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

Get rid of that junk: where and how to recycle your stuff

Maybe you’ve recently jumped on the Marie Kondo bandwagon and decided to get rid of all your stuff. Or maybe your closets, cellars and attics are bursting at the seams and you are afraid you’ll be anonymously reported to your … Continue reading

Unusual perils in your morning commute: will your insurance cover this?

How’s your morning commute? This commuter encountered an unusual peril, a unique example of road rage, with the Nissan Pathfinder coming out on the losing side. Early morning commuteTatanka vs Nissan PathfinderLamar Valley,WY#INDIGENOUS #TAIRP pic.twitter.com/t7h34v6jqL — Indigenous (@AmericanIndian8) January 30, … Continue reading

Never plug a space heater into a power strip

The recent frigid weather from the polar vortex prompted fire officials to issue warnings about space heaters, which are a frequent source of home fires: Never plug a space heater into a power strip or an extension cord. Space heaters … 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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