Roofing Company in Sun Prairie, Wisconsin

Your Local Experts in Roofing, Siding, Windows, & Gutters

Residential Roof Replacement for Sun Prairie Homeowners

Sun Prairie has grown fast, and the mix of older homes and newer builds shows up in the way roofs wear. Some hold up well for years, others start showing issues earlier depending on how they were put together and what they’ve been through. Between winter buildup, spring moisture, and summer storms, it adds up. At Oliwill Construction, we step in to figure out what’s actually going on. We inspect the roof, identify problem areas, and determine whether it makes sense to repair sections or move forward with a full replacement.

      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 Work with Oliwill for Your Roofing Project?

Experience Working in Sun Prairie: We’ve handled projects across the area and understand how local conditions and home styles affect how roofs age and perform.
Clear Expectations from the Start: You’ll always be informed on what’s being done, how long it should take, and what it costs before work begins.
Licensed and Covered: Work is completed in line with local requirements, with the right coverage in place throughout the project.
Material Choices That Fit the Area: We guide you toward materials that can handle wind exposure, snow, and seasonal shifts common here.
Projects That Keep Moving: Work is scheduled with intent; our crews show up ready, the job is set up properly, and it moves at a steady pace from start to finish.
Exterior Work Handled Together: Siding, gutters, and windows are among our other services and can be completed during the same project if needed.

Roof Installation Services We Offer in Sun Prairie

Roofing for New Builds and Additions

Roofing on new construction or additions has to be done in the right order, with everything in place before the rest of the exterior is closed in. We install the full system from the base up, making sure airflow, layering, and material placement are handled correctly from the start.

Full Roof Replacement

There’s a point where continuing to patch a roof just leads to more problems. We strip everything down, take a close look at the decking and problem areas, make necessary repairs, and install a new roof that’s made to handle the conditions homes in Sun Prairie deal with each year.

Material Options for Every Need & Budget

Metal Roofing: A durable option that sheds snow well and stands up to wind and impact over time.

Asphalt Shingles: A highly practical choice for most homes, offering solid protection and numerous different styles at a more manageable cost.

Custom & Specialty Roofing: Some roofs don’t follow standard lines. In those cases, we adjust the approach to match the layout instead of forcing a typical setup.

Our Roof Replacement Process

1

Initial Walkthrough: The roof is reviewed up close to understand where it’s wearing down, how previous work has held up, and what condition the underlying structure is in.

2

Written Plan: A full outline of the project is put together covering scope, materials, timing, and cost so everything is defined before work begins.

3

Installation: The existing roof is removed, the decking is checked and repaired where needed, and the new roofing system is installed in stages so each layer is set correctly and tied into the next.

4

Final Check & Cleanup: Once installation is complete, the roof is gone over again and the property is cleared of leftover materials and debris.

5

Closeout: The project is finished only after the work lines up with your plan and everything has been completed as expected.

Is It Time for a Roof Replacement?

Roof issues tend to build gradually. Signs to look out for include:

Shingles that are loose, cracked, or missing
Granules collecting in gutters or near downspouts
Interior staining or signs of moisture
Weakened sections below the shingles
Rooflines that appear uneven or sagged
Recurring repairs tied to storm impact or changing seasons

As these issues show up, having it looked at would be advisable. We offer free estimates to help you understand what comes next.

Kick Off Your Roof Replacement

A proper evaluation is the first step. We’ll take a look at the roof, explain what we’re seeing, and go over realistic options based on its condition.

Contact Us