Fairfield County Roofing Pros
Roofing Installation & Repair in Fairfield County, CT
Licensed & insured team delivering watertight roofs built for New England weather.
Roland's Home Improvement delivers roofing installation and repair services throughout Fairfield County with meticulous tear-offs, leak detection, and shingle upgrades that protect your home year round.
- 40+ Years Serving Fairfield County Homes
- Licensed & Insured Roofing Contractor
- Family-Owned in Shelton, CT
- Emergency tarping & storm response available
Including Shelton, Trumbull, Fairfield, Stratford, Monroe, Milford and surrounding towns.

“Roland inspected our leaking roof the same day we called and had the new shingles on within a week. Zero surprises and the crew left our yard spotless.”
Mike P. – Trumbull, CTRoofing Services We Offer
From leak detection to full replacements, our roofing team inspects every layer, secures flashing, and installs architectural shingles backed by manufacturer warranties.
- Roof inspections & leak detection
- Full roof replacements
- Architectural shingle installation
- Ice dam and storm damage repair
- Chimney flashing & copper valleys
- Rotten decking & wood replacement
Every estimate includes a line-by-line scope, timeline expectations, and prep or material recommendations so you feel confident choosing Roland’s.
Why Fairfield County Homeowners Choose Roland’s for Roofing
You get a responsive, local crew that treats your roof like their own and communicates throughout the job.
- Free, same-week on-roof inspections
- Ice & water shield on every vulnerable section
- Detailed clean-up and magnetic nail sweep
- Upfront pricing with written scope
- Workmanship and manufacturer warranties
- Fully permitted and code compliant
Request a Roofing Inspection
Tell us about your roofing project and we will call you back within one business day.
Talk to a specialist
Request a Roofing Inspection(203) 257-0754Need help fast? We answer 7 days a week and can schedule roof inspections around your workday.
“The team flashed our chimney and fixed storm damage before the next rain. Honest, timely, and the price was exactly what was quoted.”
Sara L. – Shelton, CT