Roof Installation

Newtown, CT Area

24/7 Emergency Services

Affordable Pricing

Fast Response Times

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Long‑Lasting Performance With Quality Roof Installation

Custom Gutter & Roofing provides dependable roof installation services for homeowners in the Newtown, CT, area, offering high-quality asphalt shingle installation and beautiful cedar shake roofing. As one of the most reliable roofing contractors in Newtown, CT, our family-owned and -operated team brings more than 25 years of experience to every job and is dedicated to safe, efficient work backed by fast response times, warranties, and full licensing and insurance. Whether you want a durable asphalt shingle roof or the natural charm of cedar shakes, we install each system with care, precision, and a commitment to long-lasting performance.

Your roofing project is always handled with a customer‑first mindset, ensuring the process is smooth from start to finish. We offer affordable pricing, 24/7 availability for emergencies, and support with all types of insurance claims to simplify even the most stressful situations.


With satisfaction guaranteed and a focus on protecting your home for years to come, you can trust us to deliver a roof that enhances curb appeal, boosts structural integrity, and provides reliable protection through every season. Contact us todayfor your next roof installation project.

Why Choose Us

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24/7 Emergency Services

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Affordable Pricing

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Fast Response Times

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Fully Licensed and Insured

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Safe and Efficient Work

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100% Committed to Putting Customers First

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Asphalt Shingle Installation

We install high‑quality asphalt shingles that offer reliable protection, strong durability, and a clean, attractive finish. Our team ensures that each shingle is placed with precision to create a long‑lasting roof you can depend on.

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Cedar Shake Roof Installation

We install beautiful cedar shake roofing that adds natural charm and excellent insulation to your home. Each shake is carefully fitted to deliver a sturdy, weather‑resistant roof with timeless appeal.

Our Recent Projects

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Here's what our satisfied customers are saying...

At Custom Gutter & Roofing, we take pride in providing exceptional roofing services to our customers. We would be grateful if you could share your thoughts about our services with others. Your feedback helps us improve and helps others make informed decisions. Please take a moment to leave a review of Custom Gutter & Roofing and let others know what you think.

Frequently Asked Questions

Maintaining the structural integrity of your residence begins with a high-quality overhead barrier that can withstand the diverse New England elements. Our family-operated team brings decades of dedicated experience to every project, ensuring that your home remains protected, dry, and aesthetically pleasing through every season of the year.

  • I've noticed some missing shingles after the last storm; how do I know if I need a simple repair or a full replacement?

    We always begin with a thorough inspection to determine the extent of the damage. If the issues are localized, we can often perform a targeted repair to extend the life of your current system. However, if your asphalt shingles are nearing the 25-to-30-year mark or if there is widespread structural compromise, we may recommend a full installation to ensure your safety. As experienced roofing contractors in Newtown, CT, we pride ourselves on being upfront and honest. We don't "patch and run" if a more permanent solution is required for your protection.

  • How long has your company been serving homeowners in this area?

    We're a third-generation family business with deep roots in the local community. Our team lead, Anthony, has over 17 years of hands-on experience, while his father, Charles, brings more than 42 years of expertise to the table. This combined knowledge allows us to tackle complex architectural challenges that other roofing contractors in Newtown, CT might find daunting. We treat every home as if it were our own, building long-term relationships based on dependability and quality craftsmanship that dates back decades.

  • What types of materials do you offer for new installations?

    We specialize in high-quality asphalt and wood roofing systems designed to complement the unique aesthetic of Connecticut homes. To ensure longevity, we utilize industry-leading brands such as GAF, IKO, and CertainTeed. By working with these premium materials, we can provide a durable finish that stands up to heavy snow and wind. Not all roofing contractors in Newtown, CT maintain such rigorous standards for material selection, but we believe the best reputation is built on using the best products available.

  • Will you be working on multiple houses at the same time as mine?

    One of our core business philosophies is focus. We're on the job site 24/7 once a project begins, and we strictly follow a policy of finishing the current job before we ever start the next one. This ensures that your home receives our undivided attention and that the work area is kept clean and organized throughout the process. Unlike some larger roofing contractors in Newtown, CT that might jump between different sites, we stay committed to your project from the first shingle to the final cleanup.

  • Do you provide any protection or guarantees for the work you perform?

    Absolutely. We stand behind our craftsmanship with written guarantees because we believe in getting the job done right the first time. For new roofing installations, we typically offer a three-year labor warranty to give you peace of mind. We're fully licensed and insured, meeting all state requirements to operate as professional roofing contractors in Newtown, CT. This level of accountability is why so many of our neighbors have relied on us with their homes for over three generations.

  • Can you help me with chimney and skylight issues while you're working on the roof?

    Yes, we provide comprehensive exterior solutions that go beyond just shingle replacement. Our expertise includes chimney flashing, chimney repairs, and skylight repairs or installations. We understand that a roof is a complex system of interconnected parts, and a leak near a chimney can compromise the entire structure. While many roofing contractors in Newtown, CT focus solely on the flats of the roof, we check for every "glitch" that might need attention to keep your family safe.

  • How do you handle unexpected leaks or emergencies outside of normal hours?

    We understand that roofing failures don't always happen during a nine-to-five window. That is why we offer 24/7 emergency services for our clients. Whether it's storm damage or a sudden leak in the middle of the night, you can call us and we'll service you immediately. Providing this level of accessibility is part of our commitment to the community and sets us apart from many other local service providers.

  • Is it possible to install solar panels on a roof you've recently installed?

    We generally recommend that a roof be less than five years old if you're planning to add solar panels. This ensures the underlying structure is strong enough to support the additional weight and hardware of a solar array. If we're installing a new roof for you, we can ensure the surface is perfectly prepped and optimized for future solar integration, should you choose to go that route.

  • What should I expect during the actual installation process?

    We prioritize a clean and efficient job site. Our team arrives promptly, protects your landscaping, and works diligently to remove old materials and install the new system. Because we stay on-site until the job is finished, the duration is kept to a minimum. We also perform a meticulous final sweep of the property to ensure no debris or nails are left behind, leaving your home looking better than when we arrived.

  • Do you work with insurance companies if my roof was damaged by a storm?

    Yes, we have extensive experience working with insurance providers to help streamline the process for our customers. We can provide the necessary documentation and professional assessments required to help you navigate your claim. Our goal is to make the experience as stress-free as possible, providing an affordable and durable solution that restores your home to its peak condition.