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.
Personal & Family Insurance
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
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
Thinking about a side hustle? Check with your insurance agent
Today, it seems like everybody’s got a side hustle, which is essentially just a fancy rebranding of what used to be called moonlighting. But today’s moonlighting often comes with a twist …. these gigs often involve using your personal car … Continue reading
Drunk Driving Simulator Show the Danger of Impaired Driving
How impaired are you when driving under the influence? Ford’s Driving Skills For Life Program tested that theory out on teens using a drunk driving simulator suit that they developed to mimic the feeling and effects of inebriation. With weight … Continue reading
In the market for a new car? Calculate the full costs
If you’re in the market for a new car over the coming year, there’s a lot more to think about in terms of cost than just the sticker price. If you aren’t figuring in the associated financing costs, taxes, insurance, … 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.