Personal & Family Insurance

The unexpected happens – make sure you and your assets are well protected. The experts at Leonard Insurance Agency tailor coverage to meet your exact needs.

Business & Commercial Insurance Products

Trust the professionals at Leonard Insurance Agency to assess your company’s needs and provide the best products at the best prices. We have a full range of coverage to protect you and your business so you can focus on what matters most.

About us


Leonard Insurance Agency is an independent insurance agency based in Osterville, MA. For more than a century, we’ve been helping our neighboring Cape Cod businesses, families and individuals to meet their insurance needs. Whether it’s auto insurance, homeowners, boat, or business insurance, we understand your needs because we understand the way you live. And because we have priority access to dozens of premier insurance companies, we can find the right product at the right price.

Claims Reporting

If you have a claim during normal business hours, please call us – we are happy to help. But if you prefer online reporting, or if you should need to file a claim during nights, weekends, or holidays, here are links to online claim reporting services for our insurers.

Tools

These tools and links are provided as a service to our clients. We are happy to serve you should you have any questions about your policies, your coverage, or assessing your needs – give us a call!

Online bill payment

Want to pay your insurance bills online? These links are to online bill payment options for our insurers.

News

Consumer Insurance Blog

Anchor-it! Preventing toddler tip-over deaths

Most parents would do anything in the world to protect their young children – nothing is more important or higher on the agenda. But there can be a less-than-obvious household danger lurking in a seemingly safe room. That’s the tragic … Continue reading

Drowning doesn’t look like what we see in the movies

When we head to the beach or the pool on the weekends, most of us do so with a dangerous knowledge gap. We have wrong ideas about drowning and our ignorance means we don’t always recognize the signs of a … Continue reading

New DUI law in Connecticut mandates an ignition interlock device

Since July 1, if you are found to be driving under the influence (DUI) in Connecticut, you will be required to install an ignition interlock device (IID), An IID is a type of breathalyzer that requires a breath sample before … Continue reading



Contact us

Contact us

Leonard Insurance Agency, Inc.

683 Main Street, Suite B
Osterville, MA 02655

Telephone: 508-428-6921
Fax: 508-420-5406
Email: To help us meet your needs and get your query to the right place, please use the e-mail form below.

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