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

Don’t let frozen pipes shut down your business this winter

Frozen and burst pipes cost businesses millions every winter. According to the Insurance Institute for Business and Home Safety, 25% of businesses do not survive after a major property disaster, such as a freeze-related water incident. Philadelphia Insurance studied 433 … Continue reading

Veterans Day: The eleventh hour of the eleventh day of the eleventh month

This year marks the 100th anniversary of the end of hostilities of World War I, which occurred in 1918, and was know as Armistice Day. Today, it honors all veterans, past and present. It’s a time to recognize and pay … Continue reading

Handy guide to 2018 voting day in New England

We’re so lucky to live in a country where every voice counts. That is, it counts if you exercise your right to vote! In record numbers, people have been taking advantage of early voting, but for many, going to the … 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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