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Find Business Insurance Agents Near You in Winchester, MA

Browse business insurance agents serving Winchester, Massachusetts. Updated 2026-07-14.

The top-rated business insurance agent in Winchester, Massachusetts is Scotti Insurance Agency, rated 4.3 stars across 14 reviews. Other highly rated options include Saltmarsh Insurance Agency, Admiralty Insurance Agency Inc, John A Pierce Insurance Inc. This directory lists 12 business insurance agents serving Winchester.

Showing 12 business insurance agents in Winchester, MAListings are displayed in no particular order and are not ranked. Order does not constitute a recommendation or endorsement.

Comparison

Top 10 listings
#NameAddressPhone
1Scotti Insurance Agency19 Mt Vernon St(781) 729-9200
2Saltmarsh Insurance Agency751 Main St(781) 729-4615
3Admiralty Insurance Agency Inc2 Central St(781) 721-5500
4John A Pierce Insurance Inc934 Main St(781) 729-8770
5W Allan Wilde & Son Insurance Agency, Inc.887 Main St #1911(781) 729-1400
6Horace Mann Insurance Co895 Main St(781) 368-9029
7Furey Insurance28 Church St #8(781) 721-5758
8Barry & McHugh Insurance Inc10 Skillings Rd(781) 729-6600
9BARRY FREEMAN895 Main St(781) 368-9029
10Jay M Finn Insurance10 Skillings Rd(781) 729-5724
SI
19 Mt Vernon St
Scotti Insurance Agency
Business Insurance Agent · Winchester, MA

Scottie Insurance Agency serves the greater Winchester, Massachusetts, metro area as a local business insurance agent. The agency helps commercial clients evaluate their unique operational risks and secure appropriate coverage. Throughout Middlesex County, the team assists with key policies designed to protect companies from financial loss. It routinely handles general liability insurance for storefronts and office spaces as well as commercial property insurance to safeguard physical assets.

SI
751 Main St
Saltmarsh Insurance Agency
Business Insurance Agent · Winchester, MA

Saltmarsh Insurance Agency in Winchester, MA offers a range of business insurance services, including policy consultations and risk assessments for local companies. It provides ongoing account support and periodic policy reviews to help clients maintain appropriate coverage as their operations evolve. The agency works with businesses in the area to identify options for general liability, property protection, and workers’ compensation. It services single-family home-based businesses, apartment complexes, retail stores, and restaurants.

AI
2 Central St
Admiralty Insurance Agency Inc
Business Insurance Agent · Winchester, MA

Serving Winchester and the surrounding communities of Middlesex County, Admiralty Insurance Agency Inc provides business insurance solutions for local enterprises. It handles coverage for general liability, property protection, and workers' compensation to help small companies manage everyday risks. The agency also addresses specialized needs for contractors and retail operations. To manage a typical assignment, it begins by evaluating a client’s operations and liability exposures.

JP
934 Main St
John A Pierce Insurance Inc
Business Insurance Agent · Winchester, MA

Businesses throughout Winchester, Massachusetts, including retail shops, professional offices, and commercial property managers, turn to John A Pierce Insurance Inc for their business insurance needs. The agency advises clients on essential coverages such as general liability, property protection, and workers’ compensation to safeguard their operations and assets. Tailored policy reviews help ensure each business has appropriate limits and deductibles. John A Pierce Insurance Inc also extends its service to nearby communities like Arlington and Woburn, offering the same knowledgeable guidance for local enterprises.

WA
887 Main St #1911
W Allan Wilde & Son Insurance Agency, Inc.
Business Insurance Agent · Winchester, MA

W Allan Wilde & Son Insurance Agency, Inc. in Winchester, Massachusetts assists businesses in distinguishing between one-time policy placements and recurring coverage adjustments. As a business insurance agent, the agency helps clients select appropriate commercial protection, from liability to property coverage, tailored to local operational risks. Service arrangements typically run on a scheduled or as-needed basis, depending on the client’s evolving needs and renewal cycles.

HM
895 Main St
Horace Mann Insurance Co
Business Insurance Agent · Winchester, MA

Horace Mann Insurance Co in Winchester, Massachusetts is known for its tailored coverage solutions for risks common to local business owners. The agency examines the specific exposures of each commercial client, from retail shops to professional offices. Their service range includes property, liability, and workers' compensation policies to ensure operational stability. A specialty service this firm can add on is specific cyber liability protection to guard against data breaches that could interrupt business functions.

FI
28 Church St #8
Furey Insurance
Business Insurance Agent · Winchester, MA

Furey Insurance concentrates on business insurance services for small and mid-sized companies, tailoring policies to safeguard commercial assets. The agency serves clients in and around Winchester, MA, working to address general liability, property, and worker’s compensation needs. By evaluating each company’s specific operations, Furey Insurance helps mitigate financial risks from everyday business activities. The team also assists local firms with the seasonal process of reviewing coverage before winter weather or summer renovation projects begin.

BM
10 Skillings Rd
Barry & McHugh Insurance Inc
Business Insurance Agent · Winchester, MA

Barry & McHugh Insurance Inc works with local businesses to identify and manage their commercial risk exposures in Winchester, MA. The agency offers a general liability coverage to protect against third-party claims, plus specialized property insurance add-ons for business equipment and inventory. Its business insurance agents can arrange workers’ compensation policies and commercial auto plans for company vehicles. These agents serve a range of commercial sectors, including offices, warehouses, and food service.

BF
895 Main St
BARRY FREEMAN
Business Insurance Agent · Winchester, MA

As local businesses in Winchester prepare for the region's winter weather, Barry Freeman provides comprehensive business insurance agent services to protect commercial operations against seasonal liabilities and property risks. This office evaluates each client's unique operational exposures, from retail shops to professional services, to tailor coverage that addresses both common and region-specific perils affecting the Middlesex County area. The agent conducts a thorough on-site inspection of the business premises before recommending appropriate policies and issuing initial assessments for risk mitigation strategies.

JM
10 Skillings Rd
Jay M Finn Insurance
Business Insurance Agent · Winchester, MA

Jay M Finn Insurance in Winchester, MA assists residents with personal insurance coverages for their homes and vehicles. For business clients, the agency provides commercial policies designed to protect local operations from common liabilities and property risks. Their service area encompasses Winchester and the surrounding communities across Middlesex County. Policyholders receive ongoing support for coverage questions and claim filings between regular annual reviews, ensuring their protections align with any changes in personal or business circumstances.

DI
10 Skillings Rd
Ducey Insurance Agency
Business Insurance Agent · Winchester, MA
(781) 235-6795
BH
175 Washington St # C24
Black Horse Insurance
Business Insurance Agent · Winchester, MA
(781) 729-1164
blackhorseinsurance.com

What Does a 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.

About business insurance agents in Winchester

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.

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.

Business Insurance Agents in Other Massachusetts Cities

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