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Home Services All Services Roof Replacement Roof Repair Storm Damage Repair New Roof Installation Metal Roofing Shingle Roofing Flat Roofing Commercial Roofing Gutter Installation Roof Inspection Emergency Roof Repair Skylight Installation About Locations All Locations Belgium, WI Chili, WI East Troy, WI Glenbeulah, WI Jefferson, WI Marathon, WI New Franken, WI Porterfield, WI Sherwood, WI Reviews Contact (877) 349-1553
★★★★★ 4.9/5 from 388+ reviews

Highland Area Roof Repair & Replacement. Free Estimates

12+ years protecting Highland homes and businesses. We answer the phone on weekends too.

📞 (877) 349-1553
12+
Years
500+
Projects
4.9
Rating
12+
Years Experience
500+
Projects Completed
4.9
Star Rating (388+ Reviews)
Licensed & Insured

Our Services

Our Roofing Services

Professional Roofing solutions for residential and commercial properties in Highland.

roof replacement
FREE ESTIMATE

Roof Replacement

We don't do shortcuts on replacements. Tear off the old roof, check the decking for soft spots, install synthetic underlayment, drip edge, starter strip, shingles, ridge vent. The whole system. Your roof is only as good as the layers underneath.

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

After a storm in Highland, half the roofers in town show up knocking on doors. Most of them aren't from here. We are. We've been handling storm claims in Highland for 12 years. We know the adjusters, we know the process.

new roof installation
TOP RATED

New Roof Installation

New construction roof installation following IRC Section R905 and local Highland building code amendments. We calculate ventilation per IRC R806 (1:150 ratio reduced to 1:300 when 50% is within 3ft of ridge. Synthetic underlayment per ASTM D226, ice barrier per ASTM D1970 at eaves in freeze-thaw climate zones. Manufacturer-certified installation locks in the full system warranty.

metal roofing
GUARANTEED

Metal Roofing

Corrugated metal and R-panel are cost-effective options for barns, detached shops, and covered patios in Highland. We install 29-gauge and 26-gauge corrugated with exposed fasteners using neoprene washer screws. For homes, we recommend 24-gauge standing seam with concealed fasteners. Cleaner look, no exposed fastener maintenance. DaVinci composite shake and slate profiles give you the metal longevity with a traditional Wisconsin aesthetic.

shingle roofing
INSURED

Shingle Roofing

Asphalt shingle roofing is the most common and cost-effective roofing system in Highland. Our crews install 15-20 shingle roofs a month. We know the product inside and out. Nailing patterns, exposure measurements, hip and ridge details.

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 Highland areas.

commercial roofing
SAME-DAY

Commercial Roofing

We install Carlisle SynTec TPO and EPDM membrane systems with full Carlisle manufacturer warranties. Our Highland 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

Gutter replacement in Highland 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 Highland 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

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

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

Trusted by homeowners and businesses across Highland.

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.

4.9-Star Google Rating

388+ 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.

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.

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.

Our Work

Recent Projects

View All Projects →

Simple Process

How It Works

1

We Inspect First

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

2

Transparent Pricing

We email or text the proposal so you can review it at home. Questions? Call us. No pressure, no expiration date tricks, no "today-only" pricing.

3

Installation Day

Crew shows up on time with all materials pre-staged. Tarps go down, old roof comes off, new roof goes on. Most Highland homes are done in a single day.

4

Your Approval

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

★★★★★ 4.9/5 from 388+ reviews
★★★★★

"I'm a contractor and I use Highland Roofing & Maintenance for all my roofing subs. Their installs pass inspection every time. Their crew lead has been doing this 20+ years and it shows."

J
Jeff F.
Highland
★★★★★

"Highland Roofing & Maintenance did our roof 4 years ago and I just had them do my mom's house too. Same quality, same crew lead actually. That tells you something about the company."

T
Tony A.
Highland
★★★★★

"Couldn't believe how clean the job site was when they left. Three passes with the magnet, swept the driveway, cleaned the gutters out. My wife said the yard looked better than before they showed up."

A
Amber A.
Highland

Service Areas

Areas We Serve

Local roofing coverage across Highland and Wisconsin Rapids, Belgium, Chili, East Troy, Glenbeulah. One phone call to (877) 349-1553 and we schedule your free inspection.

Wisconsin Rapids Belgium Chili East Troy Glenbeulah Jefferson Marathon New Franken Porterfield Sherwood

FAQ

Frequently Asked Questions

Common signs: curling or cracking shingles, missing shingles after wind events, granule loss (look in your gutters), daylight visible through the attic, sagging roof deck, and age. Most asphalt roofs last 20-30 years in Wisconsin. If you see any of these, call (877) 349-1553 for a free inspection. We'll be honest about whether you need a replacement or just a repair.

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.

Here's the process: we inspect your roof for free, document any storm damage with photos, and help you file the claim. Your insurance company sends an adjuster. We meet them on-site and walk the roof together. If approved, we do the work at the agreed price. If the estimate seems low, we supplement it with additional documentation.

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

First: put a bucket or container under the drip. If there's a visible bulge in the ceiling, carefully poke a small hole to let water drain into a bucket. This prevents the ceiling from collapsing. Then call (877) 349-1553. We do emergency tarping and temporary leak stops within 24 hours. The permanent repair follows once conditions allow.

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

★★★★★ 4.9/5 from 388+ Reviews  ·  Licensed  ·  Insured

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