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43 Years
experience
Your Trusted Roofing & Siding Experts in Madison, WI
Leon's Roofing & Siding has served Madison, Wisconsin, and surrounding communities for nearly 40 years, delivering high-quality roofing, siding, window, and door solutions with unwavering integrity. Founded in 1983 by Leon Wipperfurth, a farm-raised entrepreneur with decades of hands-on experience, the company built its reputation on craftsmanship, transparency, and customer satisfaction. After starting with a single truck and crew, Leon incorporated the business in 1991, expanding it into a respected regional leader. Leons sons, Jason and Adam, joined in 2006 and 2007, bringing fresh expertise in operations and project management while upholding the familys commitment to excellence.

Every project includes a 10-year workmanship warranty, reflecting confidence in the durability of their installations. The team prioritizes meticulous attention to detail, from material selection to daily cleanup and weather protection during projects. Serving residential clients across Wisconsin, the company remains rooted in its founding values of hard work, honesty, and community trust. With decades of combined experience, Leon's Roofing & Siding continues to innovate while maintaining its focus on personalized service and long-term client relationships. Their process emphasizes clear communication, tailored solutions, and a dedication to exceeding expectations on every job.
Services
Roofing Installation Siding Replacement Window Installation Door Replacement Gutter Systems Storm Damage Repair
Details
  • Year established: 1983
Highlights and features
  • 40 years of local Wisconsin experience with proven expertise in residential roofing systems
  • Family-owned business with second-generation leadership and institutional knowledge
  • 10-year workmanship warranty on all installations for long-term peace of mind
  • Skilled crews trained in modern techniques for asphalt, cedar, and metal roofing
  • Comprehensive project management from site assessment to final cleanup
What people say
Excellent communication Durable installations Professional crews Detailed process Long-term warranty
Services
Roofing Installation
We specialize in complete residential roofing systems using premium materials like asphalt shingles, cedar shakes, and metal roofing. Our expert crews ensure proper ventilation and water protection while maintaining aesthetic appeal. Backed by a 10-year workmanship warranty, our installations enhance home value and weather resistance for decades.
Siding Replacement
LP SmartSide, vinyl, fiber cement, and aluminum siding installations protect homes while boosting curb appeal. Our team carefully selects materials suited to Wisconsins climate, ensuring energy efficiency and durability. We handle full replacements and repairs with minimal disruption to landscaping and outdoor spaces.
Window Installation
We install energy-efficient vinyl windows from trusted brands like Marvin and Anderson. Our selection includes double-hung, casement, and bay windows tailored to improve insulation and natural lighting. Proper installation prevents air leaks while maintaining structural integrity and aesthetic harmony with your homes design.
Door Replacement
Upgrade to durable fiberglass, steel, or custom wood doors that enhance security and energy efficiency. We offer storm, patio, and entry door replacements with precise fitting to eliminate drafts. Our installations focus on long-term performance and seamless integration with existing exterior finishes.
Gutter Systems
Custom seamless aluminum gutters with downspouts and ArmorGuard guards protect foundations from water damage. We design systems to match roof size and drainage needs, ensuring proper water diversion while minimizing clogs. Annual inspections and maintenance services available to preserve system functionality.
People
Leon Wipperfurth
Founder
Leon started the company in 1983 after working in construction since 1978. Raised on a Wisconsin farm, he built the business from one truck to a regional leader, emphasizing integrity and craftsmanship.
Jason Wipperfurth
Operations Manager
Jason joined full-time in 2006 after earning business degrees from Edgewood College. He oversees daily operations and project management, applying 15+ years of hands-on experience in residential construction.
Adam Wipperfurth
Project Foreman
Adam began working summers at age 14 and became a skilled foreman by 2016. He manages crews and sales, combining technical expertise with customer service to maintain quality standards.
Questions
What areas do you service?
We serve Madison, Lodi, and surrounding Wisconsin communities within 50 miles of our Lodi headquarters.
Do you offer warranties?
Yes! All installations include a 10-year workmanship warranty plus manufacturer material warranties.
How long does a roof replacement take?
Most residential roofs complete in 1-3 days depending on size and weather conditions.
Can you match existing shingles?
Our Owens Corning shingle selection includes multiple styles to match most existing roofs.
Are estimates free?
Yes, we provide free on-site consultations and written estimates with no obligation.
Do you handle insurance claims?
We assist with storm damage insurance claims and coordinate directly with adjusters when needed.
Reviews (7)
Carrie Jaszewski
Aug 22, 2021 Report
We had Leon's come out and replace our roof, skylights, windows and siding. The entire crew did amazing work. The roofing crew was efficient and highly skilled. They removed old vents, patched decking, installed a ridge vent, replaced old skylights and installed new shingles. The siding and window crew (Kim, Wade, Tim and Theo) were exceptional to work with. They asked questions on design choices and were quick to always explain everything.

The worksite was left in a clean and orderly state each and every day. They arrived at the same time and worked consistent hours each day so we never had a question if work was happening on a certain day or at what stage the project was at. We used LP smart side and had it installed in a horizontal plank and board and batten style. The end result was more beautiful than we even had thought possible. This was the best crew we have ever worked with. I'd recommend them to anyone!
Sarah Moran
Mar 25, 2021 Report
We met with five different roofing companies and landed on Leon's based on gut feel and a sense that they were trustworthy and had good character. We were definiitely right to trust that. They did a great job communicating with us throughout the entire process. Even though our project had extra complications (involving working alonside a restoration company that was working on deeper interior repairs), Leon's welcomed the situation with professionalism and flexibility.

This was also a crew we felt good about having on our property--the workers were respectful and friendly. The roof looks great and we feel confident everything has been done to the highest quality possible. I have already recommended them to friends and neighbors, and our project just wrapped up days ago. Thank you!
Mary Ewo
Mar 02, 2021 Report
They installed a new roof for us while we were out of town. When we came home we never knew they had been there except we had a new roof. Pricing was fair. They coordinated with our builder to get a skylight in. Highly recommend Leon's roofing for your next roof. Services: Skylight installation, Roof installation
Roger Ness
Feb 08, 2020 Report
They provided multiple recommendations for changing attic venting and materials for low sloping areas to follow best practices. I agreed with their recommendations and confirmed through on-line research that they were correct. The crew was timely and courteous and completed the job professionally and on-schedule. The new roof looks great
Jackie S.
Apr 09, 2019 Report
Leon's replaced our roof after hail damage and we also had them replace some siding and soffit after a later storm. Adam was very easy to deal with and did a great job.
Dave Hinkel
Dec 16, 2018 Report
We received bids from several companies to replace our hail damaged roof and we are glad we went with Leon's. Adam was prompt in providing an estimate which we decided to be the best for our needs. They moved us up in their schedule as the insurance company required the work to be completed in a short timeframe. And we couldn't be happier with the professionalism of the crew that did the work. I highly recommend this company.
Jeremy Goody Goodwin
Mar 11, 2018 Report
From my personal life to my business life Leon does great work. They do not shy away from difficult jobs and have a great positive crew. Its good to see a true and positive company out and about. THANKS!