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

Mobile security: Protecting yourself while on the go

At the tail end of 2016, we crossed an internet usage threshold to little fanfare: Worldwide, more people used phones and tablets to access the web than conventional computers like desktops and laptops. Mobile use is averaging more than three … Continue reading

The high cost of alcohol-impaired driving

What happens to your wallet if you are convicted of driving under the influence (DUI) of alcohol? Financial penalties ae swift, severe, and can linger for a number of years. There are 42 states with an automatic license suspension on … Continue reading

Snow day toolkit: Shoveling, sharing the road with plows & more

Snow day! Despite many closures in anticipation of a fast-moving storm today, some people still need to be out and about, and most of us will need to deal with the subsequent cleanup. We’ve ferreted through our archives to find … 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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