Wilton Roofing Contractor | Serving Wilton From Gleason

"I called about a small leak and expected a hard sell on a full replacement. The inspector showed me it was just a cracked pipe boot — $300 repair instead of a $12,000 roof. Honest company."

"Second roof Gleason Roofing & Maintenance has done for us. First one on our primary home, now our rental property. Same crew both times, same attention to detail. Drip edge, ice shield, everything by the book."

"They replaced all our gutters along with the roof. Seamless aluminum, properly pitched. Water actually drains into the downspouts now instead of overflowing at every seam. Night and day difference."

Storm Damage Specialists

Hail, wind, and monsoon damage are common in WI. Our team includes HAAG Certified inspectors who document damage the way adjusters expect it. We handle the entire insurance claim process so you don't have to.

5/5 Stars | 138+ Reviews

Our reputation is built one roof at a time. 138+ homeowners across Gleason, Wilton, and surrounding areas have rated us 5/5 stars. We earn every review. No incentives, no discounts for feedback.

No Subcontractors

Every Wilton roof is installed by our own trained crews, not subcontractors pulled from a labor pool. That means consistent quality, accountability, and a crew that knows our standards from the first nail to the last drip edge.

Manufacturer-Certified Installation

We hold certifications from GAF, Owens Corning, and CertainTeed. That means the manufacturers have trained and vetted our crews and will back our installations with their strongest warranties. Your Wilton roof gets factory-level quality control.