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Find Medicare Insurance Agents Near You in Portsmouth, VA

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

15 agents listed
Updated May 2026
Portsmouth, 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 15 medicare insurance agents in Portsmouth, 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.
Beth Holland - State Farm Insurance Agent
5907 W Norfolk Rd # 101, Portsmouth, VA 23703
(757) 483-2444 insuredbybeth.com
Rachel Bailey - State Farm Insurance Agent
355 Crawford St Ste 106, Portsmouth, VA 23704
(757) 337-4265 insuredbyrachel.com
Nationwide Insurance: Coppedge Insurance Agency Inc.
4405 Portsmouth Blvd, Portsmouth, VA 23701
(757) 405-3079 coppedgeinsurance.com
Tracey Vinson - State Farm Insurance Agent
3900 Greenway Ct N, Portsmouth, VA 23707
(757) 399-7595 insuredbytvsf.com
Terry Friar - State Farm Insurance Agent
4355 Portsmouth Blvd, Portsmouth, VA 23701
(757) 488-5631 terryfriarsf.com
Direct Auto Insurance
3574 Towne Point Rd, Portsmouth, VA 23703
(757) 606-3177 local.directauto.com
Heritage Insurance Agency
3706 Winchester Dr Ste 100, Portsmouth, VA 23707
(757) 399-7951 heritageinsuranceagency.com
Willis Roberts: Allstate Insurance
6111 Portsmouth Blvd, Portsmouth, VA 23701
(757) 204-3221 agents.allstate.com
Members Assurance Property & Casualty
1040 University Blvd #102, Portsmouth, VA 23703
(757) 523-5352 membersinsuranceagency.com
Young Insurance Agency Group, A Division of World
2865 Airline Blvd suite B, Portsmouth, VA 23701
(757) 548-8300 locations.worldinsurance.com
Serenty insurance agency Portsmouth
5731 Portsmouth Blvd, Portsmouth, VA 23701
(276) 444-9328
Tifeshon Adams Insurance
100 7th St Suite 104, Portsmouth, VA 23704
(757) 919-9305 tifeshonadamsins.com
AFLAC
3026 Tyre Neck Rd, Portsmouth, VA 23703
(757) 574-0951 aflac.com
Nathan Insurance Group
6816 Kenny Ln, Portsmouth, VA 23703
(757) 529-1880
East Coast Affordable Health Insurance
801 Court St #654, Portsmouth, VA 23704
(571) 556-9645

Medicare insurance agents in Portsmouth Virginia help residents navigate the complex world of Medicare Part A Part B Part D and Medicare Advantage plans. Virginia law requires agents to be licensed by the State Corporation Commission Bureau of Insurance. These local professionals can explain the annual enrollment periods and special enrollment periods that apply to you.

What Does a Medicare Insurance Agent in Portsmouth Cost?

Medicare insurance agents in Virginia are typically compensated by insurance carriers through commissions so you generally do not pay a direct fee for their services. Some independent agents may charge a consultation fee ranging from 50 to 200 dollars but this is uncommon and must be disclosed upfront. Plan costs vary by the specific policy you choose and your income level. 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 Portsmouth Virginia?
Your Initial Enrollment Period starts three months before the month you turn 65 and ends three months after. Virginia also follows the federal Medicare Annual Enrollment Period from October 15 to December 7 each year. Special Enrollment Periods may apply if you lose other coverage or move.
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 copays coinsurance and deductibles. In Virginia you have a guaranteed issue right to buy a Medigap plan during your Medigap Open Enrollment Period which lasts six months starting when you turn 65 and enroll in Part B.
Do I have to use a local agent in Portsmouth or can I use an online service?
You can use either option. A local Portsmouth agent understands the specific hospitals and doctors in the Hampton Roads area. Online services may offer more plan comparisons. Both types of agents must follow Virginia insurance regulations and cannot charge you a fee for their help.