Roofing, Siding & Gutter Contractor in Oconomowoc, WI
Family-Owned Since 1996 · Serving Waukesha, Jefferson, Washington & Surrounding Counties
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Waukesha County's Trusted Exterior Contractor Since 1996
Windlickers Roofing & Exteriors is a family-owned roofing, siding, and gutter contractor based in Oconomowoc, Wisconsin, serving Waukesha County, Jefferson County, Washington County, and surrounding areas since 1996. We handle residential roof replacements, roof repairs, roof maintenance, vinyl and LP siding, seamless gutters, and storm damage repair for homeowners across Waukesha County and beyond. 5.0 stars across 227 Google reviews. Free estimates on every project.
1996
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227
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Our Exterior Services in Waukesha County
From a single roof repair to a complete exterior transformation — roofing, siding, and gutters — Windlickers handles it all with the same crew, the same family values, and the same commitment to quality we have delivered since 1996.
Roofing Services
Residential roof replacement, repair, and maintenance using premium asphalt shingles and metal systems. Built for Wisconsin's freeze-thaw cycles, ice dams, and storm exposure.
Siding Services
Vinyl and LP SmartSide siding replacement, repair, and maintenance to protect your home and transform its curb appeal. Dozens of colors and profiles available.
Gutter & Leaf Protection
Custom-cut seamless gutters with optional leaf protection. Properly functioning gutters prevent foundation damage, fascia rot, and basement water intrusion.
Storm Damage Repair
Wind and hail damage assessment, insurance claim support, and full repair or replacement. We work with your insurance adjuster so you do not have to navigate it alone.
Real Projects. Real Results.
Every project in our before/after gallery is a real home in Waukesha County — photographed before we started and after we finished. Drag the sliders to see exactly what Windlickers does.
How to Know When It's Time to Call
Wisconsin homeowners often wait too long to address roofing and exterior issues — because the warning signs are not always obvious from the ground. Here is what to look for on your next walk around your property.
Roof Warning Signs
Siding Warning Signs
Gutter Warning Signs
If you see two or more of these signs on any system, schedule a free inspection before minor issues become major expenses. Wisconsin's freeze-thaw cycles turn small gaps into large problems faster than in milder climates.
How Windlickers Works — Simple, Transparent, and Zero Pressure
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Free Estimate
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Honest Assessment
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Professional Installation
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Final Walkthrough
What Waukesha County Homeowners Say About Windlickers
“I was very impressed with the quality of the workmanship. My house stands out in the neighborhood. The job was done very quickly with very little disruption. They are very professional, and the cleanup was very immaculate. I don't normally do reviews, but I was very impressed with the workmanship — would recommend them.”
“We were looking for a roofing company we could trust. Out of the four companies we met with, Mike was the only one who truly seemed to care about our concerns. He answered all of our questions — and then some. Everything went very well with our roof and gutter installation. We are so happy we chose Windlickers Roofing. It was truly the best decision we could have made.”
“All excellent work! Clean up was excellent! Working with Mike and his team was a great experience for our family. Trustworthy and prompt!”
“Great working with Mike on this project. I was amazed with the crew! Great attitude, worked well together, excellent clean up, and addressed every issue!”
Frequently Asked Questions
What areas does Windlickers Roofing serve in Wisconsin?
Windlickers Roofing & Exteriors serves Waukesha County, Jefferson County, Washington County, portions of Dodge County, portions of Walworth County, and portions of Milwaukee County. Our primary service cities include Oconomowoc, Mukwonago, Sussex, Hartford, Menomonee Falls, Watertown, and Whitewater, WI.
How much does a roof replacement cost in Oconomowoc, WI?
Roof replacement costs in the Oconomowoc area typically range from $8,000 to $20,000 for a standard single-family home, depending on the size of the roof, the materials chosen, the steepness of the pitch, and whether any decking replacement is needed. We provide free written estimates with exact numbers after inspecting your specific roof.
Does Windlickers offer financing?
Yes. We offer financing options for qualified homeowners. Please ask about current financing terms and payment options during your free estimate appointment.
How long does a roof replacement take in Wisconsin?
Most residential roof replacements in Waukesha County are completed in one to two days. Larger or more complex roofs may take longer. We give you a clear timeline in your written estimate so you know what to expect before we start.
Does Windlickers help with storm damage insurance claims?
Yes. We work with homeowners through the insurance process — documenting damage, working with adjusters, and providing the documentation your insurer requires. Call us as soon as practical after a storm event for a free damage assessment.
Is Windlickers Roofing a local company?
Yes. Windlickers Roofing & Exteriors is a family-owned business based in Oconomowoc, Wisconsin. We have been serving Waukesha County homeowners since 1996. Michael Fabian founded the company and is personally involved in every project.
Cities We Serve in Waukesha County and Beyond
Windlickers Roofing & Exteriors serves homeowners throughout Waukesha County, Jefferson County, Washington County, and surrounding areas. Click your city for local information specific to your area.
Ready to Protect Your Home? Start With a Free Estimate.
Whether your roof is showing its age, your siding needs help, or you just had a storm roll through Waukesha County — give Mike and the Windlickers team a call. Honest assessments. Clean work. Guaranteed results.