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Find Health Insurance Agents in Annapolis, MD

Directory of health insurance agents in Annapolis, Maryland. Verify credentials with the state department of insurance before hiring.

18 agents listed
Updated May 2026
Annapolis, MD
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 Maryland before hiring.
Showing 18 health insurance agents in Annapolis, MD Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Mathes Insurance Advisors, Inc.
2525 Riva Rd Suite 105, Annapolis, MD 21401
(410) 295-9900 mathesinsurance.com
JSR Insurance
793 Fairview Ave, Annapolis, MD 21403
(443) 529-9109 jsrichardsoninsurance.com
CNR Insurance Inc
166 West St, Annapolis, MD 21401
(410) 897-9890 cnrinsurance.com
Old Bay Insurance Agency
133 Defense Hwy #214, Annapolis, MD 21401
(410) 777-5390 oldbayinsurance.com
East Coast Health Advisors
619 Ridgely Ave #200, Annapolis, MD 21401
(410) 896-1212 eastcoasthealthadvisors.com
Built For Life Financial Agency
147 Old Solomons Island Rd Suite 200, Annapolis, MD 21401
(240) 375-0404 bflagency.com
Reyes Insurance LLC
1831 Forest Dr # A, Annapolis, MD 21401
(443) 440-0989 reyesinsuranceservices.com
Bay Area Insurance
1 Annapolis St STE 100, Annapolis, MD 21401
(410) 647-7333 bayareains.com
Ramsey's Insurance, Inc
2049 West St Suite 202, Annapolis, MD 21401
(410) 266-9363 ramseys-insurance.com
Henry M Murray Insurance Agency
2498 Riva Rd, Annapolis, MD 21401
(410) 224-2664 henrymurray.com
Jack Martin Insurance Advisors
111 Forbes St, Annapolis, MD 21401
(410) 263-8000 askjack.cc
Full Sail Insurance
1997 Annapolis Exchange Ste 300, Annapolis, MD 21401
(410) 671-0928 fullsailinsurance.com
Elite Health Insurance MD
71 Old Mill Bottom Rd, Annapolis, MD 21409
(410) 934-4536
John Aellen & Associates- NOW OWNED by Waverly Insurance Group in Marriottsville, MD
703 Giddings Ave #4, Annapolis, MD 21401
(410) 750-3486 waverlyinsurancegroup.com
Kelly Insurance & Investments, Inc. | Kelly Financial Advisors, LLC
810 E College Pkwy, Annapolis, MD 21409
(410) 349-3806 getkbi.com
Blue Cross Blue Shield
141 Gibralter Ave, Annapolis, MD 21401
(866) 202-9550
HUB International
170 Jennifer Rd Suite 205, Annapolis, MD 21401
(410) 266-8888 hubinternational.com
Annapolis Insurance Advisors
60 West St Suite 61, Annapolis, MD 21401
(443) 600-7400 annapolisinsuranceadvisors.com

Health insurance agents in Annapolis, Maryland help individuals and families find coverage through private plans, Medicare, and the Maryland Health Connection. These agents are licensed by the Maryland Insurance Administration and must follow state regulations. They can assist with open enrollment periods and special enrollment events under Maryland law.

What Does a Health Insurance Agent in Annapolis Cost?

The cost of using a health insurance agent in Maryland is typically free to the consumer because agents earn commissions from insurance companies. For ACA plans, premiums vary based on income and plan tier, with many residents qualifying for subsidies through Maryland Health Connection. Medicare plans have no agent fee, but plan premiums range from zero to several hundred dollars per month. This is general information, 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

What does a health insurance agent in Annapolis do?
A health insurance agent helps you compare plans from different carriers, enroll in coverage, and understand your options. They can assist with ACA marketplace plans through Maryland Health Connection or with Medicare Advantage and supplement plans. Agents are required to be licensed and follow Maryland insurance laws.
When can I enroll in a health insurance plan in Maryland?
Open enrollment for ACA plans typically runs from November 1 to January 15 each year. You may qualify for a special enrollment period if you have a qualifying life event like losing other coverage, moving, or having a baby. Maryland also has a year-round enrollment for Medicaid and the Maryland Childrens Health Program.
Do health insurance agents charge fees in Maryland?
Most health insurance agents in Maryland are paid by the insurance carriers, not by the client. This means their services are usually free to you. However, some agents may charge a consultation fee for complex cases, and you should confirm this before working with them.