Best Roof Repair in Winter Garden, FL — Top Roofers (2026)
Top Roofers in Winter Garden, FL
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Roof Pros USA consistently delivers exceptional quality workmanship paired with outstanding professionalism and communication, with customers particularly praising their attention to detail, cleanliness, and careful handling of property. Led by team members like Neal Blanchett, the company is known for making the entire roofing process stress-free and transparent—from thorough initial consultations to timely completion of projects. Customers repeatedly recommend Roof Pros USA for their reliability, expertise in both residential and patio roofs, and ability to exceed expectations on every job.
"THE BEST ROOFING EXPERIENCE - TWICE OVER! 5 STARS!!! I have had the pleasure of working with Roof Pros USA on two separate occasions, and I can confidently say they are the best roofing company in the business. With my background in sales and customer service, I place a high value on professionalism and quality care—and Roof Pros USA exceeded every expectation. Neal Blanchett is outstanding from start to finish: assertive, supportive, and highly…" — Jerry V.
+1 407-831-7663
JTO Roofing And Solar
JTO Roofing and Solar earns strong customer praise for its professional installation work, transparent communication throughout projects, and responsive customer service. Customers consistently highlight the expertise and dedication of the team, with account managers and project leaders guiding clients through insurance claims, material selection, and the entire installation process while keeping them informed at every step. The company stands behind its work with prompt follow-up inspections and warranty support, making it a trusted choice for homeowners seeking quality roof replacements and repairs.
"First of all is the question of how I found out about JTO Roofing and Solar. In a conversation with an acquaintance of mine, I asked him if he knew of a reputable roofing company and this is when he suggested to contact JTO Roofing and Solar. I did the following and spoke to Account Manager Bob Stout. Bob came by to take a look at my roof to see what needed to be done. Bob recommended that I file a claim with my home owner's insurance, Liberty…" — Craig H.
+1 407-732-7500
Sunrise Roofing Services Inc
Sunrise Roofing earns consistent praise from customers for their exceptional professionalism, attention to detail, and high-quality workmanship, with crews that thoroughly clean up after projects and proactively address potential issues beyond the initial scope. Customers particularly appreciate their responsive communication, reliable timelines, and fair pricing, with management following up throughout projects to ensure satisfaction. The company's team-oriented approach—from on-site specialists to office support—creates a seamless experience that keeps customers returning for future roofing needs.
"I’m a returning customer, and once again Sunrise Roofing truly impressed me. This time, Kelvin and his team went above and beyond. We had a roof leak, and Kelvin (Roofing Specialist) and his coworker conducted a professional inspection of both the roof and the attic. They quickly identified the source of the leak and scheduled the repair within the same week. On the repair day, Kelvin was on-site and followed through the entire process from start…" — Michelle
+1 407-542-3609
R&C Roofing and Contracting has earned strong customer loyalty through their commitment to quality craftsmanship without shortcuts, paired with exceptional professionalism and reliability across every project. Customers consistently praise team members like Hunter for their thoroughness, clear communication, and dedication to keeping clients informed—whether during inspections or the full contracting process. The company's leadership prioritizes both the integrity of their work and the care they show their customers, making them a trusted choice for roofing and contracting needs.
"I’ve been with this roofing company for over 3 years, and I can honestly say it’s been an amazing experience. The leadership truly cares about both the quality of work and the people behind it. They take pride in doing things the right way, no shortcuts, no cutting corners, just dependable work I highly recommend working with us in the future!!" — Donte S.
+1 407-305-6228
P&A Roofing is consistently praised by customers for exceptional professionalism, transparent communication, and honest, straightforward service throughout every phase of projects—from initial consultation through completion and follow-up. Team members including Matt, Michael, and Giovanni are recognized for their patience, responsiveness, and genuine care for customer satisfaction, taking time to explain processes clearly, address concerns respectfully, and ensure quality workmanship with premium materials like Owens Corning shingles. Customers particularly appreciate the company's integrity in avoiding aggressive sales tactics, willingness to help navigate insurance claims and paperwork, and commitment to making adjustments or corrections without hesitation until clients are fully satisfied.
"I don’t usually write long reviews, but my experience with P&A Roofing Residential LLC deserves it. This was a big project for me — replacing the entire roof on my home — and from start to finish, Matt and Michael made sure it was handled with professionalism, patience, and integrity. When I first began the process, I was nervous about the paperwork and details, but Matt and his team were transparent and responsive, walking me through revisions…" — Richard C.
+1 407-205-7766
Unrivaled Roofing earns consistent praise for professional workmanship, responsive communication, and quality materials, with customers highlighting timely project completion, thorough cleanup, and expert guidance from their sales team. The company excels at managing complex jobs—from emergency tarping to flat roof installations with proper drainage and insulation—and treats customers with respect throughout the process. While the vast majority of customers report exceptional experiences, one reviewer noted frustration with unresponsiveness to post-installation concerns about water drainage on a flat roof section.
"My name is Damien Flynn. My roof was installed March of 2024. Everyone was super professional. The sales team was not pushy, like some of the other companies, and I feel I got an exceptional deal. Over the central portion of my home is a flat roof, and it had most likely not been resurfaced for many years. There were also two weathered and leaky skylights that had to be removed. Alex explained my best options based on the product they utilize and…" — D F.
+1 888-361-7311
A Bird's Eye View Roofing earns consistent praise for their professionalism, reliability, and customer-focused service. Customers highlight their prompt communication, efficient project completion, and willingness to work around busy schedules, with team members like Caleb Walters and Cam Porter earning specific recognition for their attentiveness and expertise. The company is also noted for delivering quality workmanship, competitive pricing, and thorough project management—including permitting, insurance claim assistance, and detailed cleanup.
"Very professional company. I was referred by a close friend who recently had their roof replaced. Caleb Walters reached out to me right away! He was available to meet me on my day off and was not afraid to take a phone call after hours to accommodate my busy work schedule. The roofing contractors were professional, hard working and efficient! I am very pleased with their work ethic and the roof this company provided! Caleb stayed in contact and…" — Robert G.
+1 407-969-9411
Covelli Roofing earns consistent praise from customers for superior craftsmanship, with inspectors and homeowners alike noting the exceptional quality of installations—from shingle and metal roofs to complete exterior transformations. Customers particularly appreciate owner Danny Covelli's hands-on professionalism, clear communication throughout projects, and willingness to go above and beyond, including assisting with insurance claims and coordinating complementary work like painting and siding. The team's reliability, attention to detail, thorough cleanup, and respectful work practices have made them a trusted choice for roofing and contracting needs.
"Corelli Roofing replaced our shingle roof for a metal roof in the fall of 2025. They were professional and did a great job. The quality of the metal was superb and we’ve really enjoyed the roof. The company helped us with the insurance claims making it an easy process for us. They went above and beyond when we realized the rest of our house would look dingy in comparison to the new roof and were able to assist us with painting the entire house,…" — K K.
+1 407-358-7193
Century Roofing consistently delivers exceptional quality workmanship with meticulous attention to detail, as evidenced by roofs that withstand multiple hurricanes without leaks or damage years after installation. Customers praise the team's proactive communication and responsiveness—from same-day repairs to efficient project management even during challenging circumstances like holiday schedules and permitting delays. Owner Serge and his crew, including Chance and Victor, go above and beyond by handling insurance paperwork, ensuring HOA compliance, and maintaining professionalism on both residential and commercial projects.
"One of our property had multiple leaks due to hurricane damage and we needed a whole new roof. It happened during the Christmas holidays, yet from day one day, Century Roofing did a fantastic job in an efficient manner - from color selection, to building application, to permitting, job completion. There were delays from the city due to holidays but the team at Century Roofing navigated it efficiently and stayed on top everything. 6 years later…" — CFL R.
+1 407-393-8888
DA Construction earns consistent five-star praise for their professionalism, responsiveness, and meticulous attention to detail across renovation projects. Customers particularly value owner David Witt's expertise, collaborative approach to design, and his partnerships with high-quality subcontractors who deliver exceptional craftsmanship. The team is recognized for reliable communication, problem-solving during unexpected issues, and consistently meeting or beating project timelines while treating clients like family.
"My husband and I have lived in our 1979 house for 25 years. We had saved our money to remodel our kitchen/family room and both bathrooms. When we first met David Witt from DA Construction, we instantly liked him. He had ideas/suggestions without being pushy and actually listened to our ideas, wants and needs. He helped us get factory/showroom tours so we could choose directly from the supplier. All the subcontractors did an excellent job. A…" — Suzette H.
+1 352-602-4385
Why Hire a Local Roofer in Winter Garden?
Local Climate Knowledge
Winter Garden roofers understand Florida's specific weather patterns and choose materials built to last in local conditions.
Building Code Compliance
Local contractors know Winter Garden'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 Winter Garden
| Repair Type | Typical 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 Winter Garden, FL
Roof repair costs in Winter Garden 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.