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HomeHealth Insurance AgentsMaryland › Annapolis

Find Health Insurance Agents Near You in Annapolis, MD

Browse health insurance agents serving Annapolis, Maryland. Updated 2026-07-14.

The top-rated health insurance agent in Annapolis, Maryland is Mathes Insurance Advisors, Inc., rated 4.9 stars across 426 reviews. Other highly rated options include JSR Insurance, CNR Insurance Inc, Old Bay Insurance Agency. This directory lists 19 health insurance agents serving Annapolis.

Showing 19 health insurance agents in Annapolis, MDListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Mathes Insurance Advisors, Inc.2525 Riva Rd Suite 105(410) 295-9900
2JSR Insurance793 Fairview Ave(443) 529-9109
3CNR Insurance Inc166 West St(410) 897-9890
4Old Bay Insurance Agency133 Defense Hwy #214(410) 777-5390
5East Coast Health Advisors619 Ridgely Ave #200(410) 896-1212
6Built For Life Financial Agency147 Old Solomons Island Rd Suite 200(240) 375-0404
7Reyes Insurance LLC1831 Forest Dr # A(443) 440-0989
8Bay Area Insurance1 Annapolis St STE 100(410) 647-7333
9Henry M Murray Insurance Agency2498 Riva Rd(410) 224-2664
10Ramsey's Insurance, Inc2049 West St Suite 202(410) 266-9363
MI
2525 Riva Rd Suite 105
Mathes Insurance Advisors, Inc.
Health Insurance Agent · Annapolis, MD

Mathes Insurance Advisors, Inc., located in Annapolis, Maryland, serves Anne Arundel County and the surrounding region as a health insurance agent. The company assists individuals, families, and small businesses with navigating available health coverage options and related insurance needs. Clients work with agents to review plan details and understand policy terms. The agency handles individual health plans and helps clients apply for group coverage through local employers.

JI
793 Fairview Ave
JSR Insurance
Health Insurance Agent · Annapolis, MD

JSR Insurance provides comprehensive health insurance agent services to clients throughout the Annapolis, MD, area. The company assists with plan selection, enrollment, and ongoing policy management to ensure coverage meets individual health needs. It also offers annual plan review services to help clients adjust to changes in healthcare regulations or personal circumstances. JSR Insurance services single-family homes, apartments, retail businesses, and restaurants in the local community.

CI
166 West St
CNR Insurance Inc
Health Insurance Agent · Annapolis, MD

CNR Insurance Inc serves families, individuals, and small-business owners in Annapolis, Maryland, seeking health insurance coverage. The agency helps clients navigate open enrollment periods and select individual or group medical plans that fit their health needs and budget. Guidance is provided on plan benefits, deductibles, and provider networks to ensure informed decisions throughout the year. Personalized assistance is available for those qualifying for subsidies or special enrollment circumstances. The company’s service area extends to nearby communities in Anne Arundel County, including the Arnold and Cape St. Claire areas.

OB
133 Defense Hwy #214
Old Bay Insurance Agency
Health Insurance Agent · Annapolis, MD

Old Bay Insurance Agency serves homeowners, families, and individuals in Annapolis, Maryland, who are seeking health insurance coverage. The agency assists clients with navigating plan options, including individual and family policies. It provides guidance on enrollment periods and helps compare different health plans to find suitable coverage for medical needs. The agency also works with small business owners to explore group health insurance solutions for their employees. Its service area extends to nearby Severna Park, offering the same health insurance support to residents and businesses in that neighboring community.

EC
619 Ridgely Ave #200
East Coast Health Advisors
Health Insurance Agent · Annapolis, MD

East Coast Health Advisors serves the Annapolis, Maryland, area and its surrounding communities, handling all types of health insurance agent needs for individuals and families. The company works with clients to navigate plan selections, including marketplace options and supplemental coverage. A typical job begins with a detailed consultation to assess a client's specific healthcare requirements and budget. From there, East Coast Health Advisors compares available policies to present suitable choices, then guides the applicant through the final enrollment process to secure the selected plan.

BF
147 Old Solomons Island Rd Suite 200
Built For Life Financial Agency
Health Insurance Agent · Annapolis, MD

Built For Life Financial Agency in Annapolis, MD helps individuals and families understand the difference between a one-time health insurance plan search and the recurring annual reviews needed to keep coverage aligned with changing needs. Their services include guidance on plan options, enrollment periods, and policy details for local residents. Assistance is available for both first-time buyers and those updating existing plans. The agency operates on an as-needed basis, allowing clients to reach out whenever they require support with a new policy or a coverage reassessment.

RI
1831 Forest Dr # A
Reyes Insurance LLC
Health Insurance Agent · Annapolis, MD

Reyes Insurance LLC specializes in helping individuals and families find suitable health coverage plans, including major medical and supplemental policies. As a health insurance agent in Annapolis, MD, it serves clients navigating complex insurance options, from initial enrollment to claims support and policy renewals. The company also provides guidance on plan changes during open enrollment periods. For those facing unexpected life events, it assists with finding appropriate coverage following job loss or major health diagnoses.

BA
1 Annapolis St STE 100
Bay Area Insurance
Health Insurance Agent · Annapolis, MD

As enrollment periods open each year, Annapolis residents often face complex decisions about their medical coverage. Bay Area Insurance assists clients throughout Anne Arundel County by reviewing individual and family policy options from multiple plans. Their agents help compare deductibles, network access, and prescription benefits. They also explain how federal subsidies may affect monthly premiums. For small-business owners, guidance on group health arrangements is available. The process typically begins with a free initial consultation to assess current coverage needs and health care usage.

HM
2498 Riva Rd
Henry M Murray Insurance Agency
Health Insurance Agent · Annapolis, MD

Henry M Murray Insurance Agency serves residents of Annapolis, Maryland, with health insurance plans that cover individual medical needs, preventive care, and prescription drugs. The agency also assists local businesses in securing commercial health coverage for their employees throughout the Annapolis area. Appointments are arranged to review policy options, compare benefits, and help clients enroll during open enrollment periods. Following each visit, the agency provides follow-up support to address claim questions or plan changes, ensuring continued service between regular annual reviews.

RS
2049 West St Suite 202
Ramsey's Insurance, Inc
Health Insurance Agent · Annapolis, MD

Ramsey's Insurance, Inc. assists individuals and small business owners in selecting health coverage that meets their specific medical needs and financial situations. The agency specializes in helping clients understand different plan structures, including the options available through the Maryland health exchange marketplace. Navigating open enrollment periods and qualifying life events is a particular focus of its work. Ramsey's Insurance, Inc. can serve the diverse needs of commercial operations in Annapolis, including professional offices, warehouses, and food service establishments.

JM
111 Forbes St
Jack Martin Insurance Advisors
Health Insurance Agent · Annapolis, MD
(410) 263-8000
askjack.cc
FS
1997 Annapolis Exchange Ste 300
Full Sail Insurance
Health Insurance Agent · Annapolis, MD
(410) 671-0928
fullsailinsurance.com
GI
888 Bestgate Rd Suite 104
Gallagher Insurance, Risk Management & Consulting
Health Insurance Agent · Annapolis, MD
assuredpartners.com/annapolis
EH
71 Old Mill Bottom Rd
Elite Health Insurance MD
Health Insurance Agent · Annapolis, MD
(410) 934-4536
KI
810 E College Pkwy
Kelly Insurance & Investments, Inc. | Kelly Financial Advisors, LLC
Health Insurance Agent · Annapolis, MD
(410) 349-3806
getkbi.com
JA
703 Giddings Ave #4
John Aellen & Associates- NOW OWNED by Waverly Insurance Group in Marriottsville, MD
Health Insurance Agent · Annapolis, MD
(410) 750-3486
waverlyinsurancegroup.com
BC
141 Gibralter Ave
Blue Cross Blue Shield
Health Insurance Agent · Annapolis, MD
(866) 202-9550
HI
170 Jennifer Rd Suite 205
HUB International
Health Insurance Agent · Annapolis, MD
(410) 266-8888
hubinternational.com/offices/us/maryland/annapolis-jennifer-road
AI
60 West St Suite 61
Annapolis Insurance Advisors
Health Insurance Agent · Annapolis, MD
(443) 600-7400
annapolisinsuranceadvisors.com

What Does a 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.

About health insurance agents in Annapolis

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.

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.

Health Insurance Agents in Other Maryland Cities

Listings are compiled from publicly available information. Inclusion does not constitute endorsement. Verify each health insurance agent's credentials and current standing with your state Department of Insurance.