Compare top-rated roofing & gutters providers in Windsor. Profiles include verified reviews, service details, and direct contact options.
From $50
Up to $500
Open 8:00 AM – 5:00 PM
At Windsor's Badgerland Property Service, we understand homeowners' concern about maintaining their property's safety and curb appeal. We are a co…
These companies are based in nearby cities and serve Windsor.
From $50
Up to $500
Open 7:00 AM – 6:30 PM
At Rock Solid Builders Ltd. in Sun Prairie, we specialize in comprehensive roofing solutions for your home. Our skilled team is dedicated to deliv…
From $50
Up to $500
Open 8:00 AM – 6:00 PM
In the heart of Madison, we're Elite Roofing Pros LLC – your reliable partner in top-tier roofing and gutter solutions. Homeowners like you have t…
From $50
Up to $500
Open 8:00 AM – 5:00 PM
In Sun Prairie, we are RPM Property Service – your comprehensive home services partner. Specializing in roofing and more, our team is dedicated to…
From $50
Up to $500
Open 24/7
In the heart of Madison, we are Shamrock Construction Roofing, Siding & Gutters - your go-to solution for all roofing and siding needs. Homeowners…
From $50
Up to $500
Open 6:30 AM – 8:00 PM
In homes across Madison, we understand the importance of a sturdy roof and functional gutters. At Heins, we are your reliable partner in roofing a…
From $50
Up to $500
Open 8:00 AM – 4:00 PM
In the heart of Madison, we are Legacy Exteriors - a comprehensive home services provider specializing in roofing, decks, gutters, siding, sunroom…
From $50
Up to $500
Open 8:00 AM – 5:00 PM
In Madison's vibrant community, we are Total Exteriors LLC - your reliable roofing and gutter specialists. We take pride in offering comprehensive…
From $50
Up to $500
Open 8:00 AM – 5:00 PM
At Paramount Roofing and Siding in Madison, we specialize in comprehensive home improvement solutions. Our roofing expertise is evident in every p…
From $50
Up to $500
Open 7:30 AM – 6:00 PM
At Gethsemane Roofing LLC in McFarland, we specialize in professional roofing solutions that safeguard your home's integrity and beauty. Our exper…
From $50
Up to $500
Open 7:00 AM – 7:00 PM
In the heart of Madison, we are Sun Vault Roofing – your reliable partner in all things roofing and solar energy. Homeowners across our city trust…
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We show only active businesses that pass moderation. Results are specific to Windsor and nearby service areas, and inactive profiles are removed to keep the list current.
Ratings and reviews come from customers who used the service. Compare roofing & gutters pros in Windsor by experience, responsiveness, and value before you reach out.
Filter by neighborhood, check locations on the map, and find providers close to home or work in Windsor. Listings are refreshed regularly — October 2026.
The same listings in the closest cities — providers there often take jobs in Windsor too. Mileage is the approximate distance from Windsor.
Looking for roofing & gutters in Windsor? This page lists verified local providers with ratings, reviews, and contact options. We show active businesses only — profiles are moderated and updated by owners.
Compare pros by experience, price range, and customer feedback. Many providers offer free estimates or same-day service for common requests. Use filters and the map to find someone close to your address.
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Troy’s crew replaced a roof for us on our cottage and they did a phenomenal job! They were there when they said they would be and finished in less than a day! They cleaned everything up and were very polite and professional! Our roof looks amazing! We will use them again for our siding needs! Update: they did such a great job on the roof that we decided to have them do our new siding and soffit and fascia too!! They did a very professional job and were in and out.
Troy and Badgerland Property Service- Our house looks incredible, and we had an incredible experience to match with Badgerland. We went into the experience knowing we wanted an updated look to the exterior of our house but wasn’t sure of our options. Troy took the time to educate us on our product options, different design features we could choose and how we could bring our vision to life. Initially, our out buildings weren’t a part of our plan, but his recommendation to include them to create a cohesive look at a value point we couldn’t refuse was the best decision we made! He communicated with us every step of the process, was on time, and over delivered on the outcome. His crew was meticulous in their work, respectful of the property with minimizing disruption and noise, and were extremely skilled at their work and total cleanup of the property. I’m confident the investment we made not only brings us extreme pride when we look at our home but will add value far beyond that! Thank you Troy and team for making the contractor experience effortless, enjoyable and bringing out dream home to life.
Working with with Badgerland Property Services has been fantastic. Troy is very responsive, answered our questions and delivered above and beyond with our new roof. He and his crew arrived on time, and they worked efficiently and thoroughly to complete our roof in one day. The crew was friendly and did a great job cleaning up afterward. They only left two things behind; a a beautiful, new roof and a very satisfied customer. His bid and final invoice were competitive and as expected. We are already talking to Troy about another project for our home!
Troy and his amazing crew did a superb job with my roof (as well as a small interior job). Very prompt, fast, efficient, excellent clean up. You cannot even tell they were here, other than seeing a beautiful new roof. Very professional, excellent pricing, and will hire again without hesitation. Thank you Badgerland Property Service for fixing up my home!
A big huge shout out to Troy and his team. They did amazing job on our roof. When we scheduled our roof to be done with Troy, he came out, he gave us true estimates. He told us we would hear from him a quote with in a week and we heard from him in 3 days. He stood by the quote he gave us and price did not change. They came at seven in the am and done by four. If you are looking for a great deal to get your roof done Badgerland Property Service is the way to go. Job well done.
Troy and his crews have been amazing to work with over the last 6 months. We first had Troy out to do the exterior painting on a home we were preparing to list for sale this spring. His crew were timely, hard working, friendly and professional. The house looked fantastic. We then used Troy to sell our home and purchase our new one. He went above and beyond for our family through a very stressful buying process to include connecting us to other tradesmen we needed to keep the sale on track. Once we had closed, we knew we wanted to use BPS and Troy for our new siding, soffits, fascia, and gutters. Even with rain and snow delays the jobs were completed quickly, professionally and our home looks amazing. Not to mention the price was far and away the best deal for this level of quality! Troy was regularly in contact or on site and the workers kept the site incredibly clean during the process. Our new neighbors have commented regularly about the great job that was done. We would absolutely recommend Troy and Badgerland Property Services to anyone needing quality, affordable exterior work done, and plan to be continued customers ourselves! We also recommend Troy for anyone looking to sell or buy a home as well! Thanks again, Troy!
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