Providing coverage you can trust since 1951.

Welcome to our family-owned and operated insurance agency.

Throughout the North Shore and Greater Boston area, people trust Gilbert Insurance to protect what’s important in their lives.

For over 70 years, the Gilbert family has provided exceptional service, solutions, and advice to individuals, families, and business owners in Reading, Medford, and throughout the region. Our local team of friendly and experienced staff specialize in designing policies to fit your personal and business insurance needs and budget.


Our professional team guides drivers of all experience levels through the auto insurance process, providing multiple insurance quotes from over 15 of the top insurance carriers.

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Whether you are a first-time buyer or an existing homeowner, our local team will design a home insurance program that is tailored to you, your budget, and your property.

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With access to a wide range of insurance products from the top insurance carriers, our experienced team can meet the needs of startups and well-established companies.

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With thoughtful and responsive service, our team will assist you in finding life and disability insurance coverage tailored to fit your individual situation.

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Why Choose Gilbert Insurance

As a Trusted Choice® agent, Gilbert Insurance has pledged to our clients that we will make them feel valued and supported at all times when working with us. How do we do this? We start by matching you with one of our experienced insurance representatives who offer personalized guidance and recommendations. At Gilbert, we strongly believe that collaboration is the key to helping our clients reach their personal or business goals. We’re not just going to tell you what to do. Instead, we will listen, get to know you, gladly share our knowledge, and take time to explain why we are designing specific policies for your car, home, business, and more. Gilbert Insurance has been part of the community for nearly seven decades and we have welcomed thousands of individuals, families, and business owners into our “family”. We hope you will choose Gilbert Insurance for all your personal and business insurance needs.

Consistently voted one of the region’s best insurance agents.

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Best of Reading Logo for 2017

Best of Reading Logo for 2018

Best of Reading Logo for 2019

Best of Reading Logo for 2020

Best of Reading Logo for 2021

Customer Service Resources

Need customer service? Here are some quick links to our most popular customer service areas that may be helpful.

Recent News

Gilbert Insurance Team Member Carmelina Bernazani

Gilbert Insurance Agency Inc. Welcomes Industry Veteran Carmelina Bernazani to the Team

With over 20 years of experience in the insurance industry, including roles in sales, customer service, training, and account management, Carmelina Bernazani now brings her many talents to the Gilbert Insurance Agency, Inc. She will serve as Account Executive for Personal and Commercial lines.

Photo of Lazy River Products storefront

Gilbert Asks the Expert: Cannabis Industry Insights from Lazy River Products CEO William Cassotis

When recreational marijuana was legalized in Massachusetts in 2016, many entrepreneurs saw an opportunity to launch a new business in this exciting space, including William Cassotis, the CEO of Lazy River Products in Dracut, Massachusetts

Featured Image of a kitchen under construction

Why It’s Essential to Have the Right Replacement Cost Coverage for Your Home, Condo Association, or Apartment Building

Whether you’re a homeowner, a trustee of a condominium association, or the landlord of an apartment building, one of your most important duties is taking good care of the property you’re responsible for. Learn how the guaranteed replacement cost endorsement can help you recover after damage or loss.

Tips for Setting Up an HOA Bank Account

Over the past 70 years, Gilbert Insurance has partnered with knowledgeable local professionals to better serve our clients’ personal and business insurance needs and beyond. To kick off 2021, we decided to bring this professional wisdom directly to you through a new blog series, called “Gilbert Asks the Expert.”