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

Ideas for a safe and fun Fourth of July in New England

Things are looking much more positive and festive in New England for July 4 than they were a month ago for Memorial Day, but Covid19 is still looming so we all still need to be safe and careful. We worked … Continue reading

Lightning Safety Awareness – Get the Facts

It’s National Lightning Safety Awareness Week. It’s good timing because July is the month with the most cloud-to-ground lightning strikes. According to the National Weather Service (NWS), four people have been killed by lightning so far this year. On average, … Continue reading

June is Men’s Health Month: Raising awareness about health checkups and screenings

Let the men in your life know how much they mean to you by encouraging them to get healthy! June is Men’s Health Month, a time to encourage and support all the men in our lives to get health screenings … 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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