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

51 Verified Contractors 5.0 Avg Rating 2,164 Total Reviews AI-Analyzed Reviews

Top Roofers in Milton, WI

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DMR Exteriors

5(67 reviews)
Open WeekendsWomen-Owned
AI Review Summary

DMR Exteriors earns consistent praise from customers for exceptional communication and professionalism, with owner Dave consistently keeping clients informed throughout every phase of work. The company is recognized for high-quality craftsmanship across roofing, gutters, siding, windows, and doors, with customers particularly appreciating attention to detail, thoughtful solutions (such as innovative gutter designs), and thorough cleanup. Clients also value DMR's reliability in handling complex situations, from insurance claims assistance to multi-year restoration projects following severe weather damage.

"We had the pleasure of working with Dave at DMR Exteriors. We own a log home and were concerned about rain/water damage to the logs due to the old gutters that were on the house. Dave stopped by and recommended deep (6") seamless gutters (including gutter guards) along with jumbo 3X4 downspouts and we agreed that this was an excellent idea (nobody had ever explained us that deep gutters were even an option). DMR installed the new gutters,…" — C T.
6811 W Thornapple Dr
✓ LicensedInsured - Not confirmedYears - Not confirmed

+1 608-931-6062

Endurance Exteriors

5(60 reviews)
Open Weekends
AI Review Summary

Endurance Exteriors consistently earns praise for their professionalism, clear communication, and meticulous attention to detail throughout every project. Led by owner Ryan and his skilled team, they deliver high-quality craftsmanship while maintaining punctuality, thorough cleanup, and responsiveness to customer concerns. Customers appreciate their competitive pricing, expert guidance on options, and genuine pride in their work—making them a trusted choice for roof replacements, gutters, siding, and exterior projects.

"Ryan and his crew replaced the roof and gutters on my home, and I couldn’t be happier with the results. From start to finish, their team was professional, punctual, and incredibly thorough. The communication was excellent — they kept me updated throughout the entire process, explained all my options clearly, and answered every question I had. The crew showed up on time each day, worked efficiently, and left the site spotless once the job was…" — David G.
S103W37241 County Hwy LO
Licensed - Not confirmed✓ InsuredYears - Not confirmed

+1 262-565-8412

DHI Roofing

5(59 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

DHI Roofing earns consistent praise for knowledgeable, professional project managers who guide customers through the entire roofing process with clear communication and attention to detail. Customers particularly appreciate the company's expertise in working with insurance claims, efficient installation crews that complete jobs quickly and leave properties clean, and follow-up service that extends beyond project completion. Reviewers consistently recommend DHI for delivering quality workmanship combined with a straightforward, hassle-free experience from initial inspection through final cleanup.

"I recently had to have a complete roof replacement due to wind and hail damage. Mitch from DHI was amazing to work with. He took me step by step through the insurance process and went above and beyond to get everything they required, and then some. He was very organized, professional and kept me informed throughout the process. The installation team was also great. Quick, professional and they made sure that there wasn't a spec of roofing…" — Jennifer J.
17 Applegate Ct Suite 10
Licensed - Not confirmedInsured - Not confirmed✓ 21 yrs in business

+1 608-817-6261

Exceptional Exteriors LLC

5(57 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Led by Kyle, Exceptional Exteriors earns consistent praise for exceptional communication, meticulous craftsmanship, and attention to detail on every project—from windows and siding to complete exterior renovations. Customers repeatedly highlight the team's professionalism, punctuality, and willingness to work efficiently without compromising quality, with Kyle personally ensuring satisfaction throughout each job. The company stands out for finding flexible pricing solutions, accommodating homeowner needs, and going above and beyond—including staying late to complete work before weather complications—making them a trusted, repeat-choice vendor for home exterior projects.

"A coworker of mine spoke highly of Exceptional Exteriors, and they did a fantastic job for me too. Kyle at Exceptional Exteriors came out to evaluate my property for a 4-window replacement estimate. He was extremely knowledgeable and helpful with answering any questions. The process was seamless. The employees are kind and do a quick, but thorough job. They replaced 4 very involved windows with rotted framing on a 115-year old house in only 2…" — Ben B.
441 Glacier Moraine Dr Unit 27
✓ Licensed✓ Insured✓ 20 yrs in business

+1 608-354-6887

The Roofing Xperts

5(53 reviews)
Open Weekends
AI Review Summary

Roofing Xperts, led by owner Eddie, earns consistent praise for exceptional craftsmanship, professionalism, and transparent communication throughout every project. Customers appreciate the company's thorough inspections, use of top-quality materials, competitive pricing, and impressive speed—often completing jobs in a single day with meticulous cleanup. The team's reliability is backed by strong credentials including an A+ BBB rating, a 20-year workmanship warranty, and a track record of successfully navigating insurance claims for storm damage.

"Working with Roofing Xperts was phenomenal. I knew I was on the right track when I saw that they had an A+ rating with the Better Business Bureau. They also have serviced several homes in my neighborhood so I had good references. Eddie inspected my Chimney and roof, and also used a drone to make sure he had all the areas of concern were thoroughly inspected! That was amazing. Eddie was always available by phone or text to address any…" — Barbara L.
4435 Robertson Rd
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 877-903-6505

AI Review Summary

This roofing company consistently earns five-star reviews for exceptional professionalism, quality craftsmanship, and honest service. Customers particularly praise the team's responsive communication, attention to detail, and willingness to go above and beyond—including identifying and correcting issues from previous contractors' work without hesitation. The company stands out for offering competitive pricing without high-pressure sales tactics, combined with reliable follow-through and a courteous, respectful approach that builds lasting customer trust.

"What started as 1 custom door quote quickly turned into 3 exterior door updates. Having inherited and experienced the added security of a 3 point Therma-Tru locking system from a past property, the available option here made it an easy upgrade for me (👋 big quality + security fan). I knew the doors were a necessary update to our 123 year old farmhouse but I was very concerned about maintaining the operation and aesthetic of the 100+ year old…" — Caitlin G.
2 Waywood Cir
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 608-669-0828

Smith Roofing and Exteriors - Lake Geneva Area

5(50 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Smith Roofing is recognized by customers for exceptional craftsmanship, professionalism, and integrity in every project. Nicholas and his crew consistently deliver efficient, high-quality work—from complete roof replacements to specialized repairs—while maintaining meticulous job sites and completing projects on schedule. Customers particularly appreciate their transparent communication, fair pricing, willingness to address unexpected issues at no extra charge, and genuine commitment to customer satisfaction that extends beyond the initial contract.

"Smith Roofing replaced my roof last week, and I couldn’t be happier with the entire experience. From start to finish, their pricing was fair and their communication excellent — they explained every step of the process clearly and kept me updated throughout. When they removed the old roof, they discovered a rotted board underneath. Even though the contract stated that replacing any rotten boards would add extra cost, they went ahead and replaced…" — minijogy
1224 E Pinecrest Ln
✓ Licensed✓ InsuredYears - Not confirmed

+1 262-325-4217

Paul Davis Restoration of South Central Wisconsin

4.9(711 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Paul Davis earns consistent praise from customers for their responsiveness, professionalism, and reliability, particularly in handling complex restoration and remodeling projects. Project managers like Ryan and Jason are highlighted for their quick communication, problem-solving, and willingness to accommodate client needs—whether managing insurance coverage during fire restoration or responding promptly to emergency situations. Multiple customers report returning for repeat projects and recommend the company for delivering high-quality work that exceeds expectations.

"We just finished a full bathroom remodel with Paul Davis and I couldn’t be happier! Our project manager, Ryan, was fantastic to work with. The whole team was friendly, easy to work with, always quick to respond, and made the process feel smooth and stress-free. Anytime a little issue came up, Ryan made sure it was handled right away. Everything looks beautiful and was done with real care. This is the third project I’ve done with them, and every…" — Whitney S.
3432 County Hwy N
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 608-839-4100

THEBCO Windows, Doors & Siding

4.9(696 reviews)
Online EstimatesSpanish Speaking
AI Review Summary

Thebco is a locally-owned window and door company whose customers consistently praise the superior quality of their products and the professionalism of their installation teams, with specific appreciation for skilled craftsmen like Jason, Kyle, and Mark who complete jobs efficiently and with meticulous attention to detail. Customers highlight the company's responsive communication and knowledgeable sales representatives like Dave who guide clients through product selection, as well as the noticeable energy efficiency benefits of their windows and doors. The company offers strong value compared to competitors and has earned customer loyalty, with many clients requesting the same installers for repeat projects.

"A+ highly recommend. I’ve had Thebco replace 8 openings & 2 exterior doors the past 2 seasons. They will return again this year to update 2 more windows. The product is superior. I have noticed the windows reflect sunlight in summer keeping my house cooler and in the winter keeping cold air out. The install team of Jason & Kyle have been great and I have requested them to return again for next install. Dave Speer is great representative to…" — Adam G.
4476 Robertson Rd
Licensed - Not confirmedInsured - Not confirmed✓ 50 yrs in business

+1 608-249-2905

Infinity Exteriors

4.9(361 reviews)
24/7 EmergencyOnline EstimatesOpen WeekendsVeteran-Owned
AI Review Summary

Infinity Exteriors earns consistent praise from customers for exceptional quality workmanship, professional service, and transparent communication throughout every project phase. Customers particularly appreciate the team's responsiveness—from Anthony's thorough consultations and design expertise to Katelyn's helpful office support and Isaac's attentive project management—along with competitive pricing and reliable follow-through on warranties and concerns. The company's crews are noted for their skill, professionalism, and commitment to customer satisfaction, even when facing unexpected challenges or difficult weather conditions.

"When our roof was damaged by a hail storm recently we called Anthony who had come highly recommended by a friend who recently had their house damaged by a major hail storm. Anthony was professional and tried to help us get coverage from our insurance company- we were declined due to age of the roof - same thing happened to the two neighbors next door to me as well. We decided to go ahead with the roof from infinity exteriors due to their after…" — Kevin R.
2830 Progress Rd
✓ Licensed✓ Insured✓ 29 yrs in business

+1 608-680-3070

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.