Free Estimate 📞 (877) 586-1316 24/7
Professional Roofing hero
โ˜…โ˜…โ˜…โ˜…โ˜… 5/5 from 471+ reviews

Caroline Roofing Experts | 17+ Years

We've replaced 471+ roofs across Wisconsin. GAF Timberline HDZ, Owens Corning Duration, CertainTeed Landmark. 5-star rated. Insurance claims handled.

17+
Years
500+
Projects
5
Rating
17+
Years Experience
500+
Projects Completed
5
Star Rating (471+ Reviews)
โœ“
Licensed & Insured

Our Services

Our Roofing Services

Full-service roofing contractor in Caroline โ€” from asphalt shingle roof replacement and emergency hail damage repair to metal roofing, flat roof systems, and gutter installation. Every project is installed by manufacturer-certified crews with workmanship warranties.

roof replacement
FREE ESTIMATE

Roof Replacement

Full tear-off down to the decking, inspect every board, replace what's rotten, and install a complete roofing system from ice and water shield up. Most residential jobs finished in 1-2 days.

roof repair
SAME-DAY

Roof Repair

Roof repairs get worse when you ignore them. A $400 flashing repair turns into $4,000 of water damage inside the wall. Our Caroline crew can usually get there within 48 hours for non-emergency repairs.

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

We price new installs by the roofing square (100 sq ft). Architectural shingles in Caroline 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

Standing seam metal roofing with Kynar 500/Hylar 5000 PVDF finish. The coating that keeps color for 40+ years without fading or chalking. We install Sheffield Metals and McElroy Metal panels in 24-gauge Galvalume steel with concealed Z-clips. UL 2218 Class 4 impact resistance. UL 790 Class A fire rating. Wind uplift tested to ASTM E1592. The only roof you'll ever need in Caroline.

shingle roofing
INSURED

Shingle Roofing

Architectural shingles are what 80% of Caroline homeowners choose. They look better than 3-tab, last longer, and handle wind better. We install GAF Timberline, Owens Corning Duration, and CertainTeed Landmark.

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 Wisconsin's climate.

commercial roofing
SAME-DAY

Commercial Roofing

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

gutter installation
LICENSED

Gutter Installation

Half-round copper gutters with round downspouts. That's the premium install. We solder joints on-site using 50/50 tin-lead solder. Copper develops a natural patina in Wisconsin's climate within 5-7 years. For aluminum, we use Spectra Metals .027 gauge seamless with Raytec hidden hangers rated to hold 25 lbs per linear foot of ice and debris load.

roof inspection
TOP RATED

Roof Inspection

Our Caroline 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

Tree through the roof at 2 AM? Active leak flooding your kitchen? Call (877) 586-1316. We answer after hours for emergencies. Our Caroline emergency crew can be on-site within hours.

skylight installation
INSURED

Skylight Installation

A skylight installed wrong will leak. The flashing has to integrate with the shingle courses. Step flashing on the sides, headwall flashing on top, and a sill pan underneath. We use manufacturer flashing kits because they're engineered to work with the skylight frame.

Why Choose Caroline Roofing & Maintenance?

Trusted by homeowners and businesses across Caroline.

GAF Master Elite Contractor

Only 3% of roofers earn this certification. It means we can offer the Golden Pledge warranty: 25-year workmanship plus 50-year materials. Best warranty in roofing, full stop.

17 Years in Caroline

We've been roofing Caroline homes since before half these companies had a website. 17 years means we know the local codes, the weather patterns, and the materials that hold up here.

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.

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

roof replacement project

Roof Replacement

Caroline, WI

roof repair project

Roof Repair

Caroline, WI

storm damage repair project

Storm Damage Repair

Caroline, WI

View All Projects โ†’

Simple Process

How It Works

1

Complimentary Assessment

Our inspector walks the roof looking at shingle condition, flashing integrity, vent function, and signs of moisture underneath. 30-45 minutes for most Caroline homes.

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

Roof Goes On

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

Inspection & Cleanup

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

โ˜…โ˜…โ˜…โ˜…โ˜… 5/5 from 471+ reviews
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"Got three quotes for a roof replacement. Caroline Roofing & Maintenance was the middle price but the only one who actually got on the roof and showed me photos. Everyone else just eyeballed it from the driveway."

J
Jeff O.
Caroline
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"I got a new metal roof. Standing seam in charcoal. Not cheap, but it looks like a completely different house. Their metal crew clearly knows what they're doing. Seams are dead straight."

T
Tom K.
Caroline
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"I'm a contractor and I use Caroline 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."

T
Tim R.
Caroline

Service Areas

Areas We Serve

Our roofing crews work across Caroline, Burlington, Danbury, Forest Junction, Hilbert, Lebanon, and everywhere in between. Local company, local crews.

Burlington Danbury Forest Junction Hilbert Lebanon Montello Pelican Lake Rosholt Sun Prairie Wilmot
T

Meet the Owner

Troy Mitchell

Owner & Lead Contractor

Troy has been serving Caroline for over 17 years, building a reputation on honest work, fair pricing, and crews that treat every home like their own. What started as a one-truck operation has grown into a full-service Roofing company โ€” but the values haven't changed.

"We don't cut corners. Every job gets the same attention to detail whether it's a small repair or a complete replacement. That's how you earn 471+ five-star reviews."

License #378379 17+ Years Experience Locally Owned & Operated

FAQ

Frequently Asked Questions

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.

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.

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.

We install GAF Timberline HDZ, Owens Corning Duration, and CertainTeed Landmark. The three most popular architectural shingles in the country. All three are solid choices. GAF gives us access to the Golden Pledge warranty (25-year workmanship). Owens Corning Duration has SureNail technology for wind resistance. CertainTeed Landmark is a reliable mid-range option. We help you choose based on budget, color preference, and warranty goals.

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.

Have more questions? Call (877) 586-1316

SAME-DAY APPOINTMENTS AVAILABLE

Get Your Free Roof Inspection Today

24/7 emergency service. Most appointments available within 48 hours.

📞 Call (877) 586-1316

โ˜…โ˜…โ˜…โ˜…โ˜… 5/5 from 471+ Reviews  ยท  Licensed  ยท  Insured