40 Years Of Roofing, Siding, And Exterior Craftsmanship
Family-owned and operated in New Milford, delivering comprehensive property upgrades built for long-term durability across Western Connecticut.
A Roofing Contractor Built On 40 Years Of Trust
The Aiello Roofing Company has been serving homeowners throughout Western Connecticut since the early 1980s. What began with Kenny Aiello’s hands-on craftsmanship has grown into a multi-generational operation now led by Christopher Aiello alongside his brother Andrew. Our work focuses on structural improvements designed to protect and enhance single-family properties. A dedicated seven-man team allows direct owner oversight on every project to ensure strict quality control.
ABOUT US
Local Craftsmanship Serving The Western Connecticut Region
Property owners across the Western Connecticut Planning Region rely on The Aiello Roofing Company for dependable construction and exterior renovation. Based in New Milford, we work closely with clients who value professionalism, clear communication, and proven execution. We understand the unique weather conditions that affect local homes, from heavy wet snow to seasonal blizzards, and we build systems designed to withstand those challenges. Because our daily operations remain intentionally focused on residential work, every site receives direct leadership from our family. From initial inspection to the meticulous post-installation cleanup, our goal is to deliver high quality work and fair pricing.
40+
YEARS IN BUSINESS
Why Choose Us
Why Homeowners Trust The Aiello Roofing Company
Four decades of leadership, premium materials, and dependable communication on every project.
Family owned operation led by Kenny, Andrew, and Christopher Aiello with hands-on involvement in daily project management.
Focused residential craftsmanship utilizing premium options such as Hardie siding, Andersen windows, and Trex decking.
Dedicated seven-person team delivering consistent installation standards.
Professional coordination that keeps you informed about scheduling and materials delivery.
OUR SERVICES
We provide reliable roofing and construction services built to protect your home and improve its value. From repairs and replacements to full construction projects, our team delivers quality workmanship you can count on.
Roofing Services
Professional installation of asphalt, cedar, metal, copper, and rubber systems by a GAF Certified Plus contractor serving Western Connecticut.
Siding Installation
Durable cedar, vinyl, Hardie, and Everlast solutions designed to enhance curb appeal while protecting your home from the elements.
Windows And Doors
Energy-efficient replacement options featuring trusted brands such as Andersen, Pella, Wincore, and Therma Tru.
Deck Construction
Custom replacements using wood, Trex, Timbertech, and Fiberon materials built for long-lasting outdoor living spaces.
Reviews
Trusted By Homeowners Across Western Connecticut
Our reputation is built on decades of quality workmanship, strong communication, and satisfied property owners throughout the region.
FAQS
Frequently Asked Questions
What types of roofing materials do you install?
We install asphalt, cedar, metal, copper, and rubber roofing systems. Each project is evaluated individually to recommend the best option for durability, performance, and appearance.
Are you a GAF Certified Plus roofing contractor?
Yes. Our GAF Certified Plus status allows us to install roofing systems that qualify for enhanced manufacturer backed labor warranties.
Do you only work on residential homes?
Most of our work focuses on single family homes throughout Western Connecticut. This residential focus allows our crew to maintain consistent quality and attention on every project.
What brands do you use for windows and siding?
We install siding products such as Hardie and Everlast and windows from brands including Andersen, Pella, and Wincore to ensure reliable performance.
Will I work directly with the Aiello family?
Yes. Christopher Aiello oversees day to day operations with the involvement of Kenny and Andrew Aiello, ensuring every project reflects our legacy standards.
