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

Are you spending more at the gas pump than you need to?

If you use premium gasoline for your car, you may want to rethink that. Unless your car manufacturer specifically designates the use of premium fuel, you are wasting your money, according to new fuel performance research by AAA. How much … Continue reading

Keeping Kids safe: Tips for childproofing your home

Injuries are the leading cause of death in children ages 19 and younger, according to the Centers for Disease Control. The home should be the safest place for kids, but that isn’t always the case. SafeKids reports that every year, … Continue reading

3 important things converge this month: Pets, Insurance and National Preparedness Month

It’s National Preparedness Month, your annual reminder to plan in advance for how you’d weather an emergency or natural disaster such as a hurricane, wildfire, flood or crippling winter storm. Ready.gov urges us all to prepare in advance for emergencies, … 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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