Welcome to the John A. Pierce Insurance Agency, Inc.

We are an independent insurance agency located in Winchester, Massachusetts offering auto, homeowners, life, and business insurance. For over 100 years, we have helped individuals, families, and businesses find coverage that fits their unique needs — combining professional expertise with a personal touch. We pride ourselves on building long-term relationships and providing reliable, affordable coverage you can trust.

Established in 1923, the agency remains in Pierce-family hands and is currently operated by the third and fourth-generation members Kevin Pierce, Carole Pierce Connolly, Linda Pierce Tedesco, Connor Pierce Tedesco, Colin Pierce, and Colby Pierce. Among our clients are the family members of some of our grandfather’s and father’s clients. We welcome the opportunity to work with you to explore insurance solutions that protect what matters most to your family and your business.

Our Insurance Products

Auto

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Home

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Business

Smiling woman standing with folded arms beside an “Open” sign at a storefront entrance.

Life

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Our Affiliations

Member of Insurance Services of New England (ISNE) network
Trusted Choice Independent Insurance Agents affiliation logo.
Massachusetts Association of Insurance Agents (MAIA) member logo.

Testimonials

What Our Clients Are Saying

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David Ramsey profile picture
David Ramsey
17 October 2023
Google star 1Google star 2Google star 3Google star 4Google star 5
A professional and proactive insurance team.
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Steve K profile picture
Steve K
23 October 2021
Google star 1Google star 2Google star 3Google star 4Google star 5
My family has been with John Pierce Insurance for over 20 years. Very responsive and treats us well in regards to all our insurance needs. Very knowledgeable. Cannot imagine using another insurance agent.
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Caryn K profile picture
Caryn K
5 March 2021
Google star 1Google star 2Google star 3Google star 4Google star 5
Customer for over 30 years! Great family business.
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Bob Gustafson profile picture
Bob Gustafson
13 April 2018
Google star 1Google star 2Google star 3Google star 4Google star 5
Great service from a family run business Been there for many years and have always had good experiences
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John A. Pierce Insurance Agency, Inc.

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Hours of Operation

  • Monday-Thursday: 9:00am - 4:30pm
  • Friday: 9:00am - 4:00pm
  • Other hours by appointment

We are licensed in the states of Massachusetts, New Hampshire, Vermont, Rhode Island, Maine, and Florida.

 

John A. Pierce Insurance 100 Year Anniversary established 1923 badge.

The information provided on this website is for general informational purposes only and does not constitute insurance advice. Coverage cannot be bound, altered, or canceled via this website, email, voicemail, or online forms. All coverage is subject to the terms, conditions, and exclusions of the policy issued.
Please speak with a licensed agent for specific coverage guidance.