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Company Awards
In recognition of our dedication to customer service and high-quality work, LeafGuard Gutters and Roofing of Madison earned the Angie's... [Read more]
In 2016, LeafGuard Gutters and Roofing of Madison received the LeafGuard Award of Excellence for the second year in a... [Read more]
LeafGuard Gutters and Roofing of Madison was a proud recipient of the Angie's List Super Service Award in 2015.... [Read more]
More Awards

Your Dependable Oregon, WI Roofing & Gutter Installers

Happy Customers Surrounding Oregon, WI
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Reliable roofing and gutter contractor serving Oregon, WI

LeafGuard Gutters and Roofing of Madison is your expert roofing company and LeafGuard gutter dealer serving Oregon, WI, and nearby cities and towns for over 15 years.

As a GAF Master Elite roofing contractor, we are fully qualified to handle any residential or commercial roofing project. We provide wood rot repair, ridge vents and ventilation, ice dam prevention, hail damage repair, and more! If you need a new roof installation, we provide high-quality asphalt shingle roof replacements that will last for years to come.

Our commitment to customer service and quality work has earned us the Angie's List Super Service Award, and we use roofing and gutter products that will last a lifetime.

Our services in Oregon, WI include:

  • Gutter guards
  • Gutter installation
  • Covered hood gutters
  • Seamless aluminum gutters
  • Roof repair and maintenance
  • Roof inspection
  • Roof replacement
  • Commercial roofing
  • Free cost estimates
  • And more!

When you upgrade to LeafGuard covered hood gutters, your gutter system will never clog or overflow again! If you're ready to leave the need for gutter cleaning behind, a gutter replacement from LeafGuard Gutters and Roofing of Madison is the answer you've been looking for.

Our seamless aluminum gutter installations are custom designed to keep out leaves, dirt, and twigs, and they are custom-fit to your home's specific measurements.

Most importantly, a LeafGuard gutter system installation will keep your home safe from water damage by efficiently carrying water down from your roof and away from your foundation.

LeafGuard Gutters and Roofing of Madison is your best choice for roof repair, replacement roofs, gutter protection and more in Oregon, WI and nearby. Contact us today for a free cost estimate!

Work Requests From Oregon, WI
SUN VALLEY PKY in Oregon
Need gutters on east side of house and along both sides of garage. All ground level. Approximately 80-feet.
S. Oak St in Oregon
Portion of the roof is damaged or not installed correctly somehow so water is dripping down the facia before going in the gutter, causing paint to peal and wood is saturated on a section of the soffit.
Pleasant Oak Ct in Oregon
New house with clogged gutters, lots of mature trees. Need higher quality and longer term solution.
Honeysuckle Lane in Oregon
Want to determine the life of shingles and cost of replacing. Current gutter system is not adequate for roof hips and pitch. Would look at replacing both at same time. Possible hail damage
Lynne Trl in Oregon
I have a water leak in heavy rains, not sure if it is roof or siding related. It is on a corner above the attached garage where the 2nd story rises above the 1st floor roofline.
Dunn Ave in Oregon
Considering my options on my current home for gutter protection from leaves / debris. In my last home, I purchased Gutterglove, but not sure will work for this home that still has spike-installed old gutters. Also would like technician to review placement of downspout in front of home and poor grading on side of home for improvement.
Emily Circle in Oregon
Gutters in front of house deteriorating at seams. Front gutters sometimes overflow during heavier rains. Rear gutters clog and sometimes overflow.
Robinson Road in Oregon
I have a Tri level house looking to have the higher portion of gutter changed to a leaf guard system. Please email me any information.
Windridge Road in Oregon
I am looking to replace my gutters on our home.
Foxfield Road in Oregon
Our gutters and downspouts are original to the house so are about 23 years old and I think it's time to replace them.
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