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TRUSTED BY KEWASKUM, WI HOMEOWNERS

  • Average homeowner rating star icon4.3
    Average homeowner rating
  • Verified reviews icon215
    Verified roofing services reviews

Top-Rated Roofers in Kewaskum - Updated Nov 2026

Avatar for Metal Roofs Direct
Metal Roofs Direct
5.0(
12
)
Metal Roofing - Install or ReplaceMetal Roofing - Install or Replace - For BusinessMetal Roofing - Repair+13 more

Serving Kewaskum, WI and surrounding areas

Approved (Corporate)

In business since 2010

Free estimates

Warranties offered

"Chad and his crew were absolutely amazing. From the first sales call, until the last nail of completion, I knew we could count on him. He had been referred, and we immediately felt comfortable with Chad, as he patiently explained the value in a significant undertaking - this roof will be there another 200 years, the quality is just that good! The work was on-time, professional, and the crew did a great job of cleaning up when they are done. We plan to use Metal Roofs Direct for other roofs when the time comes!"
Door County Roofs
Randolph Church
Door County Roofs
Door County Roofs
Door County Roofs

+16

8 neighbors recently requested a quote
Recommended by85%of homeowners
Avatar for Roofs by Dre
Roofs by Dre
4.8(
173
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair - For Business

Serving Kewaskum, WI and surrounding areas

Approved

Super Service Award Winner

In business since 2021

Free estimates

Credit card accepted

"Roofs by Dre did a fantastic job on my roof! The crew was very nice and considerate! They did a complete tear down and new install of my garage roof! Not only was it done in a day, they had cleaned up so well, you couldn’t even tell they were there! This was a great experience for me and using Roofs By Dre! I will be using them whenever I need roof work done! Thank You!"
Front privacy fence
Side privacy fence
Back privacy fence
Before
Bush removal

+8

Response time4 hrs
Response rate87%
6 neighbors recently requested a quote
Avatar for Midwest Home Exteriors
Midwest Home Exteriors
4.6(
11
)
Natural Slate Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+15 more

Serving Kewaskum, WI and surrounding areas

Approved

In business since 2009

Free estimates

Emergency services offered

"I had a great experience with Midwest Home Exteriors from start to finish! The owner, James, and the office staff were incredibly easy to work with during the entire process of getting a new roof and gutters. They worked closely with my insurance agent, the crews and I to make this process run very smoothly. The whole process was fast and hassle-free, and the finished roof and gutters look incredible. I highly recommend them to anyone needing quality work done on their home!"
Oak Creek, Wisconsin – Siding & Roof
Updated!
Oak Creek, Wisconsin – Roof Updated!
Greendale, Wisconsin – Roof Updated!
Oak Creek, Wisconsin – Roof Updated!
Franklin, Wisconsin – Roof Updated!

+11

Response time1 day
41 neighbors recently requested a quote
Recommended by81%of homeowners
Avatar for Weather Pro Exteriors Inc.
Weather Pro Exteriors Inc.
4.1(
33
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+26 more

Serving Kewaskum, WI and surrounding areas

Approved

In business since 2008

Free estimates

Warranties offered

"They were able to remove the old roof and put on the new roof in one day.  There were some minor cleanup issues.  There were some minor repair issues but every thing was resolved in the end.  We'll definitely use them again for the speed and the cost.
"
Additional Photos
Additional Photos
Unlike other companies in town, we use our own in-house roofing crews to install your roof. Ensuring you get the best install with he best warranties every time.
James Hardie Siding Replacement
Additional Photos

+3

Response time1 day
Response rate100%
19 neighbors recently requested a quote
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Roofing FAQs, answered by experts

Before hiring a roofing contractor, it's wise to ask several key questions. Inquire if they are licensed for roof replacement and repair and if they hold any special certifications. Ask if they will be completing all the work themselves or subcontracting parts of it. It's also important to understand the project timeline, whether they will remove the old roof or place new shingles on top, and how they will handle cleanup after the project is complete. Finally, ask about warranties for both work and materials, what recourse you have if issues like leaks arise, and if they can provide customer references.

Condensation can occur on the inside of a roof, but it should always be temporary. It does not necessarily mean there is a roof leak. Condensation happens when the inside and outside of a house are at different temperatures. For instance, if it is hot during the day and then gets very cold at night, the inside of the house will be warmer than the outside and may cause condensation to form on the inside of the attic. This may not be cause for concern, but if it is happening frequently, it should be addressed; otherwise, it could cause roof leaks, compromise the structural integrity of the wood, or allow mold to grow.

The lifespan of asphalt shingles is typically between 15 and 30 years, depending on the type of shingle and other factors. Standard 3-tab shingles have the shortest lifespan, around 10 to 15 years. Architectural shingles last longer, averaging 20 to 25 years. Luxury or designer asphalt shingles are the most durable, with a lifespan of 40 years or more. Climate, installation quality, and regular maintenance also play a significant role in how long your shingles will last. Signs that they need replacement include granule loss, bald spots, and roof leaks.

Copper roof strips can last for 20 to 30 years or more if properly installed—in many cases, they may outlast your roof. Inspect your roof annually to ensure copper roof strips remain properly adhered and undamaged, and repair any loose or lifted strips. With very little upkeep, copper roof strips can protect your roof for decades to come.

The formula for calculating how many squares of roofing you need is pretty easy. Take the total amount of square footage and divide it by 100. With this formula in mind, a 2,000-square-foot roof would require 20 squares of roofing material to adequately cover it.

The Kewaskum, WI homeowners’ guide to roofing services

From average costs to expert advice, get all the answers you need to get your job done.