Gutters look simple until they fail: water finds the gap in a corner miter, backs up under the fascia, and six months later you've got a soffit rot problem instead of a $200 fix. This category covers new gutter installation, gutter replacement, and repair work (resealing seams, rehanging sagging sections, replacing damaged downspouts, and tying gutters into existing drainage or new extensions). It also covers related add-ons like gutter guards, which some of the 6 Madison businesses listed here install alongside the gutters themselves.
Madison's freeze-thaw winters are hard on gutters. Ice dams form when heat escapes through the roof, melts snow, and refreezes at the cold eaves, and that ice can pull spikes and hangers right out of the fascia board. A contractor who works in this climate should be able to talk through hanger spacing, proper pitch (roughly a quarter inch of drop per 10 feet toward the downspout), and where ice dams tend to form on your roof style, not just quote a linear-foot price.
Our ranking scores each of the 6 contractors on factors like verified license and insurance status, review volume and rating trends, responsiveness, and how consistently they show up for warranty or follow-up work. See the full breakdown and current order in the ranked guide to Madison roofing contractors, and read our methodology for exactly how each score is built.
Get matched with gutter installation & repair in Madison
Free, no obligation. Describe your roofing job and we'll match you with qualified contractors.
6 businesses, scored on recent reviews. The order weighs each business's overall score by how much of its reviewed work is gutter installation & repair, so a lower-scored specialist can rank above a higher-scored generalist.
Temple Roofing consistently delivers fast, professional work with teams that arrive on time and finish efficiently, often ahead of schedule. Reviews highlight staff by name-Joshua Wilkins, Michael, Tyler, and Brandon-for their knowledge, responsiveness, and willingness to answer questions and follow up.
Kyle, Robert, and Jordan consistently go beyond standard repair work, especially when navigating insurance claims after storm damage. Reviewers praise their honesty about what repairs are truly needed rather than settling for patch jobs, their patience explaining the process, and their willingness to fight for full coverage on the customer's behalf. The crew handles everything from emergency tarps to full roof replacement, often completing jobs in a single day. Customers highlight fair pricing, meticulous workmanship, thorough site cleanup, and the personal touch of staff treating homes as their own.
Red Roofing builds trust through clear communication and detailed inspections. Zach, Brandon, Aaron, Andrew, and Kevin are named repeatedly for professionalism and speed. They provide comprehensive photo reports, handle insurance claims, and finish jobs promptly, often staying late to complete measurements in poor weather. One reviewer discovered leaks months after a repair, questioning whether work was done as billed; another noted timeline delays but credited Brandon with personal follow-up to resolve the issue.
From initial contact to final walkthrough, Talmadge Roofing delivers work that matches or exceeds what homeowners expect. Matt Siso leads a crew that communicates daily via photos, responds same-day to inquiries, and cleans up thoroughly, leaving no debris behind. The team handles roof replacements, repairs, and inspections with equal care. They guide customers through insurance claims step-by-step, coordinate with adjusters, and complete jobs in single days when possible. Communities and HOAs specifically praise their respect for shared spaces and safety protocols.
Gary Bratcher handles jobs directly as the owner and roofer, making him accessible for customer questions. Reviews highlight his honesty and straightforward manner.
Get matched with gutter installation & repair in Madison
Free, no obligation. Describe your roofing job and we'll match you with qualified contractors.
Both reviews praise professionalism, efficiency, and clear communication through the job. Reviewers named Crystal and Mike as knowledgeable, and appreciated competitive pricing on a commercial roof replacement.
Enquiries submitted through our forms may be passed to partner providers who can do the work, and we may receive a referral fee. Our rankings and scores are based only on our published method and are not affected by referral fees.
Last updated 2026-08-26