneficiaries through the annual Medicare enrollment period. The agency provides plan comparisons for Part D prescription drug coverage and Medicare Advantage options from multiple carriers. Their services help clients review preventive care benefits and out-of-pocket cost structures for local insurance networks. As a Medicare insurance agent, it offers ongoing annual review appointments for clients whose health needs or prescription lists have changed from the prior year.

AR
4732 Longhill Rd Suite 3201
Albert R Copland Jr — New York Life Insurance
Medicare Insurance Agent · Williamsburg, VA
(757) 229-2054
newyorklife.com/agent/acopland
IP
352 McLaws Cir STE 2
Insurance Protection Solutions INC
Medicare Insurance Agent · Williamsburg, VA
(757) 337-2529
ipsinsureme.com
CF
211 McLaws Cir STE 1
Colonial Financial Associates
Medicare Insurance Agent · Williamsburg, VA
(757) 229-2900
TI
5235 Monticello Ave
Towne Insurance
Medicare Insurance Agent · Williamsburg, VA
(757) 229-5757
towneinsurance.com/locations/virginia/williamsburg-new-town
NI
352 McLaws Cir STE 2
Nationwide Insurance: James R Macrae Agency
Medicare Insurance Agent · Williamsburg, VA
(757) 337-2529
agency.nationwide.com/va/williamsburg/23185/james-r-macrae-agency
CI
5251 John Tyler Hwy #58
Commonwealth Insurance Center
Medicare Insurance Agent · Williamsburg, VA
(757) 253-8786
cicva.com
NI
3200 Ironbound Rd # B
Nationwide Insurance: Jefferson W Johnson Jr
Medicare Insurance Agent · Williamsburg, VA
(757) 229-6045
CI
1138 Professional Dr
Colony Insurance Agency
Medicare Insurance Agent · Williamsburg, VA
(757) 874-8374
erieinsurance.com/agencies/dd1326/colony-insurance-agency-llc
WI
1490-5A Quarterpath Rd #329
The Webster Insurance Agency
Medicare Insurance Agent · Williamsburg, VA
(757) 253-2777
websterinsurance.net
RI
1303 Jamestown Rd #119
Relation Insurance - Laufer Group
Medicare Insurance Agent · Williamsburg, VA
(757) 564-8900
lauferinsurancesolutions.com

What Does a a Medicare Insurance Agent in Williamsburg Cost?

Medicare Part A is usually free if you paid Medicare taxes for at least 10 years. Part B has a standard monthly premium of $174.70 in 2024. Medigap plans in Virginia can cost between $100 and $300 per month depending on your age and plan type. Part D drug plan premiums average around $30 to $80 per month in the Williamsburg area. This is general information and not insurance advice.

About medicare insurance agents in Williamsburg

Medicare insurance agents in Williamsburg Virginia help residents compare plans and enroll at the right time. Virginia follows federal Medicare rules with state-specific guidelines for Medigap and Part D. Local agents understand the Williamsburg area and can guide you through Initial Enrollment and Annual Election Periods.

Frequently Asked Questions

When can I enroll in Medicare in Williamsburg Virginia?

Your Initial Enrollment Period starts three months before you turn 65 and ends three months after your birthday month. Virginia also has a General Enrollment Period from January 1 to March 31 each year if you missed your first chance.

What is the difference between a Medicare agent and a broker in Virginia?

Both are licensed in Virginia. An agent typically represents one insurance company. A broker can show plans from multiple carriers. In Williamsburg you can work with either type to find a plan that fits your needs.

Do Medicare agents in Virginia charge a fee for their help?

Medicare agents in Virginia are usually paid by the insurance companies, not by you. You do not pay a separate fee for their services. Always confirm this with the agent before you start.

Medicare Insurance Agents in Other Virginia Cities

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.