Leonard Insurance Agency

Leonard Insurance Agency Leonard Insurance Agency is an independent insurance agency based in Osterville, MA.

At Leonard Insurance Agency, we can help you with your home and auto insurance along with other personal insurance needs. Also your business insurance needs such as business, workers compensation, property, bonds, and more. We're here to help you understand your needs, offer you the coverage that fits those needs, and if the time ever comes, we'll help you navigate through the claim process. In ma

ny cases, when bundling home and auto, we will be able to find discounts to help lower the cost of your insurance. Please give us a call today so we can show you why Leonard Insurance is your number one choice on the Cape and in Massachusetts.

09/02/2026

Big milestones for your teen? Is your teen a new driver? Is she driving off to college? Add your teen to your auto policy. To learn more, please call us at (508) 428-6921, email us at [email protected], or find us on the web at https://leonardagency.com/. We're here to help!

09/01/2026

It's Fun Fact Tuesday at Leonard Insurance!

Do you know why we call hot dogs "hot dogs?"
Just think about all those hot dogs you ate over this summer. Have you ever wondered where the name came from?

Hot dogs originated in Germany but became an American staple, with billions eaten each summer. The name likely comes from German butchers who called long, skinny frankfurters “dachshund sausages,” later shortened to “hot dogs.”

And now you know!

Source: Interestingfacts.com

08/31/2026

Ok, it's Monday morning, my commute was pretty rough, and I haven't had my coffee yet. So I have just one question: Who called this meeting???

08/28/2026

From your friends at Leonard Insurance Agency, please enjoy these 20 seconds of peace and serenity. Have an awesome weekend!

“Every day may not be good, but there is something good in every day.” - Alice Morse Earle

08/27/2026

“Only those who will risk going too far can possibly find out how far one can go.” - T.S. Eliot

08/26/2026

It's back to school for some towns in our area. Some schools start as early as today with others starting classes next week and right after Labor Day. Please slow down and be extra careful when driving through school zones.

08/25/2026

It's fun-fact Tuesday at Leonard Insurance Agency!

Do you know how hot lightening is?
Lightning itself has no temperature; it is the movement of electrical charges in the atmosphere. But as it passes through air, it heats that air dramatically — up to 50,000 degrees Fahrenheit, about five times hotter than the sun’s surface.

And now you know!
Source: Interestingfacts.com

08/21/2026

Enjoy 18 seconds of serenity on this Friday from your friends at Leonard Insurance. Have an awesome weekend!

“Never underestimate the power of a kind word, an unexpected act of generosity, a courageous deed.” - Unknown

08/20/2026

Boating season is in full swing! Don’t be caught unprepared. Run through Safety Insurance boater’s checklist and view their brochure athttps://www.safetyinsurance.com/doclib/resource_center/pdf/ma/boat_insert.pdf before you hit the open ocean.

And please contact us if you have any questions about your boat coverage. We know boats and we love boats. You can reach us at (508) 428-6921, send us an email at [email protected], or visit our website at https://leonardagency.com. Thanks to Safety Insurance for that helpful advice.

Address

683 Main Street, Unit B
Osterville, MA
02655

Opening Hours

Monday 9am - 5pm
Tuesday 9am - 5pm
Wednesday 9am - 5pm
Thursday 9am - 5pm
Friday 9am - 5pm

Telephone

+15084286921

Website

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