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

SOS Siding Repair Group, led by Charlie, earns consistent praise from customers for exceptional communication, rapid response times, and high-quality workmanship on siding, trim, and exterior repairs. Clients consistently highlight his reasonable pricing, reliability in meeting promised timelines, and professional approach—with many completing jobs within days of initial contact. The company's attention to detail, friendliness, and willingness to accommodate follow-up requests have made customers eager to recommend them for future projects.

State Restoration Services earns consistent praise from customers for their professionalism, quality workmanship, and exceptional communication throughout the entire project. Clients particularly appreciate the team's expertise in navigating insurance claims and negotiations, often resulting in minimal out-of-pocket costs and stress-free experiences. The company is known for completing work quickly and thoroughly while explaining every detail clearly, backed by documentation like professional photos that add lasting value to customers' homes.

Sebastian and his crew are highly praised by customers for their exceptional craftsmanship, reliability, and professionalism throughout every project phase. Clients consistently highlight Sebastian's responsiveness, clear communication about schedules and plans, accurate quotes that align with final pricing, and meticulous attention to keeping worksites clean. Beyond technical expertise, customers appreciate Sebastian's honest, personable approach and genuine commitment to customer satisfaction—qualities that have earned him strong recommendations for roofing and general contracting work.

Customers consistently praise Correct Roofing for their professionalism, expertise, and exceptional communication throughout every project, from initial consultation to completion. The team—led by owner Sam and site managers like Don and Dennis—is recognized for their honesty, efficiency, and willingness to go above and beyond, including handling insurance claims, addressing unexpected issues at fair prices, and completing complex jobs with remarkable speed. Reviewers particularly appreciate the company's trustworthiness, attention to detail, respectful treatment of properties, and full-service capabilities that address multiple home improvement needs.

Handyman Pros consistently delivers reliable, professional service with technician Gary earning praise for punctuality, quality craftsmanship, and thorough cleanup. Customers appreciate the company's transparent pricing, reasonable rates, and willingness to accommodate last-minute requests while maintaining careful attention to detail. The team is noted for their knowledge, courteous demeanor, and clear communication, leaving customers confident enough to book repeat services.

Smart Roofing Company earns consistent praise from customers for exceptional craftsmanship, professionalism, and attentive communication throughout every project phase. Owner Pete and his experienced crew are recognized for their thorough explanations, punctuality, meticulous cleanup, and willingness to handle complex challenges—from difficult terrain to coordinating with insurance and local permits. Customers repeatedly highlight the superior quality of installations, reliable follow-through, and respectful, knowledgeable service that instills confidence the work will stand the test of time.

LEN Roofing & Remodeling earns consistent praise for transparent communication, fair pricing, and efficient project completion. Owner Mark and team member Julie are noted for walking customers through options, being responsive and friendly, and assembling skilled crews that deliver quality work on schedule. Customers particularly value the company's professionalism, honesty about what needs to be done, and the trust they've built through reliable service on multiple projects.

LDS Renovations earns consistent praise for exceptional craftsmanship and attention to detail, with customers highlighting the team's ability to repair and restore windows and doors to like-new condition while avoiding costly replacements. Ronnie and his team are commended for their professionalism, clear communication, fair pricing, and efficient service—consistently delivering quality work that exceeds customer expectations. From custom repairs to responsive problem-solving and respectful on-site behavior, LDS Renovations combines skilled workmanship with customer-focused service that customers trust for both routine and specialized projects.

Milwaukee Masonry Service earns consistent praise for exceptional craftsmanship and professionalism across chimney restoration, brick repair, and stonework projects. Customers particularly appreciate the owner's hands-on involvement, clear communication, attention to detail, and commitment to going beyond contract requirements to ensure satisfaction. With a track record of reliable, high-quality work and dependable service for both residential and rental properties, the company has built strong customer loyalty and trust.

All About Insulation earns consistent praise for exceptional professionalism, reliability, and attention to detail across every phase of their work. Customers—including experienced contractors and engineers—repeatedly highlight the team's prompt scheduling, on-time arrival, thorough inspections, clear communication about scope and costs, and meticulous cleanup. The company's fair pricing, honest assessments, and quality workmanship make them a trusted choice for insulation projects of all sizes.