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

Snowbirds: Tips for winterizing your home while away

Will you be making a seasonal move south to weather out the harsh winter months in a more favorable climate? Whether you’ll be gone for a few days or a few months, if you are traveling over the winter, there … Continue reading

Holiday fraud: How to avoid seasonal scammers

If it’s December, it’s prime holiday fraud season! Because it’s the busiest season of the year, scammers work double time to try to maximize their take. And as many times as we’ve issued warnings, thieves are very creative about thinking … Continue reading

New Massachusetts hands-free driving law to go into effect in February 2020

You might have been distracted over Thanksgiving and missed the news: Massachusetts enacted a hands-free driving law, making Massachusetts the 21st state to ban the use of all hand-held electronic devices while driving. This follows quickly on a similar Maine … 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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