We Cover The Important Parts of Your Life
Gilbert provides a broad range of personal, business, and specialty insurance products that help reduce your unique risks and fit your specific protection needs.

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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Customer Service Resources

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

Recent News

Digital art image of a frustrated woman dealing with water damage

Does Home Insurance Cover These 6 Types of Water Damage?

Learn about six of the most common types of water damage in houses, and find out if these situations are typically covered by a standard home insurance policy.

How to Find the Right Real Estate Agent

Gilbert provides tips to first-time homebuyers on how to search for a qualified real estate agent and shares a list of questions you can use when interviewing them.

Photo of an electric bike charging its lithium ion battery

A Guide to Lithium-Ion Battery Safety for Condo Associations and Their Unit Owners

Lithium-ion batteries can pose major safety risks. Gilbert provides information about these batteries for condo associations to share with their unit owners.

Photo of a car about to be loaded onto the tow truck

What Is Rental Car Reimbursement Insurance Coverage and Is It Worth It?

Rental car reimbursement insurance is an optional coverage drivers can add to their auto policy. Gilbert explains how it works and how it might save you money.