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

136 Verified Contractors 5.0 Avg Rating 1,194 Total Reviews AI-Analyzed Reviews

Top Roofers in Trumbull, CT

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GNP Roofing & Siding

5(137 reviews)
Online EstimatesOpen WeekendsSpanish Speaking
AI Review Summary

GNP Roofing & Siding, led by George, consistently earns praise from customers for exceptional professionalism, transparency, and honest pricing—delivering exactly what is quoted with no unexpected upsells. The team is known for reliable communication, meticulous craftsmanship on complex projects, and going above and beyond, such as expediting work and handling HOA requirements on behalf of clients. Customers particularly appreciate the company's integrity, attention to detail, daily cleanup, and personalized service that makes them feel valued as more than just another job.

"George from GNP Roofing & Siding truly saved us. He came to our home in the pouring rain to inspect our siding, take precise measurements, and walk us through the entire scope of the project with patience and professionalism. His knowledge and experience were immediately evident. George provided an honest and transparent quote on the spot, even calling his supplier right in front of us to ensure accuracy. He answered every question thoroughly…" — Bella P.
7 Chester Ct N
✓ Licensed✓ Insured✓ 30 yrs in business

+1 516-494-4307

A & A Basement Waterproofing

5(134 reviews)
24/7 EmergencyOnline EstimatesOpen Weekends
AI Review Summary

A&A Roofing earns consistent five-star ratings for their expertise in basement waterproofing and drainage solutions, with customers praising their honest assessments, competitive pricing, and knowledgeable approach compared to larger competitors. The team, led by owner and son Alan, is known for exceptional professionalism—arriving on time with proper equipment, completing jobs efficiently (often ahead of schedule), and addressing customer concerns promptly throughout the process. Customers particularly value their reliable results, with multiple reviewers reporting dry basements months after installation, and their genuine care for clients, including Alan's willingness to provide guidance even to out-of-state callers.

"Exceeded our expectations! Highly recommend. We were impressed from the start during our meeting with Alan (son) to assess our needs. Our experience with another company to solve water in our basement left us very wary of basement waterproofing promises. Alan instilled confidence that they have the expertise to resolve our issues. He explained how the problem would be resolved and what to expect during the work. Any questions we had prior to…" — Jamie H.
290 Amity Rd
✓ Licensed✓ Insured✓ 50 yrs in business

+1 203-509-2559

R&A Remodeling & Roofing

5(128 reviews)
Online EstimatesOpen WeekendsSpanish Speaking
AI Review Summary

R&A Roofing earns consistent praise for professional, efficient workmanship and exceptional customer service, with clients highlighting the team's attention to detail, thorough cleanups, and fair, transparent pricing. Owner Santos and his crew are noted for their reliability—arriving on time, communicating daily progress updates, and following through on commitments, including complimentary follow-up visits to ensure complete satisfaction. Customers appreciate the company's dedication to quality and the personal care shown by ownership, with multiple reviewers emphasizing they would gladly work with R&A Roofing again.

"I am extremely happy with the work that R&A REMODELING AND ROOFING did for me. From start to finish, they were professional, reliable, and offered me a very good price. Their team worked efficiently and kept everything clean throughout the entire project, which I truly appreciated. I want to give special recognition to one of the owners, Roger Martínez. He did an outstanding job and went above and beyond to make sure everything was perfect. His…" — iliana c.
Avon Ln
✓ Licensed✓ InsuredYears - Not confirmed

+1 203-202-4234

Flying Colors Roofing LLC

5(121 reviews)
Online Estimates
AI Review Summary

Flying Colors earns consistent praise from customers for their professionalism, transparency, and quality craftsmanship across roof replacements, gutter installations, and related work. Customers particularly appreciate the team's communication throughout projects—from detailed explanations of materials and options to step-by-step photo documentation—as well as their reliability in meeting tight timelines and handling challenging jobs efficiently. The company stands out for fair pricing, meticulous cleanup, and genuine integrity demonstrated by leadership like Nello, who combines sales expertise with hands-on roofing knowledge to build customer confidence in projects that represent significant investments.

"I cannot say enough good things about Flying Colors work, and specifically, Nello, Diego and Jorge. I'm always skeptical of something that I am not an expert on myself and employing someone else (what don't I know that I need to) and Nello took the time, genuinely, not only to inform me/educate me, but to also be consistent, present, and accessible throughout the process. Diego was exceptional in his work and with his crew. He was available to…" — Cindi H.
13 Belden Hill Rd
✓ Licensed✓ Insured✓ 17 yrs in business

+1 203-918-8950

Premier Gutter Protection - Roofing, Siding, Gutters

5(119 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Premier Gutter Protection earns consistent praise for fast response times, professional workmanship, and competitive pricing. Owner Nick and his team are known for their reliability, punctuality, and thorough communication in addressing customer concerns from initial estimate through project completion. Customers consistently recommend them for quality gutter cleaning, leaf guard installation, and additional roofing services.

"Premier Gutter protection is absolutely fabulous ! Nick the owner is very high class and the team he has working are extremely courageous and knowledgeable. Don’t look elsewhere! If you want a fabulous job done, along with courteous staff, Nick and his staff are the place to go. The BEST!!!" — EW E.
18 Media Ln
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 631-707-0663

Northern Construction Paving

5(119 reviews)
Open Weekends
AI Review Summary

Northern Construction Paving delivers exceptional craftsmanship and meticulous attention to detail, with customers praising the quality of their driveways and the professionalism of Ben's team. The company is known for competitive pricing, reliable project timelines, and skilled workmanship that transforms residential properties. While most clients highly recommend the company for both the quality of work and the team's expertise, some note that post-project communication could be improved.

"We just finished our driveway project and Northern Construction Paving was amazing to work with. They installed a 5 ft Belgian Block apron in addition to asphalt on the driveway. Ben and his team were meticulous mapping out every detail of the project—from timing, pitch, drainage, and expectations to the final product. We live on a busy street and the team was able to navigate traffic safely and finish each step of the project exactly when they…" — Beth S.
122 Bucks Hollow Rd
Licensed - Not confirmed✓ Insured✓ 33 yrs in business

+1 845-628-6288

Affordable Handyman of Greenwich

5(112 reviews)
Open Weekends
AI Review Summary

Affordable Handyman of Greenwich consistently delivers exceptional results across a range of projects, from painting and cleaning to structural repairs, with customers praising their meticulous attention to detail and willingness to go above and beyond the original scope of work. The team is known for their professionalism, reliability, and strong communication throughout each job, completing projects on time while maintaining a clean and considerate approach. Customers appreciate the combination of quality craftsmanship and fair pricing, making them a trusted choice for homeowners seeking dependable local service.

"Was looking for a local painter and am so happy that I called them. The team was phenomenal, they went above and beyond! They left my place looking brand new, and fixed 2 doors that never closed properly, even though I didn’t ask them to. I am already thinking of my next project for them. Call them, you will not be disappointed." — Judy C.
27 Daskam Pl
Licensed - Not confirmed✓ Insured✓ 16 yrs in business

+1 203-898-4648

Guidice Contracting & Restoration

5(111 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Guidice Contracting earns consistent praise from customers for exceptional craftsmanship, meticulous attention to detail, and professional execution across renovation projects ranging from kitchens and bathrooms to extensive fire damage restoration. Clients particularly appreciate Anthony's responsive communication, clear project timelines, organized planning, and ability to deliver results that exceed expectations while maintaining clean, respectful work environments. The company's reliability, trustworthiness, and seamless coordination with insurance companies and outside contractors have made them a trusted choice for repeat customers and referrals.

"Thank you Guidice Contracting for bringing my Pinterest picture to life!! My husband and I love how the bathrooms came out, they are absolutely beautiful! I will consistently give this company a 5-star rating as we have used them for prior projects. This time it was for two bathrooms. Every detail came out perfectly and any questions or concerns I had were always addressed. Equally important are all the other things that go along with the…" — Alda D.
112 Prince Rd
✓ Licensed✓ InsuredYears - Not confirmed

+1 631-633-4876

Skyline roofing & siding

5(109 reviews)
24/7 EmergencyOnline EstimatesOpen WeekendsSpanish SpeakingVeteran-Owned
AI Review Summary

Skyline Roofing & Siding consistently delivers exceptional craftsmanship and transformative results, with customers praising the dramatic before-and-after improvements to their homes. Tom and his crew are known for their professionalism, responsiveness, fair pricing, and meticulous attention to detail—including thorough cleanup and daily punctuality. Customers particularly appreciate Tom's honest guidance, willingness to provide temporary solutions when needed, and commitment to quality backed by a 10-year warranty.

"I was looking for a roofing company after seeing leaks in the ceiling when it would rain outside. Honestly, I was nervous at first because I read reviews from other roofing companies and they were awful ...of course everyone has an opinion. My brother sent me the link for Skyline Roofing & Siding and when I read all of the positive reviews from this company, I decided to give it a try. Tom came and inspected my roof and showed me pictures of what…" — K. W.
90 A Fairmont Ave
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 631-685-3039

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

Why Hire a Local Roofer in Trumbull?

Local Climate Knowledge

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

Building Code Compliance

Local contractors know Trumbull'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 Trumbull

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 Trumbull, CT

Roof repair costs in Trumbull 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.