★★★★★ 4.7 Stars · 480+ Reviews

Cheshire Roof Installation, Repair & Storm Damage

Same-Day Appointments Available · 24/7 Emergency Service

Owens Corning Preferred Contractor. 20+ years experience. Free roof inspections in Cheshire.

Call (877) 349-1553

📞 (877) 349-1553

Storm damage? We prioritize emergency calls

Same-Day Service Licensed & Insured Free Estimates

<60 Min

Response Time

20+

Years Experience

4.7

Star Rating

480+

Happy Reviews

Canton Roofing & Maintenance is a licensed and insured roofing contractor serving Cheshire and all surrounding communities. Our Canton-based crews handle residential and commercial roofing with the same attention to detail on every job.

Our Services in Cheshire

FREE INSPECTION

Roof Replacement

Full tear-off and replacement with GAF Timberline HDZ, Owens Corning Duration, or CertainTeed Landmark shingles. Includes ice and water shield, synthetic underlayment, new drip edge, and ridge ventilation. Most Cheshire roofs completed in a single day.

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SAME-DAY ESTIMATE

Roof Repair

Leak repairs, missing shingle replacement, flashing reseals, pipe boot replacement, and valley repairs. We diagnose the actual problem with a hands-on inspection — no guessing from the ground. Written estimate before any work starts.

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EMERGENCY TARPING

Storm Damage Repair

Hail damage, wind damage, and rain intrusion repair for Cheshire homes. Free storm damage inspections with photo documentation. We handle the insurance claim process from filing through supplement negotiation.

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FREE CONSULTATION

New Roof Installation

New construction and addition roofing with manufacturer-certified installation. We work from architectural plans, coordinate with your builder, and install to factory specs so your warranty is valid from day one.

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40-70 YEAR LIFESPAN

Metal Roofing

Standing seam and exposed fastener metal panels in steel and aluminum. 40 to 70 year lifespan with minimal maintenance. Energy-efficient cool-roof coatings available for Cheshire heat.

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AVAILABLE

Shingle Roofing

Shingle Roofing services for Cheshire — call for details.

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COMMERCIAL & RESIDENTIAL

Flat Roofing

TPO, EPDM, and modified bitumen systems for flat and low-slope roofs. Proper drainage, flashing details, and penetration sealing to prevent ponding water. Commercial and residential flat roofs in Cheshire.

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MAINTENANCE PLANS

Commercial Roofing

TPO, EPDM, PVC, and built-up roofing for Cheshire commercial properties. Office buildings, retail centers, warehouses, and multi-family. Preventive maintenance contracts available to extend roof life.

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AVAILABLE

Gutter Installation

Gutter Installation services for Cheshire — call for details.

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AVAILABLE

Roof Inspection

Roof Inspection services for Cheshire — call for details.

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AVAILABLE

Emergency Roof Repair

Emergency Roof Repair services for Cheshire — call for details.

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AVAILABLE

Skylight Installation

Skylight Installation services for Cheshire — call for details.

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What Cheshire Customers Say

★★★★★

"We got three quotes for a full tear-off and Canton Roofing & Maintenance was the most thorough. They showed us the rotted decking in the photos before replacing it. New Timberline HDZ shingles look great."

— Ashley T., Cheshire

★★★★★

"Their crew showed up at 7 AM, tore off the old roof, replaced eight sheets of plywood, and had new shingles down before dinner. Jobsite was cleaner when they left than when they arrived."

— Maria F., Cheshire

Join 480+ Happy Customers — Call (877) 349-1553

Why Cheshire Residents Choose Canton Roofing & Maintenance

Licensed, Bonded & Insured

Canton Roofing & Maintenance carries full liability insurance and workers' compensation for every crew member. We're licensed across CT and pull local permits for all Cheshire projects. Your property and your investment are protected.

4.7/5 Stars | 480+ Reviews

Our reputation is built one roof at a time. 480+ homeowners across Canton, Cheshire, and surrounding areas have rated us 4.7/5 stars. We earn every review. No incentives, no discounts for feedback.

Storm Damage Specialists

Hail, wind, and monsoon damage are common in CT. Our team includes HAAG Certified inspectors who document damage the way adjusters expect it. We handle the entire insurance claim process so you don't have to.

20+ Years of Experience

We've been installing and repairing roofs for over 20 years. That experience shows in how we handle complex roof lines, unexpected deck damage, and insurance claim disputes. We've seen everything and know how to handle it.

Cheshire Roofing FAQ

Often, yes. Not every roof problem requires a full replacement. If the damage is isolated (a few missing shingles, a flashing leak, a small area of hail damage), a repair may be the right call. We'll inspect and give you an honest recommendation.

You get two warranties: the manufacturer's material warranty (30-50 years depending on the shingle) and our written workmanship warranty. As a GAF Master Elite contractor, we can offer the Golden Pledge. That's 25 years on workmanship plus 50 years on materials.

Most residential roofs are completed in a single day. We stage materials the day before and our crew arrives at 7 AM. Larger homes, steep pitches, or multi-layer tear-offs may take two days. We never leave a roof uncovered overnight.

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SAME-DAY APPOINTMENTS AVAILABLE

Protect Your Cheshire Home Before the Next Storm. Call (877) 349-1553.

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

Call Now — Free Estimate

📞 (877) 349-1553

★★★★★ 4.7/5 from 480+ Reviews · Licensed · Insured

About Our Cheshire Roofing Services

Storms hit Cheshire hard. Hail, high winds, and monsoon rains take a toll on roofing materials, especially asphalt shingles over 15 years old. Canton Roofing & Maintenance provides free storm damage inspections and handles the insurance claim process from start to finish.

The first step is always a free inspection. Call (877) 349-1553 and we'll have a certified inspector at your Cheshire property within a couple of days. Storm damage? We prioritize those calls and can usually get out same-day.

Cheshire falls squarely within our primary service radius from Canton. We're not stretching to reach you. We're already there.

Other Areas We Serve

West Granby, CT → Avon, CT → East Haven, CT → Harwinton, CT → Moodus, CT → Norwalk, CT → Riverton, CT → Stonington, CT →