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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 South Windsor, CT Waterbury, CT Woodstock Valley, CT Canterbury, CT East Canaan, CT Haddam, CT Middlefield, CT North Grosvenordale, CT Putnam, CT Reviews Contact (877) 349-1553
★★★★★ 4.8/5 from 248+ reviews

Trusted Windsor Roof Repair & Replacement. GAF Certified

We've replaced 248+ roofs across Connecticut. Same-day estimates. Manufacturer warranties up to 50 years.

📞 (877) 349-1553
20+
Years
500+
Projects
4.8
Rating
20+
Years Experience
500+
Projects Completed
4.8
Star Rating (248+ Reviews)
Licensed & Insured

Our Services

Our Roofing Services

Professional Roofing solutions for residential and commercial properties in Windsor.

roof replacement
FREE ESTIMATE

Roof Replacement

We don't do shortcuts on replacements. Tear off the old roof, check the decking for soft spots, install synthetic underlayment, drip edge, starter strip, shingles, ridge vent. The whole system. Your roof is only as good as the layers underneath.

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

Wind speeds over 60 mph cause shingle tab lift and seal failure. Hail over 1" diameter causes fractures through the shingle mat to the fiberglass reinforcement. Our HAAG-trained inspectors know the difference between cosmetic damage and functional damage. That distinction determines your insurance payout.

new roof installation
TOP RATED

New Roof Installation

Atlas Pinnacle Pristine shingles with Scotchgard algae protection. Ideal for Connecticut humidity. We also install Tamko Heritage laminated shingles for budget-conscious builds and Malarkey Vista AR with Flexor SBS polymer-modified asphalt for high-wind zones. Your installer should match your material choice to your climate, not just your budget.

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

Your shingle choice determines your warranty, your curb appeal, and how your roof handles Connecticut weather. We'll show you samples, explain the differences, and let you pick what fits your budget. No pressure.

flat roofing
FREE ESTIMATE

Flat Roofing

Flat roofs need special attention. Water doesn't run off, it sits. We install TPO, PVC, EPDM, and modified bitumen systems designed to handle ponding water in Connecticut's climate.

commercial roofing
SAME-DAY

Commercial Roofing

TPO is our most-requested commercial membrane in Connecticut. Reflective, energy-efficient, and it welds together at the seams for a watertight bond. We install 60-mil and 80-mil systems with 15-20 year manufacturer warranties.

gutter installation
LICENSED

Gutter Installation

Gutter replacement in Windsor 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 Windsor 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

After we tarp and secure your roof, we document everything for insurance purposes. Photos, measurements, damage descriptions. Your adjuster gets a professional report, not a handwritten note.

skylight installation
INSURED

Skylight Installation

VELUX FS fixed skylights and VS vented skylights installed with EDL flashing kits for profile roofing. The flashing integrates with your shingle courses per IRC R903.2 weather protection requirements. We cut the opening, frame the curb with doubled 2x lumber, install the skylight with factory sealant, and weave the flashing into the existing shingle field. Leak-proof when done right. And we do it right in Windsor.

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.

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.

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.

Free Roof Inspection

We get on the roof, take photos, and give you an honest assessment. If you don't need work, we'll tell you. No charge, no obligation, no high-pressure sales pitch.

Licensed & Insured

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.

Our Work

Recent Projects

View All Projects →

Simple Process

How It Works

1

Free Roof Inspection

Call (877) 349-1553 and we'll schedule an inspection at your convenience. Our Windsor inspector checks every detail. Shingles, flashing, vents, gutters, decking condition.

2

Your Custom Proposal

We email or text the proposal so you can review it at home. Questions? Call us. No pressure, no expiration date tricks, no "today-only" pricing.

3

Build Day

Crew shows up on time with all materials pre-staged. Tarps go down, old roof comes off, new roof goes on. Most Windsor homes are done in a single day.

4

Inspection & Cleanup

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

★★★★★ 4.8/5 from 248+ reviews
★★★★★

"My neighbor used Windsor 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."

D
Dave B.
Windsor
★★★★★

"I got a new metal roof. Standing seam in charcoal. Not cheap, but it looks like a completely different house. Their metal crew clearly knows what they're doing. Seams are dead straight."

B
Brian V.
Windsor
★★★★★

"I'm a contractor and I use Windsor Roofing & Maintenance for all my roofing subs. Their installs pass inspection every time. Their crew lead has been doing this 20+ years and it shows."

R
Rachel C.
Windsor

Service Areas

Areas We Serve

Serving Windsor and neighboring areas for 20+ years. We know the building codes and weather patterns here. It matters when you're choosing a roofer.

Prospect South Windsor Waterbury Woodstock Valley Canterbury East Canaan Haddam Middlefield North Grosvenordale Putnam

FAQ

Frequently Asked Questions

Depends on size, pitch, and materials. Average in Windsor is $12,000-$16,000 for a standard residential replacement with architectural shingles. We price by the square and itemize everything so you can compare to other quotes. Free estimates. Call (877) 349-1553.

Yes. We offer 12-month same-as-cash, low-interest plans up to 144 months, and no-money-down options through GreenSky and Hearth. Credit approval takes about 5 minutes. A new roof is a major expense. Financing lets you get it done now without draining your savings.

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.

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.

Catch the water with a bucket, move valuables out of the drip zone, and call us at (877) 349-1553. Don't get on the roof yourself. It's dangerous and you probably can't fix it permanently anyway. We respond to emergency leaks within 24 hours in Windsor and tarp the area to stop further damage.

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

★★★★★ 4.8/5 from 248+ Reviews  ·  Licensed  ·  Insured

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