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Insurance for where ever life takes you.


"Nothing but outstanding service that exceeded my

expectation. Thank you so much!



Headquartered in

Boccarossa insurance is family owned and operated! As a full service agency, we specialize in Auto, Home, Commercial, and Life Insurance Products. At Boccarossa Insurance, our licensed agents deeply care. We humbly provide excellent and conscientious service, along with competitive premiums to meet the individual needs of each of our clients and their families. Being an independent agency allows us to check with multiple providers to ensure our clients always get the best pricing and coverage around.

Riding in a Car


Unlike automobile insurance, homeowners insurance is not required by law, but lending institutions require it in order to get and keep a mortgage.


If you own a car in Connecticut, you need insurance. It's the law. But you do have some flexibility when it comes to the amount of insurance and type you purchase.


Our agency offers many different life insurance options so you can plan your future, prepare for the unexpected, and make sure the people you care about are taken care of.


We've partnered with several insurance carriers to offer the best business insurance for the most competitive rates. Letting you redirect the savings back into your business.

Licensed to serve you in the following states:


Milford, CT

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We serve people like you


Elderly Community

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!


Families like yours!

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.


Small Business Owners

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.


Great Coverage,
Superior Value

We're committed to helping our clients navigate all of life's changes. Whether you're celebrating a new milestone, opening a new business, or just want to make sure you're getting the best possible rate - we've got you covered!


Stephen Boccarossa,
Principal Agent

Stephen established Boccarossa Insurance Agency in 1984 and is the principal agent of Boccarossa Insurance Agency, LLC and West Haven Insurance Center, LLC. With almost 40 years of experience in the industry, Stephen holds a Bachelor of Science in Business Finance, a license in Property and Casualty Insurance, a license in Life and Health Insurance, and a NASD Financial License for the state of Connecticut.

Stephen is an active member of the Chamber of Commerce and his local church. He currently resides in Orange, CT with his wife. With an ever growing family, Stephen has 5 adult children, 6 grandchildren, and another on the way!

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Why We're Different?

Great Service

Our agency has been rated 5 stars for customer service.

You’re working with Experts

Over a century of combined Experience.

Personalized Care

We make sure your plans fit exactly what you need.

Committed to Our Community

Member of the Milford Chamber of Commerce Since 2004
Special Olympics Sponsor
  • How does an umbrella policy work?
    An umbrella insurance policy works exactly as the name describes. The umbrella policy sits over the top of underlying insurance policies and provides an extra layer of liability insurance. In the case of a personal umbrella, underlying policies would include auto insurance, homeowners insurance, boat insurance, rental property insurance, etc. If the limit of liability is used up on the underlying policy then the umbrella kicks in to provide additional coverage.
  • How much life insurance should I buy?
    You could ask ten different insurance professionals how much life insurance you should buy and you would get ten different answers.The most common reasons for purchasing life insurance include coverage of debt, specifically a mortgage, replacing lost income for survivors and making sure there are funds available for education of children. How you actually determine how much life insurance you need is really a personal decision. Speaking with one of our trusted life agents and having an honest discussion about what you hope to cover is the first step.
  • Should I package my home and auto insurance together?
    Absolutely YES! If you can package your home and auto together with the same insurance carrier you should do it. The reason is simple: you get a discount on both your Home and Auto insurance if they are packaged with the same carrier. The good thing is, if for some reason grouping doesn't work, we’re an independent agency so we’re able to quote you with a bunch of different carriers to make sure you always get the best rates.
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Expert Advice for Home and Business Owners

5 Exciting Home Description Examples for Summer

Summer is coming and the real estate market is heating up. If you plan on listing, make sure you know how to position your home so buyers will be excited to come see it. You can highlight your home’s best features, brag about outdoor space and talk about trendy finishes. Read on for some ideas on how to successfully showcase your home this summer.

Your small business checklist: 25 things to do before the year ends

With the summer winding down, it’s time to start thinking about closing the book on another year for your business. Pretty soon the weather will be cooling down, the holiday season will come and go, and you’ll be staring down the start of another calendar year.

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