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★★★★★ 4.8/5 from 372+ reviews

Chesterfield Roofing Experts. Licensed & Insured

We've replaced 372+ roofs across New Hampshire. Free inspections. Financing available.

📞 (877) 349-1553
20+
Years
500+
Projects
4.8
Rating
20+
Years Experience
500+
Projects Completed
4.8
Star Rating (372+ Reviews)
Licensed & Insured

Our Services

Our Roofing Services

Professional Roofing solutions for residential and commercial properties in Chesterfield.

roof replacement
FREE ESTIMATE

Roof Replacement

We handle the whole replacement from permits to final inspection. Our Chesterfield office pulls the permit, coordinates the dumpster, runs the crew, and schedules the building inspector. You sign the contract and we handle the rest.

roof repair
SAME-DAY

Roof Repair

Step flashing at chimney walls is the number one leak source we see in Chesterfield. 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

We work with every major insurance carrier. State Farm, Allstate, USAA, Liberty Mutual, Farmers, Nationwide. Our supplement team knows Xactimate line items and fights for full replacement when your roof qualifies.

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 New Hampshire.

metal roofing
GUARANTEED

Metal Roofing

We install 24-gauge and 26-gauge standing seam in Galvalume and pre-painted steel. Concealed fastener system means nothing's exposed to weather. Panels lock together at the seam and clip to the roof deck.

shingle roofing
INSURED

Shingle Roofing

Designer shingles like GAF Camelot and Owens Corning Berkshire mimic slate and cedar shake. Higher cost than standard architectural, but the look is incredible. We install all designer profiles in Chesterfield.

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 New Hampshire. 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

Clogged gutters cause fascia rot. We see it on every other house in Chesterfield. 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

Our Chesterfield 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

Emergency tarping is the first priority. We cover the exposed area to stop water entry, then schedule the permanent repair once conditions allow. We don't charge extra for emergency tarp jobs. It's part of the repair cost.

skylight installation
INSURED

Skylight Installation

Vented skylights open to let hot air escape. Great for kitchens and bathrooms in Chesterfield. Fixed skylights are cheaper and simpler. Solar-powered options from VELUX qualify for the federal 30% tax credit through 2032.

Ready to Get Started?

(877) 349-1553

Free Estimates • Available 24/7 • Licensed & Insured

Why Choose Chesterfield Roofing & Maintenance?

Trusted by homeowners and businesses across Chesterfield.

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.

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.

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.

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.

Our Work

Recent Projects

View All Projects →

Simple Process

How It Works

1

Roof Evaluation

Before we quote anything, we inspect everything. Shingles, flashing, pipe boots, ridge vent, soffit, gutters. You get a full written report with photos.

2

Your Custom Proposal

We price by the roofing square with all materials itemized. You'll see exactly what you're getting. Shingle brand, underlayment type, ventilation specs, flashing details.

3

Roof Goes On

No subcontractors. Our crews, our equipment, our supervision. A project manager checks in throughout the day and does a final quality inspection before cleanup.

4

Warranty Activation

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 372+ 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
Andrea L.
Chesterfield
★★★★★

"My neighbor used Chesterfield 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."

B
Brian T.
Chesterfield
★★★★★

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

A
Amanda W.
Chesterfield

Service Areas

Areas We Serve

From Chesterfield to Monroe, Orford, Silver Lake, Waterville Valley, Ashuelot. We've replaced roofs on every street. Ask your neighbor. Chances are we did theirs.

Monroe Orford Silver Lake Waterville Valley Ashuelot Center Tuftonboro Effingham Grantham Keene Milton Mills

FAQ

Frequently Asked Questions

One day for most homes. Our crews are experienced and we pre-stage materials the day before install. Bigger or steeper roofs can run to two days. The dumpster shows up at 7 AM and leaves when we're done. Your life gets back to normal fast.

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.

You get two warranties: one from the manufacturer on the materials and one from us on the workmanship. As a GAF Master Elite contractor, we can offer the Golden Pledge. That's 25 years on workmanship plus 50 years on the shingle. Owens Corning and CertainTeed have similar programs. Our own workmanship warranty is in writing and covers installation defects.

We partner with GreenSky and Hearth for roofing financing. Options include 12-month same-as-cash (0% if paid in full within 12 months), 5-year fixed rate, and 7-10 year extended plans. Monthly payments on a $15,000 roof run about $150-$250/month depending on the term. Apply during the estimate.

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 New Hampshire.

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 372+ Reviews  ·  Licensed  ·  Insured

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