Welcome to Leonard Insurance At Leonard Insurance Agency, we love solving problems. We concentrate on listening to our clients and we focus on tailoring solutions to their individual insurance situations. We live on Cape Cod, and we know about the unique exposures Cape Codders face when it comes to insuring their businesses, homes, autos, and boats. We also have clients across Massachusetts and the rest of the United States LEARN MORE

Who We Are

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 meet their insurance needs. Whether it’s auto insurance, homeowners, boat, or business insurance, we listen to your needs and help you find coverage that fits your lifestyle.

Our Insurance Products

Please call the licensed agents at Leonard Insurance Agency to help you assess your needs or the needs of your company and find insurance coverage that matches your described needs.

Our list of coverages for both personal and business are detailed below.

Personal Insurance

The unexpected happens – make sure you and your assets are insured appropriately. The insurance agents at Leonard Insurance Agency can tailor coverage to meet your needs.

Auto Insurance
Homeowners Insurance
Condo Owners Insurance
Flood Insurance
Landlord
Tenants
Marine Insurance
Other Coverages

Business Insurance

Call the licensed agents at Leonard Insurance Agency to help you assess your company’s needs and find insurance coverage that matches your described needs. We have a full range of coverage to help protect you and your business so you can focus on what matters most.

Business Owners Package
Bonds
Workers’ Compensation
Other Commercial Coverages
Request a Certificate of Insurance

Contact Us