ADVERTISING DISCLOSURE: BeforeInsuranceUSA.com is an informational directory, not an insurance agency or broker. We do not sell insurance or provide insurance advice. No agent-client relationship is created by using this site. No agent listed on this site has paid for, authorized, or approved their listing. This is an advertisement.
Directory of business insurance agents in Winchester, Massachusetts. Verify credentials with the state department of insurance before hiring.
12 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 12 business 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
Admiralty Insurance Agency Inc
2 Central St, Winchester, MA 01890
(781) 721-5500
admiraltyinsurance.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
Black Horse Insurance
175 Washington St # C24, Winchester, MA 01890
(781) 729-1164
blackhorseinsurance.com
A business insurance agent in Winchester Massachusetts helps local companies find policies that meet state law and protect against common risks. Massachusetts requires businesses with employees to carry workers compensation insurance and certain commercial auto coverage. An agent can review your operations and recommend appropriate general liability, property, and professional liability policies.
What Does a Business Insurance Agent in Winchester Cost?
Business insurance costs in Massachusetts vary widely by industry, revenue, and number of employees. A small retail shop might pay between 500 and 1,500 dollars per year for general liability, while a construction contractor could pay 3,000 to 10,000 dollars or more. Workers compensation rates are set by the state and based on payroll and classification codes. This is general information and does not constitute 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 types of business insurance are required in Massachusetts?
Massachusetts law requires workers compensation insurance for most businesses with employees. Businesses that own or lease vehicles must carry commercial auto insurance with minimum liability limits. Other coverage like general liability is not required by state law but is often demanded by landlords or clients.
How does a business insurance agent in Winchester help with risk management?
An agent evaluates your specific business activities and recommends coverage limits to match your exposure. They can also advise on safety programs and loss prevention strategies that may lower your premiums. Many agents provide annual policy reviews to adjust coverage as your business grows.
Can I bundle multiple business policies with one agent in Winchester?
Yes most agents offer package policies that combine general liability, property, and other coverages into one plan. Bundling often reduces overall costs and simplifies billing. Your agent can compare options from multiple carriers to find the best fit for your budget.
Free • No Obligation
Compare Business Insurance Agents
Get matched with agents in Winchester who handle your type of coverage.
Replace with iframe/embed code from your affiliate network
Affiliate Disclosure
The form above is provided by a third-party insurance marketing service. BeforeInsuranceUSA.com receives compensation when you submit a qualified inquiry. This is a free service with no obligation to hire any agent. Your information is collected and handled by the form provider according to their privacy policy.
Notice
BeforeInsuranceUSA.com is not an insurance agency, agent referral service, or insurance advice provider. No agent-client relationship is formed by submitting a form or using this site. We do not endorse, recommend, or vouch for the qualifications of any agent. Past results do not guarantee future outcomes. Each situation is different. Verify agent credentials with your state department of insurance before hiring.
About Our Listings
Agents listed on BeforeInsuranceUSA.com are compiled from publicly available directories, state department of insurance records, and business listings. Inclusion does not constitute endorsement. We do not verify agent licensing, disciplinary status, or qualifications. Verify each agent's current standing with the Department of Insurance of Massachusetts.