Roof Replacement in Oconomowoc & Waukesha County, WI
Complete Roof Tear-Off and Replacement for Waukesha County Homeowners | Free Estimates | Family-Owned Since 1996
A Local Roof Replacement Team You Can Trust
A roof replacement is the largest exterior investment most homeowners make — and it should be done once, correctly, by a contractor who will be around if anything comes up. Windlickers Roofing & Exteriors has been replacing roofs in Waukesha County since 1996. We handle the complete project from permit to warranty documentation, using materials and installation methods appropriate for Wisconsin's specific climate demands. Our 5.0-star rating across 227 reviews reflects what that looks like in practice.
What Is Included in a Windlickers Roof Replacement
We do not cut corners on components you will not see — because those are the components that determine whether your roof performs for 25 years or 15.
Complete Tear-Off
Full removal of existing shingles, felt, and damaged components. We do not install new shingles over old ones — full tear-off allows proper inspection of the decking and ensures the new system starts clean.
Decking Inspection and Repair
After tear-off, we inspect every square foot of the roof deck. Soft spots, rot, and damaged decking are repaired or replaced before new materials go down. This step is why full tear-off matters.
Ice and Water Shield
A self-adhering membrane installed at eaves, valleys, and around all penetrations to prevent ice dam damage from backing water under the shingles. Required by building code in Waukesha County and non-negotiable for Wisconsin winters.
Synthetic Underlayment
Premium synthetic underlayment over the entire deck surface — superior to traditional felt in moisture resistance and durability during installation.
Drip Edge, Starter Strip, and Shingles
Premium asphalt shingles installed with manufacturer-specified fastening patterns and sealant application for maximum wind resistance. Ridge cap installed with appropriate nailing for Wisconsin's wind exposure.
Shingle Options for Wisconsin Homes
Not all shingles are equally suited to Wisconsin's climate. Here is what we install and why.
Architectural (Dimensional) Shingles
The standard recommendation for most Waukesha County homes. Architectural shingles have a layered construction that makes them significantly more wind-resistant than 3-tab shingles and better suited to Wisconsin's freeze-thaw cycles.
Metal Roofing
Standing seam and exposed fastener metal systems offer significantly better performance on ice shedding, snow load, and lifespan in Wisconsin's climate. At higher upfront cost than asphalt, they deliver lower long-term cost over a 40+ year lifespan.
Why Waukesha County Homeowners Call Windlickers
Family-owned since 1996— Michael Fabian personally oversees every project
5.0 stars, 227 Google reviews— the most verified trust signal in our area
Angi Super Service Award & HomeAdvisor Top Rated— platform-verified excellence
Free written estimates— clear, detailed, no obligation
Local crew, no subcontractors— same team from estimate to final walkthrough
Nextdoor Neighborhood Fave 2024— voted by our own neighbors
BBB Accredited— verified track record of resolving concerns
100% satisfaction guaranteed— no payment until you are happy
Our Process — Simple and Transparent
01
Free Estimate
Call (414) 531-1729 or request online. We visit your property, inspect the relevant systems, and provide a written estimate with a clear breakdown of materials and labor.
02
Honest Recommendation
We tell you what we found and what we recommend. Repair when it makes sense. Replacement when it is necessary. You decide without pressure.
03
Professional Work
Our crew arrives on time, does the work right, and treats your property with respect throughout the project.
04
Final Walkthrough
We walk through the completed work with you before we leave. Any questions get answered. Warranty documentation is provided. No payment until you are fully satisfied.
What Homeowners in Waukesha County Say
I was very impressed with the quality of the workmanship. My house stands out in the neighborhood. They are very professional, and the cleanup was very immaculate. I don't normally do reviews, but I was very impressed — would recommend them.
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. His knowledge, honesty, and genuine care for his customers really stood out to us. We couldn't be more pleased.
Frequently Asked Questions
How much does a new roof cost in Oconomowoc, WI?
Roof replacement in the Oconomowoc area typically ranges from $8,000 to $20,000 for a standard single-family home, depending on roof size, pitch, shingle selection, and whether decking repairs are needed. Impact-resistant shingles and metal systems carry a higher upfront cost with different long-term economics. We provide exact written estimates after inspecting your roof.
How long does roof replacement take?
Most residential roof replacements in Waukesha County are completed in one to two days. Larger homes, steep pitches, or significant decking repairs may take longer. We give you a clear timeline estimate before starting.
Do you handle the permit for roof replacement?
Yes. We pull all required building permits as part of every roof replacement project and schedule the required inspection. This is included in our project scope — you do not need to manage the permit process.
What warranty do I get on a new roof from Windlickers?
Warranties depend on the shingle system installed. Most asphalt systems carry 20- to 30-year manufacturer warranties. We also provide a separate workmanship warranty on our installation. Full warranty documentation is provided at project completion.
Can I get financing for a roof replacement?
Yes. We offer financing options for qualified homeowners. Ask about current terms during your free estimate.
How do I know if I need a full replacement vs. a repair?
Signs that typically indicate replacement is the right answer: your roof is over 20 years old, you are seeing widespread granule loss, multiple failed areas, or you have already done 2 or more significant repairs in the past few years. A free Windlickers inspection will give you a clear, honest answer.
Get Your Free Roof Replacement Estimate
Call (414) 531-1729 — Same-day response guaranteed