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Protecting what matters most,
one policy at a time

Insuring our community since 1984

 Our Vision

At Boccarossa Insurance, our mission is to provide exceptional insurance solutions that safeguard your future and empower you to achieve your dreams.

We believe in protecting what matters most to you—your family, your home, your business, and your peace of mind.

Who We Are

About Our Agency

Boccarossa Insurance, a family-owned and operated agency, specializes in Auto, Home, Commercial, and Life Insurance. Our licensed agents provide exceptional service and competitive premiums tailored to each client's needs. As an independent agency, we compare multiple providers to guarantee the best pricing and coverage for our clients.


Year of Establishment


Years of Operation


Carrier Partners

Stephen Boccarossa

Stephen Boccarossa

Principal Agent,
Personal and Commercial Lines

Our selection of esteemed carrier partnerships

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And many more...

Our focus

is on providing exceptional service to individuals like you

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Are you an AARP member? Our agency is able to provide discounted rates for those that hold a membership! We strive to ensure our elderly community is cared for.  We want to make the process easy!

Are you a business owner, unsure of what you need for coverage or looking for better pricing? New business or old, we have agents that are experts in business insurance and will be sure to get you the best.


Are you newly married and looking for auto or home insurance? Are you a parent to a new driver? Whether you’re a new family or already established, we specialize in finding plans and premiums that meet exactly what you need.

Elderly Community

Families like yours!

Small Business Owners

Excellent company to insure everything.

Charles O'Reilly, CT

Our Services: 





Licensed to serve you in the following states:

Who we are

Stephen Boccarossa,
Principal Agent

Stephen, the esteemed principal agent of Boccarossa Insurance Agency, LLC and West Haven Insurance Center, LLC, brings nearly four decades of unparalleled expertise to the insurance industry. Since founding Boccarossa Insurance Agency in 1984, Stephen has dedicated himself to providing exceptional service and comprehensive insurance solutions to his clients. His extensive qualifications include a Bachelor of Science in Business Finance, licenses in Property and Casualty Insurance, Life and Health Insurance, and a NASD Financial License for the state of Connecticut.

Stephen's commitment to his community is evident through his active participation in the Chamber of Commerce and his local church. Residing in Orange, CT, with his beloved wife, he is a proud family man with five adult children and seven grandchildren. Stephen's professional and personal life is marked by his dedication, integrity, and a passion for helping others secure their futures.

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Why We're Different?

Great Service

Our agency is proud to have earned a 5-star rating for exceptional customer service.

You’re working with Experts

With more than a century of combined expertise in the industry.

Personalized Care

We make sure your plans fit exactly what you need.

Great Coverage, Superior Value

We are dedicated to assisting our clients in navigating life’s various transitions. Whether you are celebrating a significant milestone, launching a new business, or seeking the most competitive rates, we are here to support you every step of the way.

Committed to Our Community

Contact Us


220 Bridgeport Ave.

Milford, CT 06460


Opening Hours

Mon - Fri

9:00 am – 4:30 pm

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