Best Roof Repair in Windsor, CT — Top Roofers (2026)

115 Verified Contractors 5.0 Avg Rating 1,031 Total Reviews AI-Analyzed Reviews

Top Roofers in Windsor, CT

Filter by service:

Sort by:

Big Dawg Home Improvements

5(120 reviews)
Open Weekends
AI Review Summary

Big Dawg Home Improvements earns consistent praise from customers for the professionalism and skill of owner Matt and his crew, who deliver high-quality workmanship on projects ranging from roof repairs and replacements to siding and windows. Customers particularly appreciate their reliability—arriving on time, communicating transparently throughout projects, and accommodating schedules—as well as their thorough cleanup and willingness to go above and beyond, including educating clients on maintenance and addressing concerns without hesitation. Whether handling large commercial projects or small residential repairs, the company is recognized for turning potentially stressful work into a smooth, reassuring experience that consistently exceeds expectations.

"Matthew and his team did an amazing job on the replacement of our church roof. From start to finish, Big Dawg took care of everything: answering all of our questions, providing complete transparency, communicated throughout, and the end result is amazing. If you want to check out his work, it is Rockville United Methodist Church on Grove Street. Large projects (home or commercial) can be complicated and stressful so if you have any roofing…" — David J.
658 Foster St
Licensed - Not confirmedInsured - Not confirmed✓ 6 yrs in business

+1 860-477-6673

Family masonry and construction

5(115 reviews)
Open Weekends
AI Review Summary

Customers consistently praise this company for exceptional professionalism, meticulous attention to detail, and reliable communication throughout projects. The team is noted for arriving on time, maintaining clean work areas, thoroughly explaining their work, and following through with quality craftsmanship—whether waterproofing basements or repairing chimneys. Clients appreciate the stress-free experience created by courteous staff who prioritize customer satisfaction and respond promptly to inquiries.

"We recently had our basement waterproofed, and I couldn’t be more impressed with the entire experience. From start to finish, the crew was professional, respectful, and incredibly hardworking. They arrived on time each day, parked thoughtfully so as not to block our driveway or inconvenience any of our neighbors, and maintained a clean, organized work area throughout the project. Their attention to detail was outstanding — every part of the job…" — Chridtina C.
77 West St
✓ Licensed✓ InsuredYears - Not confirmed

+1 860-323-4425

Artisan RoofWorks

5(110 reviews)
Open Weekends
AI Review Summary

This roofing company earns consistent praise for exceptional professionalism, responsive communication, and fair pricing that matches customers' budgets without compromising quality. Customers consistently highlight the team's efficiency—completing jobs quickly and thoroughly while maintaining meticulous attention to detail, proactively identifying additional issues, and leaving job sites immaculate. Owners appreciate that the company delivers trustworthy, dependable service from initial quote through completion, with owner Diego personally overseeing projects to ensure customer satisfaction and flexible accommodation of changes.

"I had a fantastic experience working with Diego and his team for my roofing and gutter project. After getting nearly 10 quotes, Diego offered one of the most competitive prices without compromising on quality. From the initial quote to the completion of the job, communication was excellent—clear, timely, and professional. I ended up changing the type of shingles I wanted midway, and Diego was incredibly accommodating, promptly providing a…" — William S.
201 W High St
✓ Licensed✓ Insured✓ 24 yrs in business

+1 860-775-8678

Modern Restoration

5(106 reviews)
Open Weekends
AI Review Summary

Modern Restoration earns consistent praise for exceptional professionalism and attention to detail, with customers highlighting the team's responsiveness, thorough communication, and ability to handle large projects from start to finish with minimal hassle. Clients particularly appreciate the crew's efficient execution—completing jobs in one day when possible—combined with meticulous cleanup and careful protection of surrounding property. The company's full-service approach, including insurance claim handling and follow-up service, consistently delivers peace of mind and complete customer satisfaction.

"I recently had the pleasure of working with Modern Restoration for a complete roof replacement, and I couldn’t be more thrilled with the outcome. The new roof is absolutely great thing to have on your home! And I should say the peace of mind feeling is amazing. Chris and Elisa are rockstars, very helpful knowledgeable and supportive through all stages of the process. I wish all the contractors to be so great. From start to finish, the process…" — V N.
23 Warren St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 860-863-8473

Roof Ready Home Improvements LLC

5(104 reviews)
24/7 EmergencyOnline EstimatesOpen WeekendsSpanish Speaking
AI Review Summary

Roof Ready Home Improvements LLC earns consistent praise for their honesty and professionalism, with customers particularly appreciating their willingness to diagnose problems accurately rather than recommend unnecessary replacements. The company is known for rapid response times—even handling emergency calls at 1:00 AM—combined with efficient work, clear communication throughout projects, and fair pricing. Customers also value their expertise in navigating insurance claims and their attention to detail, including thorough cleanup after completing jobs.

"This winter was rough. I had a leak in my roof and didn’t know what to do. I called several other companies and was told I needed a complete replacement despite my roof being less than 10 years old. A friend recommended Roof Ready and said they are honest, reasonable, and professional. I gave them a call and they found the issue. All I needed was the flashing changed along my dormer. Roof Ready took care of it that day and we’ve been leak free…" — Amarae M.
510 Cornwall Ave Suite 1
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 203-706-9221

Hemlock Roofing CT

5(103 reviews)
AI Review Summary

Hemlock Roofing Company earns consistent praise from Connecticut homeowners for their exceptional craftsmanship, efficiency, and attention to detail—with crews completing projects quickly without compromising quality. Customers particularly value the team's professionalism, friendliness, and responsiveness throughout the entire process, from initial consultation to project completion, with several noting the crew takes genuine pride in their work. The company stands out for going above and beyond customer expectations, whether through personalized oversight from leadership or expanding scope to include additional work like siding and gutter installation.

"I can't recommend Hemlock Roofing Company enough! From start to finish, the team was incredibly fast and efficient. They didn't just redo my roof – they went above and beyond by completing the siding on my entire house as well! The workers were professional, detail-oriented, and made sure everything was done to perfection. I was blown away by how quickly they finished the job without compromising on quality. If you're looking for reliable,…" — Serg
105 Evergreen Ave
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 774-418-3724

Prime Roofing

5(100 reviews)
24/7 EmergencyOnline EstimatesOpen WeekendsSpanish Speaking
AI Review Summary

Prime Roofing and Urdiales Roofing, LLC., led by Angel, consistently delivers exceptional results on both residential and commercial projects, with customers praising their professionalism, expertise, and efficient execution—completing full roof replacements in a single day while maintaining meticulous attention to detail and cleanup. Angel stands out for his customer-focused approach, taking time to explain every step, assisting with insurance claims, offering fair pricing that undercuts competitors, and providing follow-up service to ensure long-term satisfaction. The team's combination of skilled craftsmanship, reliability, and genuine care for customer comfort makes them a trusted choice for roofing and gutter installation and repair.

"We recently had our roof and gutters replaced by Prime Roofing, and the experience was fantastic from start to finish. Angel and his crew were incredibly kind, professional, and hardworking. Their attention to detail was obvious — they cleaned up every bit of debris before leaving and made sure the job site looked spotless. The entire tear-off and replacement of the roof was completed in just one day, which was especially impressive for our…" — Joseph V.
15 Prince St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 888-581-3940

Award Roofing

5(94 reviews)
Online EstimatesSpanish Speaking
AI Review Summary

Award Roofing consistently earns praise for exceptional craftsmanship and swift project completion, with customers highlighting how the team completes full roof replacements in a single day while maintaining meticulous cleanup. Clients particularly appreciate the professionalism and thorough communication of project managers Matt and Brian, who take time to explain the roofing process and ensure customers feel confident in their choice. The company's attention to detail, honest approach, and genuine pride in their work have made them highly recommended by satisfied homeowners.

"Matt was very thorough when he visited the house and explained the roofing process. At that point we were only interested in a quote but throughout the meeting, we felt very comfortable with him and his professionalism. Upon further review, we learned how happy past clients were; this further confirm our commitment to hire him. His team did an exceptional job. We were very please with the end product. Would definitely recommend him to future…" — Chepi
58 Kreiger Ln
Licensed - Not confirmed✓ Insured✓ 9 yrs in business

+1 860-878-4268

Spinelli Exteriors llc - CT GAF roofing, windows, siding, Provia doors, and Gutters

5(91 reviews)
24/7 EmergencyOnline EstimatesOpen WeekendsSpanish Speaking
AI Review Summary

Spinelli Home Improvement stands out for exceptional professionalism, responsiveness, and quality craftsmanship across all roofing projects. Customers consistently praise owner Dave's quick communication, transparent pricing, thorough attention to detail, and willingness to handle permit applications and logistics. The installation crews deliver neat, efficient work with complete job site cleanup, and projects remain trouble-free long after completion, making Spinelli a trusted choice for homeowners and real estate professionals alike.

"I recently had the roof replaced on a home I own, and once again Spinelli Home Improvement exceeded expectations. I’ve referred them to others in the past (I'm in real estate and clients of mine have used them too), and David and his crew always do a great job. They’re professional, fairly priced, and leave the job site clean every time. I wouldn't use anyone else! Reliable, honest, and high-quality work—highly recommended." — cheryl b.
226 Paley Farms Rd
Licensed - Not confirmedInsured - Not confirmed✓ 20 yrs in business

+1 860-538-6859

AI Review Summary

The View Roofing, Siding & More, led by Freddy, consistently earns praise for responsive communication, competitive pricing, and thorough workmanship on roofing and siding projects. Customers appreciate the crew's professionalism, attention to detail, and willingness to accommodate scope changes and urgent requests—including same-day emergency responses. The company is known for honest estimates, meticulous daily cleanup, and transparent explanations of work completed.

"I had a huge ice dam that was leaking into my house. I called around and no other roofing company was willing to come out the same day. I was worried that the damage would get worse the longer I waited. When I reached out to Freddy however I received a prompt response, a better quote than the other companies, and he was at my house in a few hours. Him and his crew did fantastic work. They were thorough and professional. He explained everything…" — Ryan G.
33 Baxter St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 860-961-9845

Why Hire a Local Roofer in Windsor?

Local Climate Knowledge

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

Building Code Compliance

Local contractors know Windsor'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 Windsor

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 Windsor, CT

Roof repair costs in Windsor 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.