Best Roof Repair in Milton, WI — Top Roofers (2026)

51 Verified Contractors 4.9 Avg Rating 1,896 Total Reviews AI-Analyzed Reviews

Top Roofers in Milton, WI

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Flood Pros Water Damage Restoration

4.9(334 reviews)
24/7 EmergencyOnline EstimatesOpen Weekends
AI Review Summary

Flood Pros earns consistent praise from customers for their professionalism, thorough work, and compassionate approach to water damage restoration and remediation. Clients appreciate the team's clear communication, courteous behavior, attention to detail, and willingness to go beyond the original scope of work—all while maintaining a calm, reassuring demeanor during stressful situations. The company's reliable follow-up and coordination with insurance companies make the restoration process smooth and manageable for homeowners.

"EDIT OF ORIGINAL REVIEW. I was not aware of the following items at the time of the original review. The outside site was cleaned up. However the interior in basement needed a vacuum and wipe down cleanup of cement and small debris on pipes, floors, and water softener lid has permanent cement that could have been washed off. There is cement residue in bottom of sump pump from cleaning of tools in laundry tub. There is a septic system and we…" — Jo t.
11137 Bertram Rd
✓ Licensed✓ Insured✓ 34 yrs in business

+1 815-398-2379

AI Review Summary

Customers consistently praise Sims for exceptional professionalism, attention to detail, and responsive communication throughout every phase of their projects. The team—including designers, project managers, and subcontractors—is noted for taking time to understand client preferences, providing transparent cost breakdowns, maintaining organized schedules with regular updates, and going above and beyond to accommodate changes and unexpected issues. Reviewers highlight the quality craftsmanship, courteous and friendly service, and reliable execution, with multiple customers expressing their intention to hire Sims for future projects.

"These folks are absolutely OUTSTANDING! We have done a few large projects (finished a basement, redid flooring/doors throughout the house) and redesigning the bathroom has been the most fun with amazing results. First we connected to make sure what we wanted would be within the scope of what they could provide. It was an easy call that established a good rapport. Then we had a meeting at our home. They did a million measurements and discussed…" — C H.
221 Bus Park Cir
Licensed - Not confirmedInsured - Not confirmed✓ 29 yrs in business

+1 608-825-4500

Shamrock Construction

4.9(228 reviews)
24/7 EmergencyOnline EstimatesOpen Weekends
AI Review Summary

Shamrock Construction earns consistent praise for their exceptional professionalism, efficiency, and honest service. Customers highlight their swift project completion—including a full roof replacement in 10 hours—their skilled ability to work with insurance companies to maximize coverage, and their friendly, detail-oriented crews that treat customers like family. The locally owned company stands behind their work with competitive pricing and reliable follow-up service that builds lasting customer loyalty.

"I could not say enough about Shamrock Construction In Roscoe Illinois, they went above and beyond 100% For a long time, Customer of Pure Flo H2O in Rockford IL We had an appointment set up to replace the Customer’s Water softener And have a whole house filtration system installed for him he was expressing how he thought his roof was leaking up in the attic so we told the customer to call Shamrock Construction In Roscoe, and ask for Dan As we…" — Pure H.
5512 Clayton Cir
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 815-623-3179

AI Review Summary

Riedl & Son Exterior Specialists earns consistent praise for their professionalism, attention to detail, and quality craftsmanship across roofing, siding, and gutter projects. Customers particularly appreciate the knowledgeable sales consultants who provide personalized guidance and visualizations, skilled tradespeople like Travis Dunn and Don who work efficiently and respectfully, and owner Jessie's willingness to accommodate scope changes and add finishing touches. The company is also valued for its local Fort Atkinson presence, reliable timelines, thorough cleanup, and commitment to leaving properties in excellent condition.

"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…" — Ellen C.
1550 Madison Ave Suite 104
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 920-696-9323

The Exteriors Company

4.9(189 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

The Exteriors Company earns consistent praise for professional, detail-oriented work across roofing, windows, and siding projects, with customers highlighting the team's thoroughness, timely completion, and careful cleanup. Field managers and installers like Don, Bob, and Taylor stand out for their warm communication, willingness to explain work and address concerns promptly, and commitment to customer satisfaction—often going above and beyond expectations. While sales processes occasionally need improvement, customers consistently recommend the company for quality workmanship, competitive pricing, and reliable follow-through on projects.

"Jeremy Arrington, Branch Manager, came to my house, evaluated my needs and arranged for everything to be done. Several windows didn't have a drip cap, the exterior trim boards needed to be painted, re-nailed and caulked. The stucco had several holes in it and the subcontractor Cristian repaired those, even patiently waiting for over a week for the baby birds to leave the nest which was in one of the holes. I had problems with rain overflowing the…" — Steven C.
2117 S Stoughton Rd
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 608-960-7663

Rooster Roofing

4.9(177 reviews)
Online Estimates
AI Review Summary

Rooster Roofing has earned consistent praise for exceptional craftsmanship, reliability, and professional communication throughout every phase of their projects. Customers highlight the team's responsiveness, attention to detail, thorough explanations of the work process, and meticulous job site cleanup, with multiple reviewers noting they deliver exactly what was promised without shortcuts or surprises. The company's knowledgeable crew takes pride in their work, treats each home as an investment, and offers competitive pricing—making them a trusted choice for roofing projects in the Janesville and La Crosse regions.

"I would like to express my sincere gratitude to Rooster Roofing for their fantastic work on a complex roofing project late last summer. From start to finish the process could not have gone any smoother. Rooster was able to work on my duplex whereby the other half was owned by another resident. My side of the duplex had some previous issues during heavy rain storms and his team was able to correct the issue at the time of install. …" — Bill S.
2000 E Racine St Ste 130
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 608-631-0004

Paragon Exteriors LLC

4.9(156 reviews)
Open Weekends
AI Review Summary

Paragon Exteriors consistently delivers exceptional roofing work backed by strong craftsmanship, quality materials, and impressive durability—with customers citing roofs that remain intact after 15 years. The team stands out for outstanding communication and responsiveness throughout every project, from prompt quotes and clear expectations to efficient scheduling and thorough follow-up. Customers particularly appreciate owner Jake's professionalism, honest assessments, competitive pricing, and hands-on involvement, combined with a hardworking crew that respects properties and handles cleanup meticulously.

"I was extremely pleased with Jake (the owner) and his crew. From the prompt replies, fast quote and reasonable pricing to the quick turnaround and install, everything was what I hoped it would be. It is a large investment and I am glad we went with Paragon. They showed up on time and were able to complete my roof in one day which was incredible in my opinion. The crew was respectful and worked very hard during the process. They hung around to…" — Owen S.
S87W34593 Knoll Rd
✓ Licensed✓ Insured✓ 17 yrs in business

+1 262-565-8282

Total Exteriors LLC

4.9(154 reviews)
Online EstimatesOpen WeekendsSpanish Speaking
AI Review Summary

Total Exteriors earns consistent praise from customers for exceptional craftsmanship, transparent pricing, and attentive communication throughout every project phase. Clients highlight the company's knowledgeable and responsive sales representatives—including Noah, Dan, and Carter—who provide honest guidance, respect customer schedules, and deliver quotes that match final invoices with no surprises. The installation teams execute high-quality work on roofing, siding, and gutters with strong attention to detail, while support staff like Jessica ensure smooth project coordination and timely follow-ups, all at competitive rates that customers find superior to competing bids.

"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…" — Angela B.
2113 Shear Ct
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 608-368-7045

Storm Guard Roofing of Madison

4.9(106 reviews)
24/7 EmergencyOpen WeekendsSpanish SpeakingWomen-Owned
AI Review Summary

Storm Guard Roofing earns consistent praise from customers for exceptional craftsmanship, responsiveness, and professional communication throughout projects. Clients particularly appreciate the team's reliability—from same-day emergency tarping during weather threats to daily progress updates and hands-on project management—as well as the technical expertise and friendliness of their crew members. The company delivers quality work at competitive pricing while maintaining close customer contact from initial consultation through project completion.

"We had a wonderful experience with Storm Guard for our siding project. The team managed to maintain the design of our custom house while using LP Smart materials. We received support from a team of Storm Guard through out the process: the installation crew led by Jose showed an impressive craftsmanship; Field Manager Kyle checked the progress everyday, and sometime twice a day, and discussed with me for concerns and questions; Gillian in the…" — Joe Z.
2605 S Stoughton Rd Suite 400
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 608-889-9332

Advocate Contracting and Restoration Services

4.9(105 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Advocate Roofing earns consistent praise for owner Brian's responsiveness, professionalism, and collaborative approach to complex projects—from detailed cost breakdowns to helpful design suggestions that save customers money. Customers consistently highlight the crew's prompt, courteous work, meticulous attention to detail, and thorough cleanup. The company is repeatedly recommended for reliable craftsmanship, efficient project completion, and fair pricing on work ranging from roof replacements to full exterior renovations.

"Brian and his crew did an excellent job last fall changing a screened-in porch into a three-season sunroom with casement windows, LP Smartside lap siding and stained-pine tongue and groove ceiling. They also installed LP trim and cedar siding around new windows (by others), installed new aluminum vented soffits, fascia and gutters (entire house), installed shake siding above the garage and replaced the roof. Brian was very helpful in helping us…" — Greg S.
1601 Prestwick Dr
Licensed - Not confirmedInsured - Not confirmed✓ 47 yrs in business

+1 262-755-3382

Why Hire a Local Roofer in Milton?

Local Climate Knowledge

Milton roofers understand Wisconsin's specific weather patterns and choose materials built to last in local conditions.

Building Code Compliance

Local contractors know Milton's permit requirements and code standards, ensuring your repair passes inspection.

Faster Response Times

A local company can respond to emergencies quickly and follow up easily if issues arise after the repair.

Typical Roof Repair Costs in Milton

Repair TypeTypical Cost Range
Minor Leak Repair$150 – $400
Shingle Replacement (small area)$300 – $900
Flashing Repair$200 – $600
Gutter Repair / Replacement$150 – $500
Section Repair (large area)$1,500 – $5,000
Emergency Repair$500 – $1,500
Full Roof Replacement$8,000 – $25,000+

* Estimates only. Actual costs vary by scope, materials, and contractor. Get at least 3 quotes.

FAQ: Roof Repair in Milton, WI

Roof repair costs in Milton typically range from $150–$400 for minor leak repairs to $1,500–$5,000 for extensive section repairs. Emergency repairs can cost more. The exact price depends on the extent of damage, roofing material, roof pitch, and the contractor you choose. Always get 3 quotes before committing.