Top 9 roofing contractors in Caledonia, WI

"I recently hired Total Exteriors to install new roof shingles, siding, and gutters on my two‑car detached garage, and I couldn’t be happier with the results. From start to finish, the experience was excellent. Noah, the salesperson, was fantastic to work with—friendly, knowledgeable, and incredibly helpful throughout the entire process. He made everything easy to understand and kept me informed every step of the way. The installation crew did an outstanding job as well. Their workmanship was top‑notch, and the attention to detail really shows. The project was completed efficiently, and the finished garage looks better than ever. I highly recommend Total Exteriors for anyone looking for quality work and great customer service. They truly delivered."

"I had a great experience with Total Exteriors. I initially contacted them due to one of the shingle brands they offered. I wanted a specific brand (Malarkey) of shingle for my complete re-roof. Their quote process was very easy and was very financially competitive. When all was said and done, the amount I paid was exactly what was quoted. I recommended them for my neighbor who also worked with them. I recommend them for roofing repair and installation. Keep up the good work."

"I'm normally skeptical when "storm chasers" come to my door after a weather event. But I'm grateful I opened my door for Dan Thelan and Total Exteriors. My insurance company claim included complete repairs to my siding, roof, and gutters--a huge job. From the beginning to the end of the process, Dan kept me updated with quick, thorough and informed responses to all my questions. He was available to my schedule and took time to walk me through all decisions. And he is the kindest most pleasant, non-pressure sales rep I have ever met. Jessica Lankford kept my project updates, logistics, and insurance claim processes moving smoothly -- she took time to call, check on my satisfaction or concerns, and was extremely efficient and kind in addressing any detail. And the bonus for me was that the Total Exteriors bid was considerably more reasonably priced than the other companies repairing my neighbors' properties. One of them actually asked for a copy of my bid to show their contractor and get a better deal. Needless to say, Total Exteriors stands out above other companies in service, price, and most of all its people."

"Total Exteriors is an excellent company to work with. They put up a new roof, siding, and gutters for me and each service was done to a high standard. The staff worked with me throughout the process and were flexible and accommodating at every step. I appreciated having Carter as a my representative who gave me the best price up front and then always responded to my messages the same day when I contacted him. I had quotes from several companies before selecting TE, and they had the best price, high quality materials, and included extras that the others didn't offer like new gutters. I highly recommend Total Exteriors."

"I trust Total Exteriors as my favorite local contractor because they are a family business focused on doing the right thing by their customers. They consistently deliver beautiful, high quality exterior renovations that provide long-lasting durability and protection. Every one I know who has worked with them has been very happy with their experience. I highly recommend anyone to work with Total Exteriors!"

"Joe, the owner of Four Leaf, is awesome. He’s friendly and a great communicator. The price was reasonable. He is very responsive! Two separate times on an all day really rainy Wednesday I called him to come to my rescue. A leak in a bedroom ceiling that we were aware of and then later that same day, a really big unknown leak in the kitchen ceiling. And he and a coworker came out twice in the rain to tarp the roof to stop the rain that was coming in our house from our leaky roof. That worked perfect. No leaks while waiting for our roofing date. Thanks again! The crews that came and did the roof and gutters were very polite and on time. They did an awesome job and cleaned up very well. My seamless gutters were made on the spot with a machine that felt like magic! My long gutters were coming out of a normal length work van that felt like a Mary Poppins bag. And best part about the gutters is that they have hinges! So no need to remove the bottom parts to mow, just flip them up! Our new roof and gutters on our house and shed look beautiful. We choose CertainTeed Espresso shingles. Looks like coffee;) We are very happy with Four Leaf. We would recommended this company!"

"I had an excellent experience with Four Leaf Roofing & Windows. They were incredibly fast and reliable, completing my roof installation efficiently without sacrificing quality. The team was professional, courteous, and attentive to detail, making the entire process smooth and hassle-free. I highly recommend their services to anyone looking for a trustworthy and skilled roofing company. Truly a five-star experience!"

"We’ve had an outstanding experience with Four Leaf. Joe has been incredibly helpful and responsive throughout the process, for multiple projects - providing good insight and advice. The scheduling team is organized and efficient, and the crew is quick, tidy, and clearly skilled at delivering quality work. We’ve trusted Four Leaf for our roof, gutters, and siding, and they will absolutely be our go-to for any future projects. Kudos to Joe and the entire team—keep up the great work!"

"Had both a new roof +5 skylights and some wood replaced on my chimney done by Four Leaf. Everything was wonderful and professional from the first contact to the final billing. The roofers were efficient and did a very professional job. The cleanup was excellent as well. Based on my experience I can recommend Joe O’Brien and his company without reservation."

"I had my roof replaced on my house and garage, and new gutters on garage. Chuck was the salesman and he really knew his stuff and was great to work with. Any questions I had he answered right away. The crew working did a great job and cleaned up my yard and neighbors yard to where you couldn’t tell work was done. The crew didn’t know we were not getting new gutters on house and accidentally threw away our old gutters so they replaced them free of charge. The gutter crew didn’t a great job and were very fast installing them. I would definitely recommend this company to anyone who needs a new roof or gutters"

"Riedl & Son did a fantastic job with our detached garage re-siding. The staff and sub-contractors were very easy to work with and never pressured me in any way. I needed the siding to match the cedar shingles on the main house. The house shingles are in decent shape, but the garage shingles had rotted away in places and needed to be replaced. I wanted to find a product that matched the house shingles. After meeting with several contractors, Riedl gave me the best estimate and had a product that worked. It's been nice to work with a company local to Fort Atkinson, as my mother, who owns the 1929 house, grew up here and is very attached to the city. I appreciate being able to visit their Madison Avenue storefront to ask questions. I changed my mind about the scope of work a couple of times without a problem. Jessie, the owner, stopped by and persuaded me to include soffits and trim, and I'm really glad he did. He even included a decorative detail at no charge. The workers arrived on time and were friendly. They had to access my neighbors yard and did so respectfully. They even displayed a sense of humor with the Pink Panther insulating wrap. Clean up was thorough, and supervisor Dan took care of the finishing touches. (See attached before and after photos.) I look forward to working with Riedl & Son on my future house projects!"

"Reidl and Son Exterior Specialists are an excellent roofing contractor best exemplified by Travis Dunn, one of the BEST roofers you’ll ever meet. Mine was a small roof repair that I couldn’t do myself but Travis took care of it quickly, didn’t leave any mess, and was really great to work with!"

"Excellent company to hire--extreme care in doing everything to the letter T. They worked very hard in extreme heat and remained so professional every inch of the way. They promised me they'd leave our property better than they found it and they delivered. The work looks excellent. We are very pleased. The red roof is before and the black roof is after."

"The whole experience from start to finish was great. We had new windows and doors installed and the whole process was seamless. Communication from Cole, Dan, Tanner and Robby, Paddy and the whole Riedl and Son team was great. I would definitely recommend to anyone in need of windows, doors, roofing, siding and decks. Thanks Riedl and Son Exterior"

"I would recommend Riedl and Son to my family and friends because they did a great job on our gutter project. Dan especially he made sure the project was done properly from start to finish. When Daniel and Tony came to do the work they were professional and caring. I really appreciate everyone I worked with. I will definitely look forward to my next project with this company!"

"We highly recommend ZP Construction LLC. We have had an excellent experience working with Zach and his team on our front staircase project. Because of Zach and his team’s honesty, highest professionalism, knowledge, good morals, high standards of service, great communication skills, and dedication, we have experienced the BEST service and the most OUTSTANDING product ever! They excellently planned and built two exceptional sets of outstanding front porches with stairs, and we wanted to express our endless gratitude to Zach and his Team! Over the years, we’ve worked with various remodeling and construction companies and individuals, but ZP Construction LLC is above all expectations! We are so proud, blessed, and honored to work with Zach and his team. Timing, integrity, quality, price, and devotion to the word/contract/project in ZP Construction LLC are marvelous! We fully enjoy every moment of our work with ZP Construction LLC: team worked full time (and even overtime) every day, started and completed everything on time, built stunningly solid product according to the highest standards and codes; are always highly professional, honest, trustworthy, polite, knowledgeable, neat, and never have an issue with anything or anyone. ZP Construction LLC team’s appearance, manners, tact, speech, deeds, and products are top-notch! Zach’s strong personality and actions reveal to us an exceptional professional, a true gentleman, a brave strong wise leader, an intelligent attentive manager, great analytic with strategic mindset, thoughtful empathetic philanthropist, an incredible honest businessman, and a hard worker, trustworthy, and kind who is true to his word and makes this world a better place, enlightens lives, and rebuilds the glory of the US. Our gratitude to Zach and his team is endless. We have only positive and strongly supportive feedback. We highly recommend ZP Construction LLC and hope to have more projects together!"

"The owner of ZP construction is one of the most nicest construction people I have met. He is willing to work with you and is straightforward with everything. His employees are wonderful to work with and get the job done in a very timely fashion. I have included some before and after pictures."

"We couldn’t be happier with the work done by ZP Construction on our house. We had a full exterior renovation including new siding, a new roof, and doors, and the results are amazing. The team made the entire process incredibly smooth, especially when dealing with our insurance issues—they handled all the red tape expertly. Every person on the crew was professional, kind, and respectful of our home. They did a great job, and the craftsmanship is top-notch. A special shout-out to the owner, Zach who was patient and communicative and dealt with me and all my calls and questions throughout the entire project never once was he anything but kind. We highly recommend ZP Construction to anyone needing reliable, high-quality home improvement services. They truly delivered above and beyond our expectations!"

"Highly recommend!!!! We discussed options, concerns, improvements, etc. Zach was very informative, never pushy, and gave us great products to choose from. He understood my safety concerns that I experienced with previous contractors leaving nails, caulk, etc in the back yard where my pets are. He assured me 100% that there would not be an issue and my home and dogs would be protected. I had my doubts but I was blown away. They use a screening fabric to wrap the entire house, garage, deck, yard etc!!! It was very impressive!! They had the roof torn off in hour and half, and both roofs done in 1 day! The owner Zach was there at the start, middle and end of the job. Did a final walk through and made sure I was happy with EVERYTHING! Zach asked me if it was what I expected. I have to say no, they went beyond my expectations and even sent me a drone photo of my roof! Think I have the best looking one in the neighborhood now! Thankyou ZP construction! You and your crew are amazing!!"

"ZP Construction has a wonderful crew and did an amazing job on my bathroom remodel. It took a little longer than anticipated thanks to some weird shape tiles but Andy worked hard and long on getting them installed correctly. Zach made sure all the work was done well, he was always a phone call away if any issues came up. They really helped my vision come to life. Thank you Zach and crew, especially Andy for all your hard work finishing my beautiful new bathroom! Thanks also to Flat Glass Specialists for the beautiful shower door. It’s an Awesome shower 🥰"

"Great experience! We had a 17 year old leaking roof and Chris came out right away, did a thorough inspection and gave us a very fair, extremely competitive estimate on a replacement. I received 5 different estimates and his was, by far, the best. Trinity, the office manager is extremely organized and efficient thus we were scheduled within a week. The crew was respectable and completed the work in 1 day with no "unexpected surprises." A follow up inspection by Chris ensured the job was done perfectly to my satisfaction. I felt assured by how attentive and readily available they are even after the roof was completed. THEY TRULY RESCUED MY ROOF! I will recommend them to everyone."

"We are extremely happy with Rescue My Roof! Chris and his team did an amazing job! They were honest, quick, friendly, courteous and very knowledgeable walking us through the entire process of getting our old roof replaced. They did a great job from the initial estimate with no pressure to get things started all the way through having their crew show up on time and work on our roof quickly and they did a great job with cleanup afterward. Our new roof looks great! (We even had yard decorations near the house that they temporarily moved so they wouldn’t get damaged and they put them back nicely afterwards which my wife was very pleased about!) They had given us the best quote compared to several other companies and they were able to come out and do our roof work sooner than any of the other companies. Both my wife and I are very impressed and would highly recommend them to others. We’ve had neighbors asking about who we used for our roofing work because they also were noting the great work done, all in all Rescue My Roof was great to work with!"

"We hired RMR for a full house and garage roof replacement. They were a great contractor to partner with. Chris, a former firefighter, explained their services and process so I understood what would happen without sales pressure. They quickly scheduled us and kept the appointment. Gavin was a great project manager who instantly responded to our questions during the day. Their crew did a fantastic job with cleanup, leaving it better than they found it. Highly recommend RMR."

"Greg, Craig and the team were amazing at repairing and replacing my roof as well putting on new siding and gutters. They are very knowledgeable; and they met all my specific details to make my 70 year old home look fresh and updated. I could not be more happy with how my home looks and I'm so glad I chose Rescue My Roof! Thank you so much!"

"Thanks to all the guys at Rescue my Roof. We had our roofs replaced a year ago. The roof looks absolutely perfect. They were also extremely persistent to solve a non-roof related leak. They stopped out a couple times under warranty and solved a tricky issue very professionally, precise and perminent. 5+ stars!"

"We are appreciative of Revived Exteriors’ honest, dedicated, hardworking, and detail-focused teams. Revive’s roofing, siding, and gutter crews did an outstanding job from start to finish, treating our home as if it were their own. From day one, Cody took the time to clearly explain the entire process and patiently answered all of our questions. The project team was responsive both in person and over the phone, and each phase of the project stayed on schedule. The owners and crews took great care to protect our home and landscaping, fully cleaning up after each job. Their professionalism and pride in their work truly stood out, and the final result exceeded our expectations. We highly recommend Revived Exteriors."

"Revived Exteriors did an outstanding job on our siding project. They partnered closely with us on the design and suggested adding board-and-batten to part of the house, which completely elevated the look. The workmanship is excellent, the team was professional, and the whole process was smooth and well-communicated. Our home looks beautiful—we couldn’t be happier!"

"Rob and Revive Exteriors are amazing! We had a major ice dam all around our home, and water had already started dripping from the ceiling. Rob brought his robust, heavy-duty steam equipment, huge ladders, and friendly assistant. They worked all afternoon and well into the night to clear the ice dam and make sure we didn’t have any further damage. Rob was professional, knowledgeable, and incredibly efficient. Rob is also incredibly friendly and just an all around great guy. Highly recommend Rob and Revive Exteriors for anyone who needs fast, reliable, and expert help!"

"Fair price, hi quality and friendly service highlights the experience we had with Revived Exteriors. When installing our new roof, there were a few unpredictable issues encountered. Revived Exteriors was quick to address those issues to our full satisfaction. Our selection of this contractor, over the five others we requested quotes from, was based on; product, quality, past performance, ease of communication and price. One highlight was the sales presentation that was clearly accurate, informative, well presented and left us with confidence in the capability and credibility of Revived Exteriors."

"We had hail damage to our home, leading to a new roof, gutters and windows. We were fortunate enough to work closely with Cody Wolff at Revived Exteriors. Cody could not have been more responsive, helpful, professional and easy to deal with with, while at the same time ensuring that all the work we needed was carried out thoroughly and in a timely manner. Cody, at this company, is a gem to work with."

"After I called Northwind Exteriors for an estimate to replace the roof on my 25yo gazebo, the business owner, Joe, came to my house to review the gazebo, make suggestions as to the roof material to use, and offer an estimate in a few days. I asked how long it would take to start the project and how long to finish. Joe said once the roof replacement started it would only take two days to complete and they could start the job in a couple of weeks. Every detail went according to plan and my gazebo roof is replaced and the new roof looks great. I’m very satisfied with the entire Northwind Exteriors process."

"Wow we are so thrilled with the amazing job Northwind Exteriors did today. They removed our old roof and installed a new one. The crew was amazing used tarps for setup, kept cleaning throughout the project and when finished left our place better than when they started. Our roof looks great. All the workers were professional and friendly. Highly recommend them."

"My house looks brand new! I am so happy I went with Northwind Exteriors to install a new roof, gutters, and James Hardie siding. They did an amazing and high quality job. I have received several compliments from neighbors on the new look. Within 24 hours of meeting with Joe, the owner, I received a detailed estimate for the project. The job was started very soon after that, progressed efficiently and completed on time. From start to finish it was a very positive experience. Joe and Mark were always accessible and responsive. They can be reached any time and available to answer questions. Their crew was excellent - with attention to detail, showed up on time and cleaned up well at the end of each day. I recommend Northwind Exteriors one hundred percent to anyone in need of roofing and/or siding work on their home."

"We recently had Northwind Exteriors work on our home, and the experience was nothing short of excellent from start to finish. Their team was professional, punctual, and communicative throughout the entire process. From the initial consultation, they listened carefully to our needs, explained our options clearly, and provided a fair, transparent quote. Once the project began, the crew worked efficiently, maintained a clean work site, and showed great attention to detail. The quality of the workmanship is top-notch—everything looks fantastic, and you can tell they take pride in doing things right the first time. Even after the job was done, they followed up to make sure we were completely satisfied. If you’re looking for a contractor who combines skill, professionalism, and genuine care for their customers, I highly recommend Northwind Exteriors. They’ve truly improved the look and value of our home."

"After several vendors and quotes, I selected Northwind Exteriors as my contractor. This was a curb appeal project that required the right company. Mark Kruse, (sales manager) was all I needed to make a choice. He was very professional and experienced in the field. His approach on this project had me feeling at ease and they didn’t disappoint. I’m very happy with the work, and I will always recommend Northwind Exteriors. Thanks again for giving my home more value with your great work."

"Working with Top A1 Contracting has been an effortless and thorough experience. The sales rep, Robert, was knowledgeable, friendly, and efficient. After I picked out the artistic details all the heavy lifting was automated. We were in constant communication about the progress; which allowed me to feel confident and satisfied. I did not expect getting my roof and siding done to be so easy. I am extremely thankful my brother recommended them to me."

"Top A1 contracting was great to work with. Jeremy and Adrian were very professional and helped every step of the way when we had a giant hail storm damage our roof. They worked with the insurance company and did all the heavy lifting. Would highly recommend to anyone!"

"After a big hail storm we wanted to get our home inspected for damage. Julio came out and did a thorough inspection of the whole house. He was knowledgeable and professional. We did not have any damage but the piece of mind that a professional inspection was done was appreciated."

"Julio was very professional and explained all, singles, siding and gutters. Said there was very little damage."

"I was greatly informed by your representatives. I wasn’t aware of the damage that I had on my home. I’m excited to get the work done thanks to Omsr"

"I can't say enough good things about Everest Roofing! Mack was incredible, he guided us through the process and was extremely kind and understanding. He gave clear consistent communication and unbeatable customer service! Jovanny was able to get the insurance company to pay out despite all the roadblocks in the way and I was very impressed with his tenacity. The roof looks great and the team that installed it was professional and fast! I would 100% recommend them to anyone who needs roof services of any kind."

"Carlos was amazing throughout the whole process. He helped me understand the confusing insurance steps, always kept me updated, and made sure I knew exactly what was happening. The team showed up on time, worked professionally, and had the entire roof completed in less than a day. The finished roof looks fantastic, and I couldn’t be happier with the quality of the work. I truly appreciate how smooth and stress-free they made the experience. Highly recommend this company to anyone needing roofing work!"

"Rodrigo was super responsive, professional and did a great job answering all questions and providing a very thorough quote. His installers did an excellent job of putting the roof on and cleaning up after themselves, we are very happy with our roof!"

"Highly recommend! Rodrigo did a amazing job through the whole process From working with the insurance company to putting in the last nail.."

"I chose Everest Roofing after learning they only use the highest quality roofing materials along with top notch work performance. Jovanny worked with my Insurance Company and was able to get an approval for a full roof replacement and new gutters after a partial denial from Insurance Adjusters. The work was completed in a timely manner and we are very pleased. I also want to say Erys the Office Manager is a pleasure to work with and always willing to address any questions or concerns you may have."