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Find Workers' Compensation Insurance Agents in Winchester, MA

Browse workers' compensation insurance agents serving Winchester, Massachusetts. Contact information and addresses listed below.

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 workers' compensation 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
Jay M Finn Insurance
10 Skillings Rd, Winchester, MA 01890
(781) 729-5724 barryfinn.com
Black Horse Insurance
175 Washington St # C24, Winchester, MA 01890
(781) 729-1164 blackhorseinsurance.com

What Does a Workers' Compensation Insurance Agent in Winchester Cost?

Typical workers compensation insurance costs in Massachusetts range from about 0.75 to 2.50 per 100 dollars of payroll for low risk office jobs to over 15 dollars for high risk construction work. Actual premiums vary by business class code, payroll, and loss experience. 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 are the Massachusetts requirements for workers compensation insurance?
Massachusetts requires all employers with one or more employees to carry workers compensation insurance. This includes part time and seasonal workers. Failure to have coverage can result in fines and stop work orders.
How can a Winchester agent help me get workers comp coverage?
A local agent can review your business operations and payroll to find the right policy. They can explain Massachusetts rating rules and help you complete the necessary forms. They also assist with audits and renewals.
What factors affect the cost of workers comp insurance in Massachusetts?
Costs depend on your industry classification, payroll size, and claims history. Massachusetts uses a class code system to set rates. Your agent can provide quotes from multiple carriers to find competitive pricing.