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★★★★★ 4.8/5 from 432+ reviews

Professional South Windham Roofing Experts | 12+ Years

GAF Master Elite contractor serving South Windham and surrounding areas. On the roof fast. Done right the first time.

📞 (877) 349-1553
12+
Years
500+
Projects
4.8
Rating
12+
Years Experience
500+
Projects Completed
4.8
Star Rating (432+ Reviews)
Licensed & Insured

Our Services

Our Roofing Services

Professional Roofing solutions for residential and commercial properties in South Windham.

roof replacement
FREE ESTIMATE

Roof Replacement

A roof replacement in South Windham typically runs $8,500 to $24,000 depending on the size and pitch. We give you an exact number upfront with a written proposal. No surprises on install day.

roof repair
SAME-DAY

Roof Repair

Step flashing at chimney walls is the number one leak source we see in South Windham. Improper step flashing causes roof leaks. It's that simple. We install new step flashing with a chimney cricket for proper water diversion, sealed with Geocel tripolymer sealant. Fix it once, fix it right.

storm damage repair
LICENSED

Storm Damage Repair

Wind damage doesn't always look obvious from the ground. Lifted shingles, broken seals, exposed nail heads. You can't see any of that without getting on the roof. Our South Windham inspector does a full 27-point inspection, free of charge.

new roof installation
TOP RATED

New Roof Installation

We price new installs by the roofing square (100 sq ft). Architectural shingles in South Windham typically run $350-$550 per square installed, depending on the pitch and access. That includes materials, labor, cleanup, and warranty registration.

metal roofing
GUARANTEED

Metal Roofing

Metal roofing in Connecticut 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

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 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

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

Improperly sized gutters cause fascia board rot and foundation erosion. We calculate gutter capacity using the rainfall intensity formula: roof square footage x pitch factor x rainfall rate (inches/hr for South Windham). Standard 5" K-style handles 5,520 sq ft of effective roof area. Bigger roofs or steeper pitches need 6" gutters with 3x4" downspouts. We hang with hidden hangers screwed into rafter tails every 24".

roof inspection
TOP RATED

Roof Inspection

Our South Windham 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

Skylight installation costs $1,200-$3,500 in South Windham depending on size, type, and roof pitch. That includes the unit, flashing kit, interior trim, and roof patch-in. We handle everything from the outside in.

Ready to Get Started?

(877) 349-1553

Free Estimates • Available 24/7 • Licensed & Insured

Why Choose South Windham Roofing & Maintenance?

Trusted by homeowners and businesses across South Windham.

4.8-Star Google Rating

432+ 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.

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.

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.

Financing Available

A new roof is a big expense. We offer 12-month same-as-cash and low-interest financing through GreenSky and Hearth. Get your roof done now, pay over time.

Our Work

Recent Projects

View All Projects →

Simple Process

How It Works

1

Complimentary Assessment

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

2

Detailed Quote

Our South Windham estimator builds your proposal same-day in most cases. Includes material options, warranty comparison, and a realistic timeline for your specific roof.

3

Professional Crew

We build your roof the way manufacturers require for full warranty coverage. Every layer matters. Ice and water shield, synthetic underlayment, starter strip, field shingles, hip and ridge caps.

4

Quality Check

We register your GAF, Owens Corning, or CertainTeed warranty directly with the manufacturer so it's active from day one. Your workmanship warranty from us starts the same day.

Verified Reviews

What Our Customers Say

★★★★★ 4.8/5 from 432+ reviews
★★★★★

"We were quoted $18,500 for a 32-square replacement with Timberline HDZ. They hit the number exactly. No change orders, no surprise fees. That's rare in this business."

S
Scott D.
South Windham
★★★★★

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

P
Paul A.
South Windham
★★★★★

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

M
Mike C.
South Windham

Service Areas

Areas We Serve

From South Windham to Cornwall Bridge, Essex, Lakeville, New Hartford, Orange. We've replaced roofs on every street. Ask your neighbor. Chances are we did theirs.

Cornwall Bridge Essex Lakeville New Hartford Orange Scotland Thomaston Wethersfield Bloomfield Cornwall

FAQ

Frequently Asked Questions

Most residential roof replacements in South Windham cost between $8,500 and $24,000. The price depends on your roof size (measured in squares, where 1 square = 100 sq ft), pitch, accessibility, and material choice. Architectural shingles are $350-$550 per square installed. We give free estimates with exact pricing.

Call (877) 349-1553 immediately. While you wait, put containers under any drips and move furniture and electronics away from the affected area. Take photos of the damage for insurance. Our South Windham crew will tarp the leak source and schedule a permanent repair. Most emergency calls get same-day or next-day response.

Manufacturer warranties range from 30 years to lifetime depending on the shingle line. Our workmanship warranty covers our labor and installation for the term stated in your contract. The best combo is the GAF Golden Pledge: 50-year material plus 25-year workmanship. That's what being a Master Elite contractor gets you.

Age is the biggest factor. If your shingles are 20+ years old and you're seeing curling, cracking, or granule buildup in the gutters, it's time. Other red flags: leaks, missing shingles, daylight in the attic, and your neighbors all getting new roofs (same-age homes in a subdivision often need replacement around the same time).

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

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 432+ Reviews  ·  Licensed  ·  Insured

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