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

Don’t fall for any fake Santas: the 12 scams of Christmas

Busy this season? You probably are – everyone gets caught up in the year-end holiday madness. But no matter how busy you may be, there’s one group of people that never rest: online thieves, crooks and scammers. With just a … Continue reading

Experts say: “Put a freeze on winter fires”

Home fires can happen any time of the year, but there are special risks over the holidays. Two very common activities that are popular at the holidays are often the source of fires: Holiday decorating and holiday cooking. For example, … Continue reading

Dangerous toys: Check these 2018 toy safety reports and tips

Don’t let your children’s holiday toy wishlist turn scary this year: every 3 minutes, a child is treated in an emergency room for a toy-related injury. As you compile your holiday shopping list, take some time to check the list … 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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