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

Celebrate spring with Easter Egg Hunts, Patriots’ Day and Marathon Monday

This weekend, most of the country’s celebrations include Easter and Passover, but for many of us in New England, it’s also Marathon Monday weekend. In Massachusetts, Monday is celebrated as a state holiday, not for the Marathon, but for Patriots’ … Continue reading

A rogue’s gallery of insurance fraudsters, 2016 style

Insurance fraud is a crime that we all pay for in the form of higher premiums for our home, auto and business insurance. However, 10% of the population still thinks that “insurance fraud doesn’t hurt anyone.” Nothing could be further … Continue reading

The value of working with a local, independent insurance agent

Check out this short video clip on the value of working with an independent insurance agent. We spied it on Twitter the other day, posted by one of our great insurance company partners, Safety Insurance. It talks about the value, … 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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