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

Creating a home inventory

Pop quiz – without looking, see how you do answering these questions: What are the makes and years of your major kitchen appliances? How many pairs of pants do you own? Jackets? Shoes? Boots? What year did you buy your … Continue reading

Spring Home Maintenance Tips

  Spring is officially here, and as any homeowners knows, it’s time to roll up your sleeves and tackle some annual home maintenance tasks. Consumer Reports put this great list together last year. It includes tips for: Cleaning household filters … Continue reading

How to avoid hydroplaning – and what to do if it happens

We all think about tire safety in winter when the roads are snowy or slushy and we adjust our driving accordingly. But what about in the rain? Wet, slick roads with water buildup can be quite hazardous, too. Many drivers … 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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