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Compare Home Insurance Agents in Winchester, MA

Directory of home insurance agents in Winchester, Massachusetts. Verify credentials with the state department of insurance before hiring.

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 home 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.
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
Ducey Insurance Agency
10 Skillings Rd, Winchester, MA 01890
(781) 235-6795
Black Horse Insurance
175 Washington St # C24, Winchester, MA 01890
(781) 729-1164 blackhorseinsurance.com
Jay M Finn Insurance
10 Skillings Rd, Winchester, MA 01890
(781) 729-5724 barryfinn.com

Home insurance agents in Winchester Massachusetts help homeowners protect their property against risks like fire, theft, and weather damage. Massachusetts law requires homeowners with a mortgage to carry a minimum amount of coverage. Agents can explain policy options and help you find a plan that fits your needs and budget.

What Does a Home Insurance Agent in Winchester Cost?

The average cost of home insurance in Massachusetts is around $1,200 to $1,800 per year for a standard policy. In Winchester, costs may be higher due to local property values and weather risks. Factors like your homes age, construction type, and claims history affect your 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 a home insurance agent in Winchester do?
A home insurance agent helps you compare policies from different insurers. They explain coverage limits, deductibles, and exclusions. They also assist with filing claims and updating your policy as your needs change.
Do I need flood insurance in Winchester Massachusetts?
Standard home insurance does not cover flood damage. Winchester is near the Mystic River and may be in a flood zone. Your agent can help you determine if you need a separate flood policy through the National Flood Insurance Program.
How do Massachusetts insurance laws affect my home policy?
Massachusetts requires insurers to offer coverage for fire, theft, and liability. The state also has a strict time limit for filing claims after a loss. Your agent can explain the 15-day notice requirement for most claims.