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Find Landlord Insurance Agents Near You in Annapolis, MD

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

The top-rated landlord insurance agent in Annapolis, Maryland is Mathes Insurance Advisors, Inc., rated 4.9 stars across 428 reviews. Other highly rated options include JSR Insurance, Debbie Hart - State Farm Insurance Agent, CNR Insurance Inc. This directory lists 22 landlord insurance agents serving Annapolis.

Showing 22 landlord 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
3Debbie Hart - State Farm Insurance Agent49 Old Solomons Island Rd Ste 203(410) 266-5353
4CNR Insurance Inc166 West St(410) 897-9890
5Goosehead Insurance - Tim Coe1125 West St Suite 200, Office 244(443) 924-6704
6Old Bay Insurance Agency133 Defense Hwy #214(410) 777-5390
7Roslynne Ross: Auto Insurance914 Forest Dr #201(410) 280-1928
8Built For Life Financial Agency147 Old Solomons Island Rd Suite 200(240) 375-0404
9O'Brien & Associates339 Buschs Frontage Rd #206(410) 571-5900
10Reyes Insurance LLC1831 Forest Dr # A(443) 440-0989
MI
2525 Riva Rd Suite 105
Mathes Insurance Advisors, Inc.
Landlord Insurance Agent · Annapolis, MD

Mathes Insurance Advisors, Inc. serves Annapolis, Maryland, and the surrounding Anne Arundel County area as a landlord insurance agent. It provides specialized insurance policies tailored for owners of residential and commercial rental properties. Coverage typically addresses property damage, liability protection, and potential loss of rental income. The agency works with property owners to structure necessary protection for their real estate investments. Claims assistance and policy reviews are also provided. Its specific services include handling coverage for multi-unit dwellings and single-family rental homes.

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

JSR Insurance provides landlord insurance agent services for property owners in the Annapolis, MD area. It offers general liability and property coverage policies tailored for rental real estate, helping landlords manage financial risk from tenant damages or weather-related losses. The company assists clients in developing maintenance plans to keep insured properties compliant and habitable. JSR Insurance services single-family homes, small apartment complexes, retail spaces, and local restaurants.

DH
49 Old Solomons Island Rd Ste 203
Debbie Hart - State Farm Insurance Agent
Landlord Insurance Agent · Annapolis, MD

Debbie Hart - State Farm Insurance Agent in Annapolis, MD, serves homeowners, businesses, and property managers seeking coverage for rental properties. The agency provides landlord insurance policies that help protect residential and commercial rental investments from common risks. Services include tailoring coverage for property damage, liability, and potential loss of rental income. Beyond Annapolis, this agent also covers neighboring communities throughout the Anne Arundel County metro area, including nearby Parole and Eastport.

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

CNR Insurance Inc serves Annapolis, Maryland, and the surrounding communities, specializing in landlord insurance for property owners. The agency handles policies that cover residential rental properties, including protection for structures, liability, and potential loss of rental income. Each policy is tailored to help landlords manage property-specific risks and meet mortgage or association requirements. CNR Insurance Inc approaches a typical job by first reviewing the client's property portfolio and coverage needs, then presenting clear policy options from multiple insurers to address those exposures.

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

Landlord insurance agents often meet two types of needs: a one-time policy for a single rental property or an ongoing service for a growing portfolio. Coverage typically includes dwelling protection, liability, and loss-of-rent options to safeguard your investment. Based in Annapolis, MD, Goosehead Insurance - Tim Coe operates as a local resource for these essential landlord policies. Their service allows you to schedule property reviews or claims support on an as-needed basis, adapting to your portfolio's current demands.

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

Old Bay Insurance Agency offers specialized landlord insurance policies for property owners in Annapolis, Maryland. Its agents help secure coverage that protects rental properties from common risks such as fire, theft, and liability claims from tenants or visitors. The firm also assists with general insurance needs, including ensuring policies meet local regulatory requirements for residential income properties. During the winter months, the agency helps landlords address coverage concerns related to frozen pipes or ice dam damage on unoccupied rental units.

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

Property owners in Annapolis navigating seasonal storm damage or tenant wear often need guidance on protecting their investment. Roslynne Ross: Auto Insurance provides landlord insurance agency services that help local property owners understand coverage options for rental dwellings, liability, and property loss. Their focus is on explaining policy distinctions between standard homeowners and rental property insurance, ensuring clients grasp risk exclusions and replacement cost structures in the Chesapeake Bay area. An initial consultation typically begins with an on-site inspection of the rental unit to assess current hazards and necessary protections.

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

Built For Life Financial Agency works with property owners in Annapolis to secure landlord insurance policies that address routine risk and unexpected loss. Their specialty offerings help clients protect rental income and add liability safeguards for individual units. Supporting residential landlords remains a primary focus, alongside coverage for commercial spaces such as offices, warehouses, and food service operations.

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

O’Brien & Associates, based in Annapolis, MD, specializes in landlord insurance agent services. The company helps property owners secure coverage for rental dwellings, including policies that address liability, property damage, and loss of rental income. Its work supports both single-family rentals and multi-unit properties across the region, offering tailored risk management for local real estate investors. For added protection, O’Brien & Associates can assist with umbrella liability policies to cover high-value portfolios beyond standard limits.

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

Reyes Insurance LLC provides residential landlord insurance services for property owners in Annapolis, Maryland. The agency also offers commercial coverage for larger rental properties and multi‑unit buildings throughout the surrounding Anne Arundel County area. Policies protect against property damage, liability claims, and loss of rental income. The team works closely with landlords to tailor each policy to specific property needs. After an initial policy is in place, they regularly follow up with clients to review coverage before each lease renewal period.

BA
1 Annapolis St STE 100
Bay Area Insurance
Landlord Insurance Agent · Annapolis, MD
(410) 647-7333
bayareains.com
HM
2498 Riva Rd
Henry M Murray Insurance Agency
Landlord Insurance Agent · Annapolis, MD
(410) 224-2664
henrymurray.com
SB
108 Old Solomons Island Rd Bldg 2
Simpson and Blom Insurance
Landlord Insurance Agent · Annapolis, MD
(410) 573-9104
simpsonandblom.com
RS
2049 West St Suite 202
Ramsey's Insurance, Inc
Landlord Insurance Agent · Annapolis, MD
(410) 266-9363
ramseys-insurance.com
JM
111 Forbes St
Jack Martin Insurance Advisors
Landlord Insurance Agent · Annapolis, MD
(410) 263-8000
askjack.cc
LI
1910 Towne Centre Blvd Suite 250
Lindquist Insurance
Landlord Insurance Agent · Annapolis, MD
(443) 837-3200
lindquistinsurance.com
GI
1125 West St Suite 222
Goosehead Insurance - Silver Glover
Landlord Insurance Agent · Annapolis, MD
(443) 926-9113
goosehead.com/agents/md/annapolis/silver-glover
FS
1997 Annapolis Exchange Ste 300
Full Sail Insurance
Landlord Insurance Agent · Annapolis, MD
(410) 671-0928
fullsailinsurance.com
GI
1997 Annapolis Exchange Suite 410
Goosehead Insurance - Brian Madden
Landlord Insurance Agent · Annapolis, MD
(301) 476-6012
goosehead.com/agents/md/annapolis/brian-madden
IM
170 Jennifer Rd
Insurance Management Associates, Inc.
Landlord Insurance Agent · Annapolis, MD
(410) 873-9964
MP
133 Defense Hwy #214
Maryland Permanent Insurance
Landlord Insurance Agent · Annapolis, MD
(410) 777-5390
oldbayinsurance.com
HI
170 Jennifer Rd Suite 205
HUB International
Landlord Insurance Agent · Annapolis, MD
(410) 266-8888
hubinternational.com/offices/us/maryland/annapolis-jennifer-road

What Does a a Landlord Insurance Agent in Annapolis Cost?

Landlord insurance in Maryland typically costs between 15 and 25 percent more than standard homeowners insurance. For a single family rental property in Annapolis annual premiums often range from 800 to 2,500 dollars. Factors like property age location and coverage limits affect the final price. This is general information not insurance advice.

About landlord insurance agents in Annapolis

Landlord insurance agents in Annapolis Maryland help property owners protect their rental investments with specialized coverage. Maryland law requires landlords to maintain certain property standards and liability protections. An agent can guide you on policies that address local risks such as coastal weather and tenant liability.

Frequently Asked Questions

What does a landlord insurance agent in Annapolis do?

A landlord insurance agent helps you find a policy that covers your rental property in Annapolis. They assess your specific needs like dwelling coverage liability protection and loss of rental income. They also explain how Maryland laws affect your insurance requirements.

Is landlord insurance required by law in Maryland?

Maryland does not legally require landlord insurance but most mortgage lenders do require it. Without coverage you risk financial loss from property damage or liability claims. An agent can help you meet lender requirements and protect your investment.

What factors affect landlord insurance cost in Annapolis?

Costs depend on the propertys location age and value as well as the coverage limits and deductibles you choose. Annapolis properties near the water may have higher rates due to flood and storm risks. Your agent can provide quotes tailored to your specific property.

Landlord Insurance Agents in Other Maryland Cities

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