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 let dogs take a bite out of your insurance

May 17-23 is Dog Bite Prevention Week. The USPS and its partners in the annual promotion report that “… small children, the elderly, and Postal Service carriers — in that order — are the most frequent victims of dog bites. … Continue reading

The true meaning of Friday: Fun animal videos!

While we always like to talk insurance, sometimes you need to focus on the real reason the Internet was invented: amazing animal videos. Normally, we’re partial to cute cats and dogs, but we want to give the rest of the … Continue reading

It’s Bike to Work Week – find New England resources

May is National Bike Month and this week – May 11 to 15 – is Bike to Work Week, culminating in Bike to Work Day, on Friday, May 15. Biking instead of driving is good for the environment and good … 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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