ADVERTISING DISCLOSURE: BeforeInsuranceUSA.com is an informational directory, not an insurance agency or broker. We do not sell insurance or provide insurance advice. No agent-client relationship is created by using this site. No agent listed on this site has paid for, authorized, or approved their listing. This is an advertisement.
Find Supplemental Insurance Agents in Annapolis, MD
Browse supplemental insurance agents serving Annapolis, Maryland. Contact information and addresses listed below.
19 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 19 supplemental 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
Sylvia Hopkins - GEICO Insurance Agent
102 Old Solomons Island Rd Suite 301, Annapolis, MD 21401
(410) 571-7722
geico.com
Goosehead Insurance - Tim Coe
1125 West St Suite 200, Office 244, Annapolis, MD 21401
(443) 924-6704
goosehead.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
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
Simpson and Blom Insurance
108 Old Solomons Island Rd Bldg 2, Annapolis, MD 21401
1997 Annapolis Exchange Suite 410, Annapolis, MD 21401
(301) 476-6012
goosehead.com
Maryland Permanent Insurance
133 Defense Hwy #214, Annapolis, MD 21401
(410) 777-5390
oldbayinsurance.com
Insurance Management Associates, Inc.
170 Jennifer Rd, Annapolis, MD 21401
(410) 873-9964
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
Supplemental insurance agents in Annapolis help residents choose Medigap policies or Medicare Advantage plans to cover gaps in Original Medicare. Maryland law requires agents to be licensed by the Maryland Insurance Administration. Agents can explain the annual open enrollment period and special enrollment rules specific to the state.
What Does a Supplemental Insurance Agent in Annapolis Cost?
Medigap premiums in Maryland vary by plan type age and location. Monthly costs can range from about 100 dollars for Plan A to over 300 dollars for Plan F. Medicare Advantage plans often have low or zero premiums but include copays and deductibles. This information is general 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
What is a supplemental insurance agent in Annapolis?
A supplemental insurance agent is a licensed professional who helps clients buy Medigap or Medicare Advantage plans. They work with multiple carriers to find a plan that fits your needs and budget.
When can I enroll in a Medigap plan in Maryland?
In Maryland the Medigap open enrollment period starts when you are 65 and enrolled in Medicare Part B. This period lasts six months and guarantees issue of any Medigap policy regardless of health conditions.
Do Maryland agents charge fees for their services?
Most supplemental insurance agents in Maryland are paid by the insurance carrier not by the client. You typically do not pay a fee for their help in selecting a plan.
Free • No Obligation
Compare Supplemental Insurance Agents
Get matched with agents in Annapolis who handle your type of coverage.
Replace with iframe/embed code from your affiliate network
Affiliate Disclosure
The form above is provided by a third-party insurance marketing service. BeforeInsuranceUSA.com receives compensation when you submit a qualified inquiry. This is a free service with no obligation to hire any agent. Your information is collected and handled by the form provider according to their privacy policy.
Notice
BeforeInsuranceUSA.com is not an insurance agency, agent referral service, or insurance advice provider. No agent-client relationship is formed by submitting a form or using this site. We do not endorse, recommend, or vouch for the qualifications of any agent. Past results do not guarantee future outcomes. Each situation is different. Verify agent credentials with your state department of insurance before hiring.
About Our Listings
Agents listed on BeforeInsuranceUSA.com are compiled from publicly available directories, state department of insurance records, and business listings. Inclusion does not constitute endorsement. We do not verify agent licensing, disciplinary status, or qualifications. Verify each agent's current standing with the Department of Insurance of Maryland.