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Find Commercial Insurance Agents Near You in Annapolis, MD

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

The top-rated commercial insurance agent in Annapolis, Maryland is Mathes Insurance Advisors, Inc., rated 4.9 stars across 428 reviews. Other highly rated options include JSR Insurance, CNR Insurance Inc, Goosehead Insurance - Tim Coe. This directory lists 24 commercial insurance agents serving Annapolis.

Showing 24 commercial 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
4Goosehead Insurance - Tim Coe1125 West St Suite 200, Office 244(443) 924-6704
5Old Bay Insurance Agency133 Defense Hwy #214(410) 777-5390
6Roslynne Ross: Auto Insurance914 Forest Dr #201(410) 280-1928
7Marshelle Ball - State Farm Insurance Agent175 Admiral Cochrane Dr # 200(443) 808-8741
8O'Brien & Associates339 Buschs Frontage Rd #206(410) 571-5900
9Reyes Insurance LLC1831 Forest Dr # A(443) 440-0989
10Bay Area Insurance1 Annapolis St STE 100(410) 647-7333
MI
2525 Riva Rd Suite 105
Mathes Insurance Advisors, Inc.
Commercial Insurance Agent · Annapolis, MD

Mathes Insurance Advisors, Inc. serves commercial clients across the Annapolis metro area and Anne Arundel County. As a local commercial insurance agent, the company helps businesses assess their unique liability exposures and secure appropriate coverage policies in a complex regulatory environment. The advisors focus on tailoring protection plans for small and mid-sized enterprises, with an emphasis on property and casualty insurance solutions to safeguard assets and daily operations.

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

JSR Insurance provides a full range of commercial insurance agent services in Annapolis, MD, including liability, property, and workers' compensation coverage. It offers ongoing service plans that include regular policy reviews and claims assistance to help businesses manage their risk exposure. These maintenance plans ensure clients receive timely updates on coverage changes and local regulatory requirements. JSR Insurance services a variety of commercial properties, such as single-family homes used for business operations, apartments, retail stores, and restaurants.

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

CNR Insurance Inc serves business owners, property managers, and commercial landlords in the Annapolis area, offering commercial insurance agent services that include policy management for general liability and property coverage. It assists local contractors, retailers, and commercial real estate operators in evaluating risk exposures and securing appropriate limits. The agency provides ongoing support during policy renewals and claims navigation. Its coverage extends to surrounding communities such as Crownsville and all of Anne Arundel County.

GI
1125 West St Suite 200, Office 244
Goosehead Insurance - Tim Coe
Commercial Insurance Agent · Annapolis, MD

Goosehead Insurance - Tim Coe serves Annapolis, Maryland, and the surrounding communities with commercial insurance agent services. The agency handles a range of business insurance needs, including general liability, property coverage, and workers' compensation for local companies. In the Annapolis area, commercial insurance agents typically assess each business's specific risks and coverage gaps. Goosehead Insurance - Tim Coe approaches a typical job by first reviewing the client's operations and exposure points before comparing policy options from multiple carriers.

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

Old Bay Insurance Agency in Annapolis, MD helps commercial clients distinguish between one-time policies for specific projects or events and recurring coverage for ongoing business operations. Coverage options are tailored to address general liability, property, and industry-specific risks faced by local enterprises. The agency does not schedule fixed intervals for review; instead it provides services on an as-needed basis, with clients contacting the office to discuss policy adjustments or new exposures as they arise.

RR
914 Forest Dr #201
Roslynne Ross: Auto Insurance
Commercial Insurance Agent · Annapolis, MD

Roslynne Ross: Auto Insurance specializes in commercial auto liability, physical damage coverage, and fleet insurance for local businesses. Serving Annapolis and the surrounding region, this commercial insurance agent works closely with clients to assess risk exposure and secure appropriate policy limits tailored to their operations. It helps contractors, delivery services, and other commercial vehicle operators navigate coverage requirements throughout the year, particularly during peak summer tourism seasons when traffic volume increases in the historic waterfront district.

MB
175 Admiral Cochrane Dr # 200
Marshelle Ball - State Farm Insurance Agent
Commercial Insurance Agent · Annapolis, MD

As seasonal hazards or unexpected liability exposures arise for Annapolis businesses, commercial insurance needs often shift quickly. Marshelle Ball - State Farm Insurance Agent focuses on reviewing local operations to align coverage with current risks, whether a waterfront restaurant requires additional property protection or a construction shop needs updated liability limits. This agency works to connect clients with policies that match real-world exposures without overcomplicating the process. Coverage review often begins with an on-site consultation where an agent inspects the business premises and documents key operations to recommend appropriate protections.

OB
339 Buschs Frontage Rd #206
O'Brien & Associates
Commercial Insurance Agent · Annapolis, MD

O'Brien & Associates serves residential properties in Annapolis, Maryland, offering protection for homes and personal belongings. For commercial clients, the agency provides insurance for businesses, including liability, property, and workers' compensation coverage tailored to local operations throughout the Annapolis area. Commercial policies are designed to address the specific risks faced by small to mid-sized enterprises in this region. Customers returning for regular policy reviews receive updated coverage options to match their changing business landscape between scheduled renewal visits.

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

Reyes Insurance LLC represents area businesses seeking coverage for daily risks and operational liabilities. The agency specializes in tailored commercial insurance, offering essential add-ons such as liability protection, property coverage, and workers’ compensation policies. Serving the Annapolis, MD community, it helps entrepreneurs safeguard their assets against unforeseen events. This commercial insurance agent supports a variety of sectors, including professional offices, warehouses, and food service establishments.

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

Bay Area Insurance in Annapolis, Maryland, is known for providing comprehensive commercial insurance coverage tailored to local businesses. Its services range from general liability and property insurance to workers' compensation and business auto policies. The agency works with companies of various sizes, assessing risks common to the Annapolis area, including those related to maritime and waterfront operations. A specialty service it can add on is professional liability coverage for consultants and service-based enterprises.

HM
2498 Riva Rd
Henry M Murray Insurance Agency
Commercial Insurance Agent · Annapolis, MD
(410) 224-2664
henrymurray.com
SB
108 Old Solomons Island Rd Bldg 2
Simpson and Blom Insurance
Commercial Insurance Agent · Annapolis, MD
(410) 573-9104
simpsonandblom.com
RS
2049 West St Suite 202
Ramsey's Insurance, Inc
Commercial Insurance Agent · Annapolis, MD
(410) 266-9363
ramseys-insurance.com
JM
111 Forbes St
Jack Martin Insurance Advisors
Commercial Insurance Agent · Annapolis, MD
(410) 263-8000
askjack.cc
LI
1910 Towne Centre Blvd Suite 250
Lindquist Insurance
Commercial Insurance Agent · Annapolis, MD
(443) 837-3200
lindquistinsurance.com
GI
1125 West St Suite 222
Goosehead Insurance - Silver Glover
Commercial Insurance Agent · Annapolis, MD
(443) 926-9113
goosehead.com/agents/md/annapolis/silver-glover
FS
1997 Annapolis Exchange Ste 300
Full Sail Insurance
Commercial Insurance Agent · Annapolis, MD
(410) 671-0928
fullsailinsurance.com
GI
888 Bestgate Rd Suite 104
Gallagher Insurance, Risk Management & Consulting
Commercial Insurance Agent · Annapolis, MD
assuredpartners.com/annapolis
DE
2553 Housley Rd Suite 210
DONALDSON & EMERSON INC.
Commercial Insurance Agent · Annapolis, MD
(410) 857-1010
erieinsurance.com/agencies/md/westminster/bb2731
WI
807 Skippers Ln Unit 2
Weitzel Insurance Services
Commercial Insurance Agent · Annapolis, MD
(410) 216-0143
askwis.com
MP
133 Defense Hwy #214
Maryland Permanent Insurance
Commercial Insurance Agent · Annapolis, MD
(410) 777-5390
oldbayinsurance.com
KI
810 E College Pkwy
Kelly Insurance & Investments, Inc. | Kelly Financial Advisors, LLC
Commercial 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
Commercial Insurance Agent · Annapolis, MD
(410) 750-3486
waverlyinsurancegroup.com
HI
170 Jennifer Rd Suite 205
HUB International
Commercial Insurance Agent · Annapolis, MD
(410) 266-8888
hubinternational.com/offices/us/maryland/annapolis-jennifer-road

What Does a 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.

About commercial insurance agents in Annapolis

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.

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.

Commercial Insurance Agents in Other Maryland Cities

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