What types of roofing materials do you install and service?

We specialize in asphalt, cedar, metal, copper, and rubber roofing. Each system is chosen to fit the unique needs and style of your property in Western Connecticut.

Are your roofing services covered by a warranty?

Yes, as a GAF Certified Plus Contractor, we offer GAF-backed labor warranties on eligible roofing projects—providing added protection for your investment.

Will I work directly with the Aiello family during my roofing project?

Absolutely. Christopher, Kenny, or Andrew Aiello personally oversee every roofing project, ensuring hands-on quality and communication from start to finish.

How do you manage property disruption and cleanup during roofing work?

We provide advance notice for dumpster and material deliveries, communicate progress daily, and ensure our crew leaves your property clean and safe after every workday.

Do you handle roofing repairs as well as full replacements?

Yes. We offer both targeted repairs—such as pipe boot changes or leak fixes—and full 'rip and replace' roof installations for homes throughout New Milford and Western CT.

What areas do you provide roofing services in?

Our central service area includes New Milford, Sherman, Kent, Washington, Brookfield, and the greater Western Connecticut Planning Region.

How do I get a roofing quote for my home?

Simply request a quote through our website or contact us directly. We’ll arrange a convenient time for a thorough assessment and proposal.

Roof Repair & Replacement | New Milford CT

When it comes to roofing services, experience and trust matter. The Aiello Roofing Company has been serving New Milford and the Western Connecticut Planning Region for over 40 years, offering expert installation and replacement of asphalt, cedar, metal, copper, and rubber roofing systems. Unlike high-volume commercial contractors, our focused seven-man crew allows for direct owner oversight and the personal accountability that only a family-run business can offer. From complete 'rip and replace' projects to targeted repairs like pipe boot changes or ice dam prevention, every job receives the same commitment to quality and communication. Our team provides advanced notice for dumpster and material arrivals, stays late to ensure thorough cleanup, and prioritizes your property’s protection. Whether you live in a classic Colonial, a ranch, or a historic New Milford home, we approach every roof as if it were our own—combining proven techniques with today’s highest-rated materials.

Choosing the right roofing contractor is crucial for protecting your investment. As a GAF Certified Plus Contractor, Aiello Roofing offers exclusive access to GAF-backed labor warranties—trusted coverage not available from most local competitors. Our four decades of service in New Milford and surrounding communities mean we’ve weathered every storm, blizzard, and housing trend Western Connecticut can offer. We install premium shingles, cedar shakes, standing seam metal, copper work, and rubber roofing, all sourced through partnerships with industry leaders like GAF. Our 'quality over quantity' approach means your project receives hands-on attention from Christopher, Kenny, and Andrew Aiello—not a faceless rotating crew. Homeowners in Sherman, Kent, Brookfield, and Litchfield County trust us for reliable scheduling, meticulous site cleanup, and fair, transparent pricing. Our Google reviews and local reputation speak to the high standards we bring to every roof.

Whether your home needs a full roof replacement, targeted repair, or seasonal maintenance, our roofing services are designed to meet the diverse needs of Western Connecticut property owners. We specialize in asphalt shingle systems for modern homes, cedar and copper for historic properties, and durable metal and rubber solutions for challenging weather conditions. Our roofing process begins with a detailed on-site assessment, followed by a transparent proposal outlining all materials, timelines, and warranty options. We prioritize communication—providing notice before deliveries, updates on progress, and thorough end-of-day cleanups. Our crew is trained to handle New Milford’s most common roof issues: heavy wet snow, ice dams, leaking pipe boots, and more. With Aiello Roofing, you work directly with the Aiello family and receive the peace of mind that comes from 40 years of local expertise and pride.

At Aiello Roofing, every project is a reflection of our family name. Unlike large commercial firms, we personally oversee each job, ensuring that every detail—from the arrival of dumpsters to the final cleanup—is managed with care. Our commitment to operational transparency sets us apart; clients receive clear communication at every stage and always know who is on their property. Our roofing services are not just about installing shingles—they are about building long-term relationships through integrity, hard work, and results you can see. From routine maintenance to full 'rip and replace' roof projects, we are here to safeguard your home for generations. Serving New Milford, Sherman, Washington, Kent, and beyond, we invite you to experience the difference that true family stewardship can make.

What types of roofing materials do you install and service?
We specialize in asphalt, cedar, metal, copper, and rubber roofing. Each system is chosen to fit the unique needs and style of your property in Western Connecticut.
Are your roofing services covered by a warranty?
Yes, as a GAF Certified Plus Contractor, we offer GAF-backed labor warranties on eligible roofing projects—providing added protection for your investment.
Will I work directly with the Aiello family during my roofing project?
Absolutely. Christopher, Kenny, or Andrew Aiello personally oversee every roofing project, ensuring hands-on quality and communication from start to finish.
How do you manage property disruption and cleanup during roofing work?
We provide advance notice for dumpster and material deliveries, communicate progress daily, and ensure our crew leaves your property clean and safe after every workday.
Do you handle roofing repairs as well as full replacements?
Yes. We offer both targeted repairs—such as pipe boot changes or leak fixes—and full 'rip and replace' roof installations for homes throughout New Milford and Western CT.
What areas do you provide roofing services in?
Our central service area includes New Milford, Sherman, Kent, Washington, Brookfield, and the greater Western Connecticut Planning Region.
How do I get a roofing quote for my home?
Simply request a quote through our website or contact us directly. We’ll arrange a convenient time for a thorough assessment and proposal.