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Home Services All Services Roof Replacement Roof Repair Storm Damage Repair New Roof Installation Metal Roofing Shingle Roofing Flat Roofing Commercial Roofing Gutter Installation Roof Inspection Emergency Roof Repair Skylight Installation About Locations All Locations Seymour, IL Ullin, IL Yale, IL Blue Island, IL Chillicothe, IL East Lynn, IL Gilman, IL Ina, IL Longview, IL Reviews Contact (877) 349-1553
★★★★★ 5/5 from 301+ reviews

Local Windsor Roof Installation & Repair. Licensed & Insured

Licensed, bonded, insured. Serving Windsor since day one. On the roof fast. Done right the first time.

📞 (877) 349-1553
23+
Years
500+
Projects
5
Rating
23+
Years Experience
500+
Projects Completed
5
Star Rating (301+ Reviews)
Licensed & Insured

Our Services

Our Roofing Services

Professional Roofing solutions for residential and commercial properties in Windsor.

roof replacement
FREE ESTIMATE

Roof Replacement

Owens Corning Duration shingles with SureNail technology rated to ASTM D3462 and D7158 Class H wind resistance. Our Windsor crews install TruDefinition Duration in a full Owens Corning system. ProArmor synthetic underlayment, VentSure ridge vent, and Starter+ starter strip. Preferred Protection warranty included.

roof repair
SAME-DAY

Roof Repair

Roof repairs get worse when you ignore them. A $400 flashing repair turns into $4,000 of water damage inside the wall. Our Windsor crew can usually get there within 48 hours for non-emergency repairs.

storm damage repair
LICENSED

Storm Damage Repair

Our storm damage process: free inspection, full photo documentation, direct filing with your insurance carrier, meet the adjuster on-site, and handle the repairs once approved. We don't ask for money upfront on insurance claims.

new roof installation
TOP RATED

New Roof Installation

Building a new home in Windsor? Our crew works directly with your GC or we self-perform. We handle everything from the decking up: underlayment, ventilation design, material installation, and final inspection.

metal roofing
GUARANTEED

Metal Roofing

We do metal roof repairs too. Loose panels, failed sealant at transitions, rust spots on older galvanized. Not every metal issue needs a full replacement. Our Windsor crew can usually fix it same-day.

shingle roofing
INSURED

Shingle Roofing

Three-tab shingles are cheaper upfront but they don't hold up like architectural. We recommend them for sheds, detached garages, and rental properties where budget matters more than aesthetics. For your Windsor home? Go architectural.

flat roofing
FREE ESTIMATE

Flat Roofing

Flat roof leaks usually happen at penetrations, seams, or flashing details. We locate the source, repair it properly, and coat the surrounding area. If the membrane is shot, we'll recommend replacement. Not a band-aid.

commercial roofing
SAME-DAY

Commercial Roofing

Roof coatings can extend the life of your commercial roof by 10-15 years for a fraction of replacement cost. We apply silicone and acrylic coatings over existing TPO, EPDM, and metal substrates. Not every roof qualifies. We'll be straight with you.

gutter installation
LICENSED

Gutter Installation

Gutters aren't glamorous, but they're protecting your foundation, your fascia, and your landscaping. We install seamless aluminum gutters custom-formed on-site from a roll of coil stock. No seams means no leaks.

roof inspection
TOP RATED

Roof Inspection

Annual roof inspections catch small problems before they become expensive ones. A cracked pipe boot is a $150 fix. Ignoring it means $3,000 in ceiling and wall water damage. We recommend an inspection every 2-3 years for roofs under 10 years old, and annually after that.

emergency roof repair
GUARANTEED

Emergency Roof Repair

Tree through the roof at 2 AM? Active leak flooding your kitchen? Call (877) 349-1553. We answer after hours for emergencies. Our Windsor emergency crew can be on-site within hours.

skylight installation
INSURED

Skylight Installation

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

Ready to Get Started?

(877) 349-1553

Free Estimates • Available 24/7 • Licensed & Insured

Why Choose Windsor Roofing & Maintenance?

Trusted by homeowners and businesses across Windsor.

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.

Insurance Claims Handled

Storm damage? We work with your insurance company directly. Free inspection, Xactimate documentation, adjuster meeting on-site. We fight for full replacement when your roof qualifies.

5-Star Google Rating

301+ homeowners reviewed us. We don't pay for reviews or offer discounts for them. Those are real people who hired us and took the time to say we did a good job.

Our Work

Recent Projects

View All Projects →

Simple Process

How It Works

1

We Inspect First

Our inspector walks the roof looking at shingle condition, flashing integrity, vent function, and signs of moisture underneath. 30-45 minutes for most Windsor homes.

2

Your Custom Proposal

We price by the roofing square with all materials itemized. You'll see exactly what you're getting. Shingle brand, underlayment type, ventilation specs, flashing details.

3

Roof Goes On

Our crews average 8 years of experience each. They tear off the old roof, inspect the decking, replace any damaged boards, and install your new system from the deck up.

4

Final Walkthrough

We walk the property with you, show you the finished roof, answer any questions. Then we run the magnetic nail sweep and clean up every scrap of debris.

Verified Reviews

What Our Customers Say

★★★★★ 5/5 from 301+ reviews
★★★★★

"Storm chasers were going door to door after the hailstorm. Called Windsor Roofing & Maintenance instead because they're actually from Windsor. Got a fair deal and a warranty that means something."

J
Jennifer J.
Windsor
★★★★★

"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."

R
Rachel T.
Windsor
★★★★★

"Asked for a second opinion because another company said I needed a full replacement. Windsor Roofing & Maintenance said I only needed valley flashing repair and some shingle replacement. Saved me about $14,000. I trust these guys."

S
Steve L.
Windsor

Service Areas

Areas We Serve

Serving Windsor and neighboring areas for 23+ years. We know the building codes and weather patterns here. It matters when you're choosing a roofer.

Polo Seymour Ullin Yale Blue Island Chillicothe East Lynn Gilman Ina Longview

FAQ

Frequently Asked Questions

We recommend GAF, Owens Corning, or CertainTeed. And we're certified by all three, so the choice is yours. In Windsor, 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.

Here's the process: we inspect your roof for free, document any storm damage with photos, and help you file the claim. Your insurance company sends an adjuster. We meet them on-site and walk the roof together. If approved, we do the work at the agreed price. If the estimate seems low, we supplement it with additional documentation.

Most residential roofs in Windsor 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.

A typical Windsor home with a 25-35 square roof runs $10,000-$18,000 for a full tear-off and install with architectural shingles. Steep-pitch homes and multi-story homes cost more because of safety requirements and access difficulty. Metal roofing is $12-$22 per sq ft. We quote exact numbers, not ranges.

Poor ventilation causes premature aging. If your attic runs hot in summer and your shingles are curling at 15 years, bad ventilation is probably why. Missing shingles cause water intrusion and accelerate everything. We do a free inspection and give you a straight answer: repair, plan for replacement in 2-3 years, or replace now.

Have more questions? Call (877) 349-1553

SAME-DAY APPOINTMENTS AVAILABLE

Get Your Free Roof Inspection Today

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

Call Now — Free Estimate
📞 (877) 349-1553

★★★★★ 5/5 from 301+ Reviews  ·  Licensed  ·  Insured

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