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Compare Disability Insurance Agents in Winchester, MA
Directory of disability 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 disability 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
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
Disability insurance agents in Winchester, Massachusetts help residents and small business owners find coverage that protects income during illness or injury. Massachusetts requires employers to provide short-term disability benefits under the state Paid Family and Medical Leave (PFML) law, but private agents can help supplement this with individual long-term policies. Working with a local agent ensures you understand how state regulations affect your coverage options.
What Does a Disability Insurance Agent in Winchester Cost?
Costs for disability insurance in Massachusetts vary based on age, health, occupation, and benefit amount. Typical premiums range from 1% to 3% of annual income, so a policy covering $5,000 per month might cost $50 to $150 per month. High-risk occupations or pre-existing conditions can increase rates. This is general information, 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 disability insurance agent in Winchester do?
A disability insurance agent helps you compare policies from different carriers, explains benefit terms, and assists with the application process. They can also advise on how private coverage interacts with Massachusetts PFML benefits.
Is disability insurance required in Massachusetts?
Massachusetts does not require individuals to buy private disability insurance. However, employers with covered employees must provide PFML benefits, which include partial wage replacement for disability. A private agent can help you fill gaps in this state program.
How do Massachusetts PFML rules affect private disability insurance?
Massachusetts PFML provides up to 26 weeks of partial paid leave for your own serious health condition. Private disability insurance can provide additional income and longer benefit periods. An agent can help coordinate these benefits to avoid overinsurance.
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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.