Roofing Company in Madison, Wisconsin

Dependable & Trusted Roofing, Siding, Gutter & Window Experts

Residential Roofing Built for Wisconsin Weather

At Oliwill Construction, we know that a roof isn’t just part of your home. It’s the first line of defense against everything Mother Nature throws our way. From harsh winter snow and ice to summer storms and unpredictable Midwest weather, Madison’s climate demands a roof built to last. That’s why we offer top-quality roof installations with craftsmanship, materials, and service you can count on.

      EXCELLENT  
   Based on 234 reviews 
    
 
 
 
   
 
 
       Posted on Google  
   
   Greg Hyer 
 
 
 
 Trustindex verifies that the original source of the review is Google. Terrific quality work — competitive price — thorough clean-up — great team — highly recommend
  
 
      Posted on Google  
   
   Elissa Zollin 
 
 
 
 Trustindex verifies that the original source of the review is Google. Our siding looks great.  I appreciate the guidance Oliver gave us on what products would work best for us.
  
 
      Posted on Google  
   
   Scott Coleman 
 
 
 
 Trustindex verifies that the original source of the review is Google. Oliver and William were very friendly and professional and their team did great work! Very happy with our roof and siding and window wraps. I would recommend them to anyone looking to fix up their house. This is the second time they've fixed up our house in 2 years (thanks hail!) And both times they've done excellent work.
  
 
      Posted on Google  
   
   Mai Seng Thao 
 
 
 
 Trustindex verifies that the original source of the review is Google. We highly recommend Oliwill Construction if you are in need of a roof replacement. Oliver and his team provide reliable and fast communication throughout the process. The team ensures you have a good understanding about the work being done each step of the way. We also appreciated that the materials were brought on site the same day the work was getting done compared to our neighbors who had materials sitting on their lawn for days or weeks prior to the scheduled work date. If you’re looking for a positive roof replacement experience we recommend contacting Oliwill Construction!
  
 
      Posted on Google  
   
   Raymond Young 
 
 
 
 Trustindex verifies that the original source of the review is Google. Did great job finished in one day, I recommend to anyone for their roof
  
 
      Posted on Google  
   
   German Cortes 
 
 
 
 Trustindex verifies that the original source of the review is Google. We had a fantastic experience with Oliwill Construction. From the initial consultation to the completion of our roof replacement and leaf guards, their team demonstrated top-tier professionalism and quality workmanship. We are extremely satisfied and strongly recommend them.
  
 
      Posted on Google  
   
   Carey Karabis 
 
 
 
 Trustindex verifies that the original source of the review is Google. We were totally pleased with the entire job that was done for us .
  
 
      Posted on Google  
   
   Mike Pahmeier 
 
 
 
 Trustindex verifies that the original source of the review is Google. Oliwill did our roof recently and it was a smooth job, start to finish. Their guys finished in a day even with a rain delay. The cleanup was thorough and by sundown everything looked just like it looked that morning. Except the roof of course, that looked 100% better. Definitely recommend Oliwill!
  
 
      Posted on Google  
   
   Karime Grajales-Patton 
 
 
 
 Trustindex verifies that the original source of the review is Google. Since the first appointment with their team, our perception was of trust, professionalism, honesty and, they delivered. The time and scope was as it was agreed and they had helped us to navigate not only the technical-construction process, changes and currently, the closing process with the insurance. We had the opportunity to be in constant communication with Oliver but also with other team members from Oliwill and each of them, was open to solve our questions and concerns.
  
 
      Posted on Google  
   
   AJ Blimling 
 
 
 
 Trustindex verifies that the original source of the review is Google. Great and fast workers. Very professional
  
 
  
  
 
 
    Verified by Trustindex  Trustindex verified that these reviews were published on Oliwill Construction's Google Business Profile. Learn more

Why Choose Oliwill Construction for Your Next Roofing Project

Local Expertise & Understanding: As a company rooted in south central Wisconsin, we understand exactly what it takes to build roofs that stand up to Madison’s seasonal extremes.
Licensed, Insured & Professional: We’re fully licensed and insured, so you’ve got peace of mind that your property is in qualified hands.
Quality Materials & Durable Construction: Whether you choose classic asphalt shingles or more durable metal roofing, we select materials suited to withstand heavy snow loads, wind, rain and ice; common factors in Dane County weather.
Projects Big or Small: From single-family homes and garages to duplexes and townhouses, no project is too simple or too complex.
Comprehensive Exterior Services: We don’t stop at roofing. Gutters, siding, windows – we’ve got you covered, simplifying exterior renovations or full-home upgrades.
Customer Satisfaction & Reputation: With numerous positive reviews from satisfied clients across Madison and surrounding communities, homeowners and businesses trust Oliwill for reliable, timely and professional work.

Roof Installation Services We Offer in Madison

At Oliwill, we provide a full suite of services to meet your roofing needs:

New Roof Installation

For newly constructed homes or buildings, we install complete roofing systems from the ground up, built to meet local building codes and weather requirements.

Full Roof Replacement

If your existing roof shows signs of wear, shingle curling or cracking, leaks, storm damage, or sagging, we can remove the old roof, repair decking if needed, and install a fresh, durable system.

Material Options for Every Need & Budget

Metal Roofing

For homeowners seeking maximum durability, energy-efficiency, and long-term protection against Wisconsin weather (hail, wind, snow).

Asphalt Shingles

A popular, cost-effective option, offering reliable protection for decades.

Custom & Specialty Roofs

For steep roofs, unique rooflines, or commercial-grade installations, we tailor the roofing system to fit your needs.

Our Roof Installation Process

Free Consultation & Estimate: We begin with a detailed inspection of your property, evaluate your needs, and recommend the roofing solution that best fits your budget, goals, and local weather demands.
Proposal & Planning: You receive a transparent, written proposal outlining scope of work, materials, timeline, and costs.
Professional Installation: We install your chosen roofing system with precision, following local building codes and best practices to ensure the roof withstands snow load, wind, and precipitation common to Madison.
Clean-Up & Final Inspection: We leave your property clean and perform a final inspection to ensure quality, safety, and durability.
Customer Satisfaction Guarantee: Our work is backed by our commitment to quality and customer satisfaction.

Is It Time for a New Roof?

Signs You Should Consider Replacement. Your roof may need replacement if you notice:

Curling, cracked, or missing shingles
Granule loss or worn-out asphalt shingles
Leaks or water stains inside your home
Damaged, rotting, or soft roof decking
Visible daylight in the attic or sagging rooflines
Evidence of frequent repairs or weather-related damage (wind, hail, ice)

If any of these apply or if your roof is simply aging it’s worth contacting Oliwill for a no-obligation inspection and free estimate.

Ready to Discuss Your Roof Replacement Project?

To explore your project further or to acquaint yourself with our diverse roof replacement offerings, please don’t hesitate to contact us at today!

Call Now!