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Find Landlord Insurance Agents in Winchester, MA

Looking for a landlord insurance agent in Winchester? Review the directory below to compare your options.

11 agents listed
Updated May 2026
Winchester, MA
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 Massachusetts before hiring.
Showing 11 landlord insurance agents in Winchester, MA Listings are displayed in no particular order and are not ranked by BeforeInsuranceUSA. Order does not constitute a recommendation or endorsement of any agent.
Kim Covino & Co.
41 Thompson St, Winchester, MA 01890
(781) 249-3854 kimcovino.com
Scotti Insurance Agency
19 Mt Vernon St, Winchester, MA 01890
(781) 729-9200 scottiinsurance.com
Saltmarsh Insurance Agency
751 Main St, Winchester, MA 01890
(781) 729-4615 saltmarshinsurance.com
John A Pierce Insurance Inc
934 Main St, Winchester, MA 01890
(781) 729-8770 johnpierceinsurance.com
W Allan Wilde & Son Insurance Agency, Inc.
887 Main St #1911, Winchester, MA 01890
(781) 729-1400 wildeinsurance.com
Horace Mann Insurance Co
895 Main St, Winchester, MA 01890
(781) 368-9029 agents.horacemann.com
Furey Insurance
28 Church St #8, Winchester, MA 01890
(781) 721-5758 fureyins.com
BARRY FREEMAN
895 Main St, Winchester, MA 01890
(781) 368-9029 barryfreemaninsurance.com
Barry & McHugh Insurance Inc
10 Skillings Rd, Winchester, MA 01890
(781) 729-6600 barryfinn.com
Jay M Finn Insurance
10 Skillings Rd, Winchester, MA 01890
(781) 729-5724 barryfinn.com
Ducey Insurance Agency
10 Skillings Rd, Winchester, MA 01890
(781) 235-6795

Landlord insurance agents in Winchester Massachusetts help property owners protect their rental investments. Massachusetts law does not require landlord insurance but mortgage lenders often mandate it. A local agent can explain coverage options like property damage and liability protection.

What Does a Landlord Insurance Agent in Winchester Cost?

The cost of landlord insurance in Massachusetts typically ranges from 15 to 30 percent more than a standard homeowners policy. For a single family rental in Winchester you might pay between 800 and 1,500 dollars per year. Factors like property age, location, and coverage limits affect the premium. 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 does landlord insurance cover in Massachusetts?
Landlord insurance typically covers the building structure, liability for injuries on the property, and loss of rental income. It does not cover tenant personal belongings. Massachusetts law requires landlords to maintain safe premises which liability coverage can address.
Do I need landlord insurance if I have a homeowners policy in Winchester?
Yes, a standard homeowners policy usually does not cover rental properties. If you rent out a home in Winchester you need a separate landlord policy. Massachusetts insurers may deny claims if you use a property as a rental without proper coverage.
How do I choose a landlord insurance agent in Massachusetts?
Look for an agent licensed in Massachusetts who has experience with rental properties. Ask about coverage for water damage and liability claims. Massachusetts has a three year statute of limitations for property damage lawsuits so adequate limits are important.