Casillas Contracting

+(302) 983-9796

Need help? Make a Call

16 Simpson pl Middletown

DE 19709

Quality roofing for an affordable price.

Get your roof done right before winter sets in.

Need help? Make a Call

+(302) 983-9796

Free estimate, no obligation

Please fill out the online form

About Casillas Contracting

Be prepared for any weather.

We are a licensed and insured construction company , offering full-service residential / commercial roofing , gutters , siding , And interior/exterior paint all done by professionals that have integrity in their work.

Casillas Contracting services the Tri-state area, including DE, NJ, PA, MD and FL. Our roofing / painting experts are all a part of an in-house team that has decades of experience in this industry. If we’re going to do something, we’re going to make sure we do it right! Your home is one of your biggest investments. It should be cared for by the most experienced and skilled roofing, siding, gutters, and/or painting professionals. We offer residential and commercial construction services with 30+ years of experience.The goal is to do a job so great, that you’ll want to refer us to your family and friends.

What We Offer

Discover the difference in roofing.


Have you got a leaking roof? Do you have any missing or damaged shingles? Is there a problem with drainage? Before we start restoring your roof and giving you peace of mind, our friendly and trained roofing specialists will assess the damage and walk you through the root causes, recommended solutions with detailed pricing.


Casillas Contracting skilled roofers will listen to your desired design and preferred budget so that we can create your own iconic roof that will keep your home safe and beautiful for years to come. We leave every roof installation with complete trust in our work since we plan for a successful roof replacement and guarantee all roofs.


Our service includes gutter cleaning, gutter tune-ups, re-pitching the gutters, hidden gutter hanger installation, leaf-relief gutter guard installation, and full gutter replacement. Our gutter experts can detect poor installation, pitches, and a variety of other issues that are sometimes overlooked.

Quality you can trust.

We help you in building on your past as well as your future. When you’re in charge of an apartment complex, housing units, condominiums, or something similar, you know the difficulties of multi-family roofing – and you need someone who knows how to deal with them. Casillas Contracting offers exactly that, and we’ll be there for you every step of the way to ensure quality and peace of mind.


Drip Resistant

Drip edge is metal flashing added at the roof's margins to avoid water from getting below your roofing components and away from your fascia. Water enters behind your gutters and rots your fascia board and roof decking if your roof doesn't have a drip edge.


Prevents cracks from forming on the concrete's surface. It's simple to use. Increases the concrete structure's longevity. Prevents reinforcement from rusting.


UV rays aren't as easily absorbed by efficient roofing materials, which means your roof will last longer and cost less to maintain. You can also treat the roof with a UV-resistant coating to further protect it and halt the aging process.

Our Projects

Quality Workmanship Done Right The First Time.

Why Choose Us

We are the perfect solution to all your roofing problems

Regardless of the scale or scope of the project you leave to us, our primary goal is to collaborate with you and do everything it takes to help you realize your vision for your house. You can stay ahead of any problem by maintaining your roof properly and using the services of a reputable roof repair business like Casillas Contracting.

Trusted Company

Casillas Contracting is a fully insured, bonded, and licensed company. you can trust that you and your home improvement project are in good hands.


We have more than 20 years’ of experience in commercial and residential indoor and outdoor improvements. Every year, Casillas Contracting completes hundreds of jobs.

Certified Workers

Our company specializes in a wide range of shingle roofing and flat roofing services, as well as roof leak detection and repair. Our team has provided honest, sound advice for your project demands and budget to hundreds of customers.



Browse our catalog of hundreds of product style and color combinations to find the perfect shirt to customize. We think you’ll be amazed at the quality of our t-shirts, beanies, hoodies, caps, and lots more.





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What They Say

The holidays this past year were anything, but traditional. Totally felt the love though, through family and friends. Outside of that, I am truly grateful to have received a complete new roof. I had some storm damage and my insurance company only wanted to replace front side shingles. But Omar Casillas stuck it through and communicated with them throughout the entire process. They eventually granted a full roof replacement. I have not received this level of service in a long time, especially throughout the pandemic. The roof was replaced in one day. The clean up was above and beyond and the roll off was gone before I left for work the next day. They also came back and repaired and painted inside nail pops. Kudos to Omar and his team! If you are in need, you can't go wrong reaching out to him. Honestly, one of the nicest and hardest working people I've met! Casillas Contracting

    "These guys were fantastic; they did an excellent job in a timely way and left my yard spotless!" We had a new roof installed on the entire house , and they meticulously cleaned my yard. I strongly suggest these guys."

      "Excellent service and workmanship from beginning to end!" They actually redid our entire roof, siding, and gutters after a local company did suc h a poor job!"

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