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Professional Roofing hero
โ˜…โ˜…โ˜…โ˜…โ˜… 4.8/5 from 344+ reviews

Crestwood, IL Roof Repair & Replacement | 16+ Years

GAF-certified roofing contractor installing architectural shingles, impact-resistant Class 4 materials, and standing seam metal roofs in Crestwood. 16 years in Crestwood. Not going anywhere.

16+
Years
500+
Projects
4.8
Rating
16+
Years Experience
500+
Projects Completed
4.8
Star Rating (344+ Reviews)
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Licensed & Insured

Our Services

Our Roofing Services

Full-service roofing contractor in Crestwood 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.

roof replacement
FREE ESTIMATE

Roof Replacement

GAF Timberline HDZ shingles with StrikeZone nailing area for Class 4 impact resistance rated to UL 2218. We install the full GAF Roof System. Cobra ridge vent, FeltBuster synthetic underlayment, Starter Match starter strip, and Seal-A-Ridge caps. That qualifies your Crestwood home for the Golden Pledge warranty: 25-year workmanship plus 50-year material.

roof repair
SAME-DAY

Roof Repair

Leak repairs in Crestwood start at $350 for a simple fix. We find the source with a water test or thermal scan, repair the damage, and warranty the work. If the repair costs more than 30% of a replacement, we'll tell you.

storm damage repair
LICENSED

Storm Damage Repair

After a storm in Crestwood, half the roofers in town show up knocking on doors. Most of them aren't from here. We are. We've been handling storm claims in Crestwood for 16 years. We know the adjusters, we know the process.

new roof installation
TOP RATED

New Roof Installation

New roof installation on new construction means getting the ventilation right from the start. We calculate intake and exhaust requirements based on attic square footage and install the right combination of soffit vents and ridge vent. Saves you money on cooling bills in Illinois.

metal roofing
GUARANTEED

Metal Roofing

Metal roofing in Illinois makes sense. It reflects heat, handles high winds, and sheds hail better than shingles. We install standing seam, corrugated, and metal shingle panels.

shingle roofing
INSURED

Shingle Roofing

Designer shingles like GAF Camelot and Owens Corning Berkshire mimic slate and cedar shake. Higher cost than standard architectural, but the look is incredible. We install all designer profiles in Crestwood.

flat roofing
FREE ESTIMATE

Flat Roofing

PVC roofing membrane for Crestwood restaurants, commercial kitchens, and any rooftop near grease exhaust. PVC resists animal fats and chemical exposure that destroys TPO and EPDM. We install IB Roof Systems and Duro-Last PVC with heat-welded seams and custom-fabricated accessories. Built-up roofing (BUR) with 3-4 plies of fiberglass felt in hot asphalt is still the longest-proven flat roof system with a 30+ year track record in Illinois.

commercial roofing
SAME-DAY

Commercial Roofing

We install Carlisle SynTec TPO and EPDM membrane systems with full Carlisle manufacturer warranties. Our Crestwood commercial roofing crews are factory-trained and authorized. TPO seams are hot-air welded at 900+ degrees. The weld is stronger than the membrane itself. Ponding water? We install tapered ISO insulation to create positive drainage per NRCA guidelines.

gutter installation
LICENSED

Gutter Installation

Gutter replacement in Crestwood runs $8-$15 per linear foot installed, depending on material and story height. That includes hangers every 24 inches, end caps, miters, and outlet drops. We custom-form everything on-site.

roof inspection
TOP RATED

Roof Inspection

Our Crestwood roof inspections cover shingles, flashing, pipe boots, ridge vent, soffit, gutters, and decking condition. You get a written report with photos. If nothing's wrong, we tell you that.

emergency roof repair
GUARANTEED

Emergency Roof Repair

Storm damage, fallen trees, sudden leaks. We handle all roofing emergencies in Crestwood. First we stop the water, then we fix the cause. Emergency response available 7 days a week.

skylight installation
INSURED

Skylight Installation

Vented skylights open to let hot air escape. Great for kitchens and bathrooms in Crestwood. Fixed skylights are cheaper and simpler. Solar-powered options from VELUX qualify for the federal 30% tax credit through 2032.

Why Choose Crestwood Roofing & Maintenance?

Trusted by homeowners and businesses across Crestwood.

Clean Job Sites

We run magnetic nail sweeps three times. Once during tear-off, once after install, once before we leave. Tarps on the ground, dump trailer in the driveway. Your yard looks the same when we're done.

16 Years in Crestwood

We've been roofing Crestwood homes since before half these companies had a website. 16 years means we know the local codes, the weather patterns, and the materials that hold up here.

Written Warranty

Manufacturer warranty plus our workmanship warranty in writing. If something fails because of our installation, we come back and fix it at no charge. Period.

Licensed & Insured

Fully licensed, bonded, and insured in Illinois. We carry $2M in general liability. Workers' comp on every crew member. Your property is protected if anything goes sideways.

Our Work

Recent Projects

View All Projects โ†’

Simple Process

How It Works

1

Roof Evaluation

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.

2

Transparent Pricing

Multiple material options at different price points so you can compare. GAF, Owens Corning, CertainTeed. We install all three and let you pick what fits your budget.

3

Build Day

No subcontractors. Our crews, our equipment, our supervision. A project manager checks in throughout the day and does a final quality inspection before cleanup.

4

Final Walkthrough

Before we leave: magnetic nail sweep across the entire yard, driveway, and walkways. Dump trailer hauled off. Gutters cleaned out. Your property looks better than when we arrived.

Verified Reviews

What Our Customers Say

โ˜…โ˜…โ˜…โ˜…โ˜… 4.8/5 from 344+ reviews
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"Our insurance company tried to lowball us on the storm claim. Crestwood Roofing & Maintenance supplemented the estimate and got it approved for $7,000 more. They know the Xactimate system better than the adjuster did."

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Tiffany I.
Crestwood
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"My neighbor used Crestwood Roofing & Maintenance and recommended them. Glad I listened. Fair price, professional crew, no drama. They even fixed a piece of siding that got dinged during tear-off without me asking."

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Linda I.
Crestwood
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"Our roof was 22 years old and starting to curl. They did a full tear-off and installed Timberline HDZ in Weathered Wood. Looks incredible. Crew was fast and cleaned up everything."

A
Ashley V.
Crestwood

Service Areas

Areas We Serve

Crestwood Roofing & Maintenance serves Crestwood and the surrounding communities. If you're within 30 miles, we'll come to you.

East Moline Gilson Indianola Loraine Mount Auburn Parkersburg Sadorus Taylor Ridge Whittington Batchtown
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Meet the Owner

Tyler Wilson

Owner & Lead Contractor

Tyler has been serving Crestwood for over 16 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 344+ five-star reviews."

License #104494 16+ Years Experience Locally Owned & Operated

FAQ

Frequently Asked Questions

We recommend GAF, Owens Corning, or CertainTeed. And we're certified by all three, so the choice is yours. In Crestwood, the most popular pick is GAF Timberline HDZ in Weathered Wood or Charcoal. For hail-prone areas, look at the impact-resistant versions rated UL 2218 Class 4. We walk you through the options during the estimate.

Most residential roofs in Crestwood are done in one day. We show up at 7 AM, tear off the old roof, install the new system, and clean up by end of day. Two-story homes, steep pitches, or large roofs might take two days. We never leave a house uncovered overnight.

Absolutely. Our team includes HAAG Certified Inspectors who document storm damage the way insurance adjusters expect. We file the claim, meet the adjuster, handle supplements if the initial estimate is low, and complete the repairs. We work with every major carrier in Illinois.

The shingles carry the manufacturer's warranty. Typically 30-50 years for architectural shingles. Our installation warranty covers any defects in our workmanship. If something goes wrong because of how we installed it, we fix it at no cost. Both warranties are in writing and we provide them at the final walkthrough.

Absolutely. A new roof shouldn't mean emptying your bank account. We have 0% intro options, low fixed-rate plans, and extended terms up to 12 years. Quick credit check, fast approval, and you can get your roof done this month instead of waiting until you've saved enough.

Have more questions? Call (877) 586-1316

SAME-DAY APPOINTMENTS AVAILABLE

Get Your Free Roof Inspection Today

24/7 emergency service. Most appointments available within 48 hours.

📞 Call (877) 586-1316

โ˜…โ˜…โ˜…โ˜…โ˜… 4.8/5 from 344+ Reviews  ยท  Licensed  ยท  Insured