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Compare Medicare Insurance Agents in Williamsburg, VA

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

20 agents listed
Updated May 2026
Williamsburg, 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 medicare insurance agents in Williamsburg, 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.
Barbara Shelly - State Farm Insurance Agent
1318 Jamestown Rd #103, Williamsburg, VA 23185
(757) 259-1776 barbaraismyagent.com
Javier Fuentes - State Farm Insurance Agent
3208 Ironbound Rd, Williamsburg, VA 23188
(757) 220-9910 sfvirginia.com
William Merz: Allstate Insurance
4920 Monticello Ave Ste 8e, Williamsburg, VA 23188
(757) 703-7119 agents.allstate.com
Colin Owens - State Farm Insurance Agent
107 Bulifants Blvd STE C, Williamsburg, VA 23188
(757) 707-3991 insuranceboy.net
Commonwealth Insurance Center
925 Capitol Landing Rd STE A, Williamsburg, VA 23185
(757) 253-5604 cicva.com
Trevor Barker - State Farm Insurance Agent
5121 Center St Ste 102, Williamsburg, VA 23188
(757) 564-8050 trevorwbarker.com
Gina Bundy aka Regina Enterprises LLC
Make appointments by phone only, 4401 Wind River Run, Williamsburg, VA 23188
(757) 256-3489 ginabundy.info
Atkinson Insurance Agency- Williamsburg
1317 Jamestown Rd, Williamsburg, VA 23185
(757) 229-0800 atkinsoninsuranceagency.com
United Health Group
104 VA-5, Williamsburg, VA 23185
(757) 378-6450 cathernlaidler2486.wixsite.com
Best Insurance Services
1904 Pocahontas Trail, Williamsburg, VA 23185
(757) 219-2401
Nationwide Insurance: James R Macrae Agency
352 McLaws Cir STE 2, Williamsburg, VA 23185
(757) 337-2529 agency.nationwide.com
Towne Insurance
5235 Monticello Ave, Williamsburg, VA 23188
(757) 229-5757 towneinsurance.com
Insurance Protection Solutions INC
352 McLaws Cir STE 2, Williamsburg, VA 23185
(757) 337-2529 ipsinsureme.com
Albert R Copland Jr — New York Life Insurance
4732 Longhill Rd Suite 3201, Williamsburg, VA 23188
(757) 229-2054 newyorklife.com
Nationwide Insurance: Jefferson W Johnson Jr
3200 Ironbound Rd # B, Williamsburg, VA 23188
(757) 229-6045
Colonial Financial Associates
211 McLaws Cir STE 1, Williamsburg, VA 23185
(757) 229-2900
Commonwealth Insurance Center
5251 John Tyler Hwy #58, Williamsburg, VA 23185
(757) 253-8786 cicva.com
The Webster Insurance Agency
1490-5A Quarterpath Rd #329, Williamsburg, VA 23185
(757) 253-2777 websterinsurance.net
Colony Insurance Agency
1138 Professional Dr, Williamsburg, VA 23185
(757) 874-8374 erieinsurance.com
Relation Insurance - Laufer Group
1303 Jamestown Rd #119, Williamsburg, VA 23185
(757) 564-8900 lauferinsurancesolutions.com

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.

What Does 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.

* 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 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.