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Looking for a commercial insurance agent in Annapolis? Review the directory below to compare your options.
20 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 20 commercial 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
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
Roslynne Ross: Auto Insurance
914 Forest Dr #201, Annapolis, MD 21403
(410) 280-1928
roslynnerossinsurance.com
Marshelle Ball - State Farm Insurance Agent
175 Admiral Cochrane Dr # 200, Annapolis, MD 21401
(443) 808-8741
callagentball.com
Reyes Insurance LLC
1831 Forest Dr # A, Annapolis, MD 21401
(443) 440-0989
reyesinsuranceservices.com
O'Brien & Associates
339 Buschs Frontage Rd #206, Annapolis, MD 21409
(410) 571-5900
obrienandassoc.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
(410) 573-9104
simpsonandblom.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
Lindquist Insurance
1910 Towne Centre Blvd Suite 250, Annapolis, MD 21401
Commercial insurance agents in Annapolis, Maryland help business owners find coverage for property, liability, and workers compensation. Maryland law requires all employers with one or more employees to carry workers compensation insurance. Local agents understand the specific risks for businesses near the Chesapeake Bay, such as flood exposure and maritime operations.
What Does a Commercial Insurance Agent in Annapolis Cost?
Commercial insurance costs in Maryland vary by industry, location, and coverage limits. A small retail shop in Annapolis might pay $500 to $1,500 per year for general liability. A construction contractor could pay $3,000 to $10,000 annually for a package policy. Workers compensation rates are set by the Maryland Insurance Administration and depend on payroll and classification codes. 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
What types of commercial insurance are required in Maryland?
Maryland law requires workers compensation insurance for most employers. Businesses with commercial vehicles must carry auto liability insurance. Some professions, like contractors and healthcare providers, need specific bonds or malpractice coverage.
How do I choose a commercial insurance agent in Annapolis?
Look for an agent licensed in Maryland with experience in your industry. Ask about their knowledge of local risks like flood zones in Annapolis. Check if they work with multiple carriers to compare options for your business.
What information do I need to get a commercial insurance quote?
You will need your business license number, estimated annual revenue, number of employees, and details about your operations. For property coverage, provide the building value and contents list. For liability, describe your services and any past claims.
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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.