Our Services
Full-service roofing contractor in Chaplin โ from asphalt shingle roof replacement and emergency hail damage repair to metal roofing, flat roof systems, and gutter installation. Every project is installed by manufacturer-certified crews with workmanship warranties.
Trusted by homeowners and businesses across Chaplin.
Only 3% of roofers earn this certification. It means we can offer the Golden Pledge warranty: 25-year workmanship plus 50-year materials. Best warranty in roofing, full stop.
GAF Master Elite, Owens Corning Preferred, CertainTeed SELECT ShingleMaster. We carry certifications from the big three. That means factory-trained crews and the best available warranties.
A new roof is a big expense. We offer 12-month same-as-cash and low-interest financing through GreenSky and Hearth. Get your roof done now, pay over time.
Fully licensed, bonded, and insured in Connecticut. We carry $2M in general liability. Workers' comp on every crew member. Your property is protected if anything goes sideways.
Simple Process
We climb up, walk the entire roof, and document what we find with photos and measurements. Takes about 30 minutes. You'll see exactly what we see.
Our Chaplin estimator builds your proposal same-day in most cases. Includes material options, warranty comparison, and a realistic timeline for your specific roof.
Dumpster arrives at 7 AM. Tarps on the landscaping. Tear-off starts immediately. New ice and water shield, underlayment, drip edge, shingles, ridge vent. All in sequence.
Our project manager does a final inspection against the manufacturer's installation checklist. We register your warranty the same day. You get the paperwork within a week.
Verified Reviews
"We were quoted $18,500 for a 32-square replacement with Timberline HDZ. They hit the number exactly. No change orders, no surprise fees. That's rare in this business."
"Asked for a second opinion because another company said I needed a full replacement. Chaplin Roofing & Maintenance said I only needed valley flashing repair and some shingle replacement. Saved me about $14,000. I trust these guys."
"We had hail damage from the March storm. They met with our adjuster, got the roof approved for full replacement, and finished the job in one day. Five stars doesn't feel like enough."
Meet the Owner
Owner & Lead Contractor
Timothy has been serving Chaplin for over 15 years, building a reputation on honest work, fair pricing, and crews that treat every home like their own. What started as a one-truck operation has grown into a full-service Roofing company โ but the values haven't changed.
"We don't cut corners. Every job gets the same attention to detail whether it's a small repair or a complete replacement. That's how you earn 310+ five-star reviews."