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Browse life 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 life 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
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
Ducey Insurance Agency
10 Skillings Rd, Winchester, MA 01890
(781) 235-6795
Life insurance agents in Winchester Massachusetts help residents choose coverage that protects their families and meets state regulations. Massachusetts requires a license for all life insurance agents and mandates that policyholders receive a free look period of at least 10 days. Local agents can guide you through term life whole life and universal life options tailored to your needs.
What Does a Life Insurance Agent in Winchester Cost?
Life insurance costs in Massachusetts vary by age health coverage amount and policy type. A typical term life policy for a healthy 35 year old might range from 20 to 50 dollars per month for 500 thousand dollars of coverage. Whole life policies often cost 5 to 10 times more than term for the same face amount. 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 license does a life insurance agent need in Massachusetts?
Agents must hold a valid Massachusetts life insurance producer license. They must complete prelicensing education and pass the state exam. Continuing education is required every two years to maintain the license.
How long is the free look period for life insurance in Massachusetts?
Massachusetts law provides a minimum 10 day free look period after you receive your policy. During this time you can cancel for any reason and receive a full refund of any premiums paid.
Can a life insurance agent in Winchester help with estate planning?
Yes many agents work with estate planning attorneys to coordinate life insurance with wills and trusts. Life insurance proceeds in Massachusetts are generally not subject to probate if a beneficiary is named.
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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.