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★★★★★ 5/5 from 149+ reviews

Old Saybrook Roof Installation & Repair. GAF Certified

Architectural shingles, metal roofing, flat roof systems. We do it all. 19 years in Old Saybrook. Not going anywhere.

📞 (877) 349-1553
19+
Years
500+
Projects
5
Rating
19+
Years Experience
500+
Projects Completed
5
Star Rating (149+ Reviews)
Licensed & Insured

Our Services

Our Roofing Services

Professional Roofing solutions for residential and commercial properties in Old Saybrook.

roof replacement
FREE ESTIMATE

Roof Replacement

Our Old Saybrook crews tear off and replace 15-20 roofs a month. That kind of volume means tight installs, clean job sites, and no wasted time. Most homes are done in a day. Two-story steep-pitch jobs take two.

roof repair
SAME-DAY

Roof Repair

After we fix your roof, we send you before-and-after photos and a written warranty. If it leaks again from the same spot within 5 years, we come back free. That's the deal.

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

New roof installation on new construction means getting the ventilation right from the start. We calculate intake and exhaust requirements based on attic square footage and install the right combination of soffit vents and ridge vent. Saves you money on cooling bills in Connecticut.

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

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 Old Saybrook home? Go architectural.

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

We install Carlisle SynTec TPO and EPDM membrane systems with full Carlisle manufacturer warranties. Our Old Saybrook commercial roofing crews are factory-trained and authorized. TPO seams are hot-air welded at 900+ degrees. The weld is stronger than the membrane itself. Ponding water? We install tapered ISO insulation to create positive drainage per NRCA guidelines.

gutter installation
LICENSED

Gutter Installation

Clogged gutters cause fascia rot. We see it on every other house in Old Saybrook. We install new gutters with proper pitch, adequate downspout capacity, and optional gutter guards if you're done cleaning them twice a year.

roof inspection
TOP RATED

Roof Inspection

Roof inspections after a storm are free. Always. We document hail hits, wind damage, and any pre-existing issues so your insurance claim is accurate and complete.

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 Old Saybrook 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 Old Saybrook Roofing & Maintenance?

Trusted by homeowners and businesses across Old Saybrook.

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.

19 Years in Old Saybrook

We've been roofing Old Saybrook homes since before half these companies had a website. 19 years means we know the local codes, the weather patterns, and the materials that hold up here.

5-Star Google Rating

149+ 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

Roof Evaluation

Free 27-point inspection covering every component of your roofing system. Photos shared with you on the spot. No obligation to hire us. The information is yours.

2

Detailed Quote

Our Old Saybrook 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

Dumpster arrives at 7 AM. Tarps on the landscaping. Tear-off starts immediately. New ice and water shield, underlayment, drip edge, shingles, ridge vent. All in sequence.

4

Warranty Activation

Our project manager does a final inspection against the manufacturer's installation checklist. We register your warranty the same day. You get the paperwork within a week.

Verified Reviews

What Our Customers Say

★★★★★ 5/5 from 149+ reviews
★★★★★

"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."

A
Amanda N.
Old Saybrook
★★★★★

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

M
Mike V.
Old Saybrook
★★★★★

"Needed emergency tarping after a tree hit our roof. They were there in about 3 hours. On a Saturday. Tarped the whole section, removed the branch, and had a crew out Monday morning for the repair."

A
Ashley F.
Old Saybrook

Service Areas

Areas We Serve

Local roofing coverage across Old Saybrook and South Windham, Washington Depot, Woodstock, Canaan, East Berlin. One phone call to (877) 349-1553 and we schedule your free inspection.

South Windham Washington Depot Woodstock Canaan East Berlin Guilford Middlebury North Granby Prospect South Windsor

FAQ

Frequently Asked Questions

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.

Depends on size, pitch, and materials. Average in Old Saybrook 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.

There's no single "best" shingle. It depends on what you need. For warranty coverage, GAF Timberline HDZ with Golden Pledge is the best in the industry. For wind resistance, Owens Corning Duration with SureNail locks down tight. For value, CertainTeed Landmark or IKO Cambridge give you solid performance at a lower price point. We carry all of them.

Yes. One day is standard for most residential jobs. We start early, work efficiently, and finish before dark. If your roof is larger than 40 squares or has a complex layout, it might push to day two. Either way, we seal everything watertight before we leave each night.

Absolutely. Our team includes HAAG Certified Inspectors who document storm damage the way insurance adjusters expect. We file the claim, meet the adjuster, handle supplements if the initial estimate is low, and complete the repairs. We work with every major carrier in Connecticut.

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 149+ Reviews  ·  Licensed  ·  Insured

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