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

84 Verified Contractors 4.9 Avg Rating 760 Total Reviews AI-Analyzed Reviews

Top Roofers in Oconomowoc, WI

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Healthy Homes Insulation

4.9(95 reviews)
Open Weekends
AI Review Summary

Healthy Homes Insulation earns consistent praise for professionalism, thorough workmanship, and exceptional customer service throughout every stage of their projects. Customers highlight the company's honest, non-pressuring approach, knowledgeable staff who take time to educate homeowners, and reliable follow-through—with teams arriving on time, completing work as scheduled, and cleaning up meticulously. The tangible results speak for themselves, with clients reporting measurable benefits including reduced energy bills, improved temperature control, and effective pest prevention, making Healthy Homes a trusted choice for insulation and air sealing solutions.

"Update: I purchased or I actually invested in the rim joist spray foam and I’m so looking forward to it. Even though my home was built in 2004 there are so many air leaks. Once again Erik was non-pressuring at all I want to really emphasize there was no pressure. Thank you again Erik! I’ll update again with before and after pictures when the work is done. And just for all you who may be wondering I’m not getting paid at all for this. I got no…" — Practicer M.
S40W24210 Rockwood Way
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 262-205-6837

AI Review Summary

Tip Top Roofing, led by owner Tom Pirelli, consistently delivers exceptional results through meticulous planning, superior craftsmanship, and outstanding communication from initial consultation through project completion. Customers praise the team's efficiency—completing complex projects in one to two days—along with their attention to detail, use of modern technology like drone photography, and thorough property cleanup. The company's reliability and responsiveness, combined with their commitment to treating every project with care, have earned them strong recommendations from satisfied clients across residential and investment properties.

"⭐️⭐️⭐️⭐️⭐️ I can’t recommend Tom Pirelli’s TipTop Roofing Company enough! Two years ago, they tackled a complex project on my 1865 barn—a massive, intricate job that they completed in just two days. Their team handled all necessary woodwork and left the site spotless with impeccable cleanup. Fast forward to a month ago when my rental property’s roof sustained damage. Without hesitation, I called TipTop again, and they exceeded expectations once…" — thomas t.
N51W34844 Wisconsin Ave
✓ Licensed✓ Insured✓ 20 yrs in business

+1 262-269-9400

Absolute Restorations

4.9(91 reviews)
Online EstimatesOpen WeekendsSpanish SpeakingMinority-Owned
AI Review Summary

Absolute Restorations earns consistent praise for exceptional insurance claim advocacy, with customers highlighting how team members like Gerardo and Josh persistently negotiate with insurers to maximize payouts—in some cases securing 400% more than initial estimates—while delivering high-quality roof, gutter, and water damage repairs. Clients particularly appreciate the company's transparency and communication throughout projects, from regular schedule updates and drone documentation to thorough daily job-site cleanup, ensuring no surprises and completed work that exceeds expectations. The team combines professional expertise with customer-focused service, going above and beyond to deliver results that match their promises while minimizing out-of-pocket costs for homeowners.

"Absolute Restorations did a great job being the advocate with my insurance provider, and with replacing the roof, skylights and gutters on my home. Gerardo was fantastic to work with. He worked with me through the entire project and kept me up to date on all the schedules. Nothing was ever a surprise. That's not true. I was surprised at the aerial photos and video I received from Gerardo that he took with his drone while work was being done.…" — Jeff J.
3500 S 92nd St Suite 2C
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 414-739-4251

Vault Roofing

4.9(88 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Vault Roofing earns consistent praise for its thorough, transparent approach to roof inspections and consultations, with customers highlighting how sales representatives like Reegan and Ethan clearly explain options, materials, and warranty details while working to find pricing that matches their budget. The company delivers quality craftsmanship using premium materials such as Owens Corning products, completing projects efficiently even in challenging weather conditions, backed by comprehensive warranties covering both materials and labor. Customers appreciate the professionalism and responsiveness of the team throughout the entire process, from the initial quote through final installation.

"Reegan was a good sales rep. He presented the condition of my roof inside and out. He was very thorough in going through the pictures. He went through the options and the materials and I was sold on the Owens Corning products. I'm certain that this is a high quality roof, and Reegan worked with me on price, quiting a price that I'm willing to pay for the quality of materials and hopefully the workmanship. Reegan spent much time with me and…" — Joanne P.
933 N Mayfair Rd Ste.205
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 414-310-7575

A & A Exteriors LLC

4.9(77 reviews)
Online EstimatesOpen Weekends
AI Review Summary

A&A Exteriors earns consistent praise for exceptional professionalism, transparent communication, and meticulous attention to detail throughout every project phase. Customers particularly appreciate owner Alonso's thorough inspections with photographic documentation, fair pricing with no surprises, and his team's efficiency—including completing full roof replacements in tight timeframes and leaving properties thoroughly cleaned. The company's commitment to reliability and high-quality workmanship has made them a trusted choice for roofing services in the Milwaukee area.

"We are so incredibly happy with our new roof! Alonso and his team were very professional and respectful of our property. Communication was excellent from our first contact until they were finished. Alonso listened to our concerns and did exactly what we discussed. Our yard was thoroughly cleaned and inspected before they left. I will recommend A & A Exteriors LLC to everyone. We did get multiple estimates and Alonso was the only one to actually…" — Deb L.
8613 W Calumet Rd
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 414-416-5038

Accurate Insulation Solutions LLC

4.9(71 reviews)
Open Weekends
AI Review Summary

Ryen and his team at Accurate Insulation Solutions consistently deliver excellent workmanship with exceptional professionalism and attention to detail. Customers praise their responsiveness, punctuality with specific arrival times, thorough cleanup after each day's work, and fair pricing that reflects higher-quality permanent solutions rather than cheaper alternatives. The owner's direct involvement in inspections, quotes, and project completion—combined with the crew's courteous demeanor and reliable follow-through—has earned strong recommendations from satisfied customers who plan to use the company again.

"I've had Ryen and his team out to upgrade my bathroom fan and properly vent it though the roof, resolve some mold in the attic, and do an insulation and ventilation upgrade in the attic and they've done a great job every time. They we're responsive and quick to schedule. When giving a time when they'd show up I was given a specific time instead of a half-day window and when they finished for the day they always cleaned up before leaving. I…" — R S.
1705 Montclair Pl
✓ Licensed✓ InsuredYears - Not confirmed

+1 262-347-1010

Brad's Construction

4.9(66 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Brad's Construction earns consistent praise from customers for their exceptional communication, professionalism, and quality workmanship across roofing, siding, windows, and remodeling projects. Clients particularly appreciate the team's efficiency, attention to detail in cleanup, and expertise in navigating insurance claims to maximize coverage and minimize out-of-pocket costs. The company's willingness to work within budgets, honor estimates without hidden fees, and maintain transparent communication throughout projects has built strong customer loyalty and repeat business.

"We had purchased our home in the beginning of May 2018, knowing full well we may need new windows and a roof sooner than later. Unfortunately, the purchase of the house limited our budget. Brad's Construction was a phenomenal help. Not only is their quality of work above and beyond expectations, they clearly strive to offer exceptional customer service. Brad's Construction was able to help us get our roof covered through insurance from wind…" — Kelsey K.
40 County Rd Y N
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 920-763-5779

Integrity Roofing LLC

4.9(61 reviews)
Online Estimates
AI Review Summary

Integrity Roofing LLC earns consistent praise for their transparent, pressure-free approach to estimates and competitive pricing, with owner Mark demonstrating exceptional responsiveness and attention to detail throughout projects. Customers highlight the professionalism and efficiency of their crews, who consistently complete jobs on schedule—often in a single day—while maintaining meticulous cleanup and going above and beyond with courtesies like scheduling around customer availability and adding valuable services at no extra charge. With 29 years in business and a strong local reputation, the company distinguishes itself through honest communication, thorough roof inspections, flexible payment terms, and a commitment to quality workmanship on both primary roofing work and complementary services like chimney repair and skylight installation.

"I got roof quotes from seven different companies and made a spreadsheet to compare all the quotes and companies but there were a few things that led me to Integrity Roofing LLC. 1. No high pressure sales. They actually came over when I was at work and left me the quote with a brochure of materials for me to look at when I had time. I called back and discussed the quote and was never pressured to choose them as my roofing company. Some companies…" — Monica D.
N95W16975 Falls Pkwy #9
✓ LicensedInsured - Not confirmed✓ 31 yrs in business

+1 262-251-0740

AI Review Summary

Elegant Exteriors earns consistent praise for comprehensive project planning, responsive communication, and skilled craftsmanship across roofing, siding, and exterior work. Customers particularly value the team's ability to listen to their needs, offer cost-saving solutions without compromising quality, and manage large, complex projects with professionalism and attention to detail. The company's dedication to cleanup, timely completion, and follow-up work has made them a trusted choice for homeowners undertaking significant exterior renovations.

"We had a great experience all around from beginning to end. Jacob the sales rep spent a great deal of time with us getting every detail the way we wanted it. We got a new roof and gutters as well as all new siding, front picture window, garage window, and new front and rear main and storm doors. The work was completed on time as discussed and all workers were professional and skilled in their jobs. We are very pleased with all finished products…" — Stephen H.
1190 Richards Rd Suite 6b
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 262-825-4777

Save My Roof

4.9(59 reviews)
Online Estimates
AI Review Summary

Save My Roof earned consistent five-star ratings for exceptional communication, professionalism, and expertise throughout every phase of their work, from initial estimates to project completion. Customers particularly valued their knowledgeable team's ability to explain options clearly, address unexpected repairs promptly, and deliver skilled workmanship on both traditional roof replacements and Roof Maxx treatments. The company stands out for offering cost-effective solutions with warranty coverage, reliable scheduling, and a personable approach that prioritizes customer education and satisfaction.

"Jason and his team were AWESOME!!! he was very informative and explained the process to a T. Not only during our initial meeting with him, when he gave us the quote, but even today; 08/14/25. After looking at the videos and reviews from customers, and the fact Mike Rowe endorsed this product, my wife and I decided to have ROOF MAXX and Save my Roof do the job. For the price you cannot beat this service and since we could not afford a new roof,…" — Shawn D.
518 Grey Fox Run
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 920-542-3070

Why Hire a Local Roofer in Oconomowoc?

Local Climate Knowledge

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

Building Code Compliance

Local contractors know Oconomowoc'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 Oconomowoc

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 Oconomowoc, WI

Roof repair costs in Oconomowoc 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.