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

Check your kids’ outdoor play spaces for National Playground Safety Week

As the weather improves, more and more kids turn to outside activities in public and private playgrounds. This week is National Playground Safety week, a good time for parents to review the safety of the outdoor places where kids play. … Continue reading

Boston Marathon Monday Toolkit

It’s 42 with drizzle at the race starting line.  Watch the Boston Marathon live starting at 9:30 Athlete tracking Boston Marathon Twitter feed Boston Marathon Facebook Spectator Security guidelines for Boston Marathon Which roads are closed on Marathon Monday Boston … Continue reading

Retirement planning procrastination wastes the advantage of compound interest

Many people procrastinate when it comes to saving for retirement … but the earlier you start, the more compounding interest works in your favor. Financial Engines conducted a survey to better to better understand why people procrastinate on their retirement … 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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