Best Roof Repair in Windham, CT — Top Roofers (2026)
Top Roofers in Windham, CT
Filter by service:
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.
+1 860-477-6673
New England Roofing is a family-owned business led by Bill Cahill and his son, known for their meticulous hand-nailed roofing using old-fashioned techniques and their own skilled employees rather than subcontractors. Customers consistently praise their exceptional attention to detail, competitive pricing, professional conduct, clean worksites, and genuine care for quality craftsmanship and customer satisfaction. The company's commitment to longevity is evident in roofs installed decades ago that still perform flawlessly, along with their proactive communication about issues discovered during projects and honest guidance throughout the installation process.
"So I always wait 1 year to review on really big stuff like a new roof. I want to say everything about this company is perfect and so rare. My roof started leaking 2 years ago and Bill Sr. came out and pointed out where the previous roofer had done a very hack job of install. He patched the area for free and said give me a call if it starts leaking from other areas this winter, I think you have big problems under there. Sure enough it started…" — domenic c.
+1 401-568-0541
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.
+1 860-775-8678
Hemlock Roofing CT
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
+1 774-418-3724
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
+1 860-878-4268
Spinelli Exteriors llc - CT GAF roofing, windows, siding, Provia doors, and Gutters
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.
+1 860-538-6859
The View Roofing, Siding and More
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.
+1 860-961-9845
River Valley Roofing, led by owner Andrew, consistently earns praise for exceptional efficiency, professionalism, and responsiveness. Customers highlight the company's thorough communication throughout the entire process—from detailed explanations and prompt answers to questions to transparent updates on work progress—combined with meticulous workmanship and cleanup. The team's reliability in meeting timelines, fair pricing, and willingness to go above and beyond, including same-day follow-up service when issues arise, makes them a trusted choice for residential roofing and gutter work.
"We were extremely Impressed and Happy with River Valley Roofing ... The owner, Andrew is one of the most efficient, professional, timely and pleasant contractors we had ever met. He walked us through the whole process step-by-step, answered all questions promptly and in constant communication. We had new roofs installed on our home and shed in one day and new gutters installed the next. His team and the dumpster arrived early as promised. They…" — Gail W.
+1 860-532-4453
Brennan Roofing & Contracting LLC earns consistent praise from customers for exceptional professionalism, responsive communication, and high-quality workmanship across roofing and siding projects. Owner Patrick and his team are noted for their efficiency—completing jobs quickly without compromising detail—thorough cleanup, and willingness to address customer questions and concerns throughout the process. Customers repeatedly highlight the company's competitive pricing, knowledgeable guidance on materials, and reliable, well-organized work that consistently exceeds expectations.
"Pat and Jeff exceeded our expectations of our recent roofing and siding job. From the minute they came here to give us the estimate they took the time to show us the products that would be installed on our roof and side of our home. As soon as work commenced the job site was left very clean at the end of each shift and all the material and tooling was left neatly organized every afternoon. Each and every team member was detail oriented from the…" — Kelsey Y.
+1 860-710-2506
Barbale Roofing earns consistent praise for exceptional craftsmanship, fast completion times, and thorough attention to detail—including identifying and addressing issues customers hadn't noticed. Customers repeatedly highlight the team's professionalism, competitive pricing, and personable approach, with many noting they completed complex projects in just one day or within a week. David and his crew are known for going above and beyond, from providing transparent documentation of repairs needed to handling additional services beyond roofing, making them a trusted choice for homeowners seeking reliable, quality work.
"David and his crew resided our house this past spring. They took off 60 year shingles, repaired damage and got all of the work done within a week. We are so happy with the quality of work. The best part of the experience was walking around the house with Dave, and he found all of the issues that we noticed, plus a few extra and repaired them all. We cannot compliment his work enough. His team was personable and competent. Hire Dave!" — Terri C.
+1 508-248-6709
Why Hire a Local Roofer in Windham?
Local Climate Knowledge
Windham roofers understand Connecticut's specific weather patterns and choose materials built to last in local conditions.
Building Code Compliance
Local contractors know Windham'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 Windham
| 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 Windham, CT
Roof repair costs in Windham 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.