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★★★★★ 5/5 from 392+ reviews

Local Gaylordsville Roofing Company | Call (877) 349-1553

5/5 stars from 392+ homeowners in Gaylordsville. Serving Gaylordsville and Madison, New Preston Marble Dale, Plainfield, Sherman, Trumbull.

📞 (877) 349-1553
18+
Years
500+
Projects
5
Rating
18+
Years Experience
500+
Projects Completed
5
Star Rating (392+ Reviews)
Licensed & Insured

Our Services

Our Roofing Services

Professional Roofing solutions for residential and commercial properties in Gaylordsville.

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 Gaylordsville home for the Golden Pledge warranty: 25-year workmanship plus 50-year material.

roof repair
SAME-DAY

Roof Repair

Missing shingles cause water intrusion through the exposed underlayment and decking. We don't just replace the missing shingle. We check the deck for moisture damage with a Protimeter pin meter, replace any compromised underlayment, and weave new CertainTeed Landmark shingles into the existing pattern.

storm damage repair
LICENSED

Storm Damage Repair

Hail, wind, fallen branches. Connecticut storms do real damage to roofs. We respond within 24 hours, tarp exposed areas to prevent further damage, and start your insurance claim with a detailed inspection report.

new roof installation
TOP RATED

New Roof Installation

A new roof installation starts with getting the specs right. Roof pitch determines your material options. Attic space determines ventilation needs. Local code determines underlayment requirements. We handle all of that before the first shingle goes on.

metal roofing
GUARANTEED

Metal Roofing

Standing seam metal lasts 40-60 years with practically zero maintenance. Higher upfront cost than shingles, but you'll never replace it again. Our Gaylordsville metal crews do residential and commercial.

shingle roofing
INSURED

Shingle Roofing

GAF Timberline HDZ architectural shingles with StrikeZone nailing area. The highest-selling shingle in North America. Impact-rated to UL 2218 Class 4 when installed with the full GAF Roof System. Our Gaylordsville crews install Timberline in the full system configuration to qualify for Golden Pledge warranty. ASTM D3462 and D7158 Class H certified.

flat roofing
FREE ESTIMATE

Flat Roofing

TPO single-ply membrane in 60-mil or 80-mil thickness, hot-air welded seams, fully adhered or mechanically attached over polyiso insulation board. We install per NRCA and manufacturer specifications. Ponding water is the number one cause of flat roof failure. We use tapered ISO insulation to create minimum 1/4" per foot slope to drains. FM 4473 rated systems available for hail-prone Gaylordsville areas.

commercial roofing
SAME-DAY

Commercial Roofing

Your commercial roof is protecting your inventory, your equipment, and your employees. We do annual inspections for Gaylordsville business owners. Catch small problems before they become $50,000 problems.

gutter installation
LICENSED

Gutter Installation

Gutter replacement in Gaylordsville 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

Infrared moisture scanning available for Gaylordsville commercial and flat roof inspections. Thermal imaging locates trapped moisture in the insulation layer without cutting core samples. We use Flir E8 cameras to map wet areas, then core sample only the suspect zones to confirm. Saves time, reduces disruption, and gives you a precise repair scope instead of a guess.

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 Gaylordsville emergency crew can be on-site within hours.

skylight installation
INSURED

Skylight Installation

Skylight installation costs $1,200-$3,500 in Gaylordsville 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 Gaylordsville Roofing & Maintenance?

Trusted by homeowners and businesses across Gaylordsville.

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.

Manufacturer Certified

GAF Master Elite, Owens Corning Preferred, CertainTeed SELECT ShingleMaster. We carry certifications from the big three. That means factory-trained crews and the best available warranties.

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.

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.

Our Work

Recent Projects

View All Projects →

Simple Process

How It Works

1

We Inspect First

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

2

Your Custom Proposal

You get a written proposal with material specs, labor breakdown, timeline, and total cost. The number on the quote is the number you pay. No change orders, no hidden fees.

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 Gaylordsville homes are done in a single day.

4

Warranty Activation

You see the finished roof, approve the work, and we register your manufacturer warranty on the spot. Written workmanship warranty handed to you at the walkthrough.

Verified Reviews

What Our Customers Say

★★★★★ 5/5 from 392+ reviews
★★★★★

"My neighbor used Gaylordsville 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."

S
Stephanie O.
Gaylordsville
★★★★★

"Had a huge oak branch go through the roof during a storm. Gaylordsville Roofing & Maintenance tarped it the same night and had the repair done two days later. Insurance covered everything and they handled the whole claim."

A
Andrea G.
Gaylordsville
★★★★★

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

L
Laura T.
Gaylordsville

Service Areas

Areas We Serve

Our roofing crews work across Gaylordsville, Madison, New Preston Marble Dale, Plainfield, Sherman, Trumbull, and everywhere in between. Local company, local crews.

Madison New Preston Marble Dale Plainfield Sherman Trumbull Windham Bridgeport Danbury Manchester

FAQ

Frequently Asked Questions

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

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.

Depends on size, pitch, and materials. Average in Gaylordsville 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.

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).

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 Gaylordsville crew will tarp the leak source and schedule a permanent repair. Most emergency calls get same-day or next-day response.

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 392+ Reviews  ·  Licensed  ·  Insured

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