Best Roofing Companies Near You in New Canaan, CT (2026)

215 Verified Contractors 4.9 Avg Rating 570 Total Reviews AI-Analyzed Reviews Free Estimates Available

Top Roofers in New Canaan, CT

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Castillo's Roofing LLC

4.9(62 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Castillo Roofing, led by Walter, consistently earns praise from customers for exceptional craftsmanship, reliability, and transparent communication throughout projects. Clients appreciate the team's attention to detail, daily job-site cleanup, competitive pricing, and willingness to go beyond the original scope of work. Whether handling standard installations or complex roofing challenges, Walter and his crew deliver results that exceed expectations while maintaining professionalism and keeping customers informed every step of the way.

"I’ve worked in the building trades for over 40 years. Now that I’m old and retired we had no choice but to hire a roofing company. After much research and recommendations we went with Castillo’s Roofing - one of the best decisions we ever made. Very reasonably priced, but more important was the excellent job, the effort to keep the job site clean and Walters constant effort to communicate. He ended up taking care of more things than what…" — Noel S.
39 S Main St unit 4
✓ Licensed✓ InsuredYears - Not confirmedWarranty - Not confirmed

+1 845-598-5099

AI Review Summary

Phil's Main Roofing consistently delivers exceptional craftsmanship and outstanding customer service, with clients praising their professional crew, attention to detail, and high-quality materials on projects ranging from full roof replacements to targeted repairs. The team is known for reliable communication, punctual completion, fair pricing, and thorough cleanup, ensuring customers feel respected and informed throughout the entire process. Customers repeatedly highlight the polished final results and the crew's genuine pride in their work, making Phil's Main Roofing a trusted choice for residential roofing needs.

"I had a brand new roof installed by Phil’s Main Roofing, and I couldn’t be happier with the results. From start to finish, the entire process was smooth and professional. The office staff was easy to reach, very communicative, and always kept me updated throughout the project. The crew showed up on time, worked efficiently, and did an excellent job cleaning up afterward, you wouldn’t even know they were there except for the beautiful new…" — Amie A.
12 Pearl St
✓ LicensedInsured - Not confirmed✓ 78 yrs in businessWarranty - Not confirmed

+1 203-308-5765

Fairfield Roofing

4.9(59 reviews)
24/7 EmergencyOnline EstimatesOpen WeekendsSpanish Speaking
AI Review Summary

Customers consistently praise Fairfield Roofing for owner Sal's integrity, honesty, and fair pricing, particularly appreciating his genuine care for their best interests. The team is recognized for exceptional professionalism, efficient workmanship, prompt response times (including same-day emergency repairs), and outstanding quality that delivers peace of mind. Additionally, customers value the responsive customer service, clear communication throughout projects, and willingness to address concerns—with one customer receiving a full repair within 24 hours of reporting a minor issue years after their roof installation.

"I recently had the pleasure of working with Fairfield Roofing to re-do my roof, and I couldn't be happier with the results! From start to finish, the experience was exceptional. Sal, the owner, was incredibly knowledgeable and attentive. He took the time to explain all my options and helped me choose the best materials/color. His expertise and genuine care for his customers really set Fairfield Roofing apart. The crew was punctual,…" — Jerry R.
26 Orland St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 203-505-8931

AI Review Summary

Meigel Home Improvements earns consistent praise for delivering high-quality craftsmanship on diverse projects, from kitchen and bathroom remodels to home additions, while maintaining competitive pricing. Customers highlight the team's professionalism, cleanliness, attention to detail, and responsiveness to client needs—including accommodating mid-project changes—along with their knowledgeable and easy-to-work-with approach. The company is recognized for completing projects efficiently and on time while respecting clients' homes and preferences.

"Everything about our experience with Meigel Home Improvements was stellar. They came by promptly to give us a quote, we’re really easy to talk to and very knowledgeable and confident in their skill. The cost of the bedroom addition was fair and the project was executed in a very timely manner. The crew was very respectful while working in our home and did a great job of cleaning up/minimizing dust/debris during the work. Bill was really…" — Rebecca L.
31 Essex Dr
Licensed - Not confirmed✓ Insured✓ 40 yrs in businessWarranty - Not confirmed

+1 631-888-6907

OneCall Construction Co.

4.9(58 reviews)
Open Weekends
AI Review Summary

One Call Construction, led by owner Mike and crew member Maycol, consistently delivers exceptional results across roofing and general contracting projects. Customers praise their attention to detail, punctuality, and efficiency—including completing a full roof replacement in just one and a half days—along with their professionalism, cleanliness, and excellent communication throughout projects. With years of satisfied customers and strong word-of-mouth recommendations, the team is known for being honest, trustworthy, and capable of handling diverse trades from roofing and electrical to plumbing and tile work.

"Mike and his team did a fantastic job repairing several rooms in our home. They paid close attention to detail and ensured each part of the job was completed to satisfaction. Communication was excellent and they were prompt. They made sure work areas were left clean and discarded all waste. I highly recommend One Call Construction and plan to use them for future projects." — Carol O.
555 Broadhollow Rd #305
Licensed - Not confirmedInsured - Not confirmed✓ 25 yrs in businessWarranty - Not confirmed

+1 516-236-8891

Lucky Stars Roofing

4.9(57 reviews)
24/7 EmergencyOnline EstimatesOpen Weekends
AI Review Summary

Lucky Star Roofing consistently earns praise from customers for their professional workmanship, attention to detail, and transparent communication throughout every project phase. Owner Rob and his team are known for fair pricing, quick responsiveness, and meticulous cleanup, delivering high-quality results on roofing, gutter replacement, and waterproofing work. Customers repeatedly highlight their reliability and peace of mind, with multiple reviewers recommending them without hesitation for any roofing or waterproofing needs.

"I had an incredible experience with Lucky Stars Roofing! The entire process was seamless, from the initial consultation to the final inspection. Their team was friendly, professional, and highly skilled, ensuring that every detail of the job was handled with care. What really stood out was their dedication to quality and transparency. They kept me updated every step of the way, and there were no surprises when it came to the cost or timeline. My…" — Fiona C.
150-51B 14th Ave
✓ Licensed✓ InsuredYears - Not confirmedWarranty - Not confirmed

+1 646-767-6531

Solaroof NY

4.9(55 reviews)
Open Weekends
AI Review Summary

Customers consistently praise Solarroof NY for their knowledgeable team, quality workmanship, and competitive pricing on roofing and solar services, with several clients highlighting quick, clean installations completed on time without hidden costs or delays. Those satisfied with the company appreciate their professionalism and ability to explain the benefits of solar energy, with clients reporting noticeable reductions in power costs and projects completed to the highest standard. However, potential customers should be aware of communication concerns, as some have reported difficulty reaching promised follow-ups from specific departments despite initial responsiveness.

"Absolutely satisfied with Solaroof NY! The installation was quick and clean, and their customer service was outstanding. I love how they helped me understand the benefits of solar energy. I’m already seeing a reduction in my power costs — worth every penny!" — Ashok K.
555 Broadhollow Rd
Licensed - Not confirmedInsured - Not confirmed✓ 25 yrs in businessWarranty - Not confirmed

+1 516-744-0300

Waterproofing360 Inc.

4.9(53 reviews)
AI Review Summary

Waterproofing360 consistently earns praise for their professional, communicative approach and exceptional workmanship across basement waterproofing, shower, and bathroom projects. Customers appreciate their responsiveness, transparency about pricing without pushy upselling, thorough explanations of the work process, punctuality, and clean job sites. The team is noted for their patience, patience, and genuine commitment to customer satisfaction, with clients emphasizing their expertise and willingness to go above and beyond.

"I recently used Waterproofing360 my 2 bathrooms, and I couldn’t be happier with the experience. From start to finish, their team was professional, knowledgeable, and extremely communicative. They took the time to explain every step of the process, answered all my questions, and kept me updated throughout the project. The quality of their work is outstanding, They were punctual, efficient, and left everything clean and tidy when they finished.…" — Shlomy R.
95 New Clarkstown Rd
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 845-388-1443

Gjana Construction

4.9(53 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Gjana Construction earns consistent praise for their exceptional craftsmanship, attention to detail, and professional project management across kitchen remodels, bathroom renovations, and larger construction projects. Customers particularly appreciate Ben's thorough communication—walking clients through design, pricing, and timelines—as well as the team's respect for homes and working hours, consistently leaving work areas clean and dust-free. The company stands out for delivering quality results within budget, staying on schedule with no surprises, and maintaining accessibility and courtesy throughout the entire renovation process.

"*Excellent Work on Bathroom’s and Deck Renovation Dear Gjana Construction Team, I am writing to express my heartfelt gratitude for the outstanding work your team did on renovating my bathrooms and the deck outside. The transformation is remarkable, and I am thoroughly impressed with the quality of craftsmanship and attention to detail. From the initial consultation to the final touches, your professionalism and dedication were evident. The…" — Benard S.
73 Market Street SUITE 376
✓ Licensed✓ Insured✓ 20 yrs in businessWarranty - Not confirmed

+1 914-770-4819

Landwork Contractors, Inc.

4.9(53 reviews)
Online Estimates
AI Review Summary

Landwork Contractors earns consistent praise for their professionalism, timely execution, and fair pricing across residential projects ranging from drainage systems to structural repairs. Customers highlight owner Joe's honest communication, responsiveness to urgent requests, and the team's dedication to quality work—including completing projects in challenging conditions and maintaining cleanliness throughout each job. The crew's reliability, attention to customer needs, and willingness to go above and beyond make them a trusted choice for homeowners seeking dependable craftsmanship.

"Joe (owner), Steve (project manager), and crew were so amazing! I needed a new retaining wall, front steps, and driveway, they handled everything in such a professional and timely manner. Their communication skills were awesome. They listened to what I wanted, explained the process, and had a quote to me within a couple of days. They arrived on time each day, worked long days and cleaned up at the end of each day. I'm thrilled with the results…" — Judy G.
144 Bucks Hollow Rd
Licensed - Not confirmedInsured - Not confirmed✓ 26 yrs in businessWarranty - Not confirmed

+1 914-479-2537

Why Hire a Local Roofer in New Canaan?

Local Climate Knowledge

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

Building Code Compliance

Local contractors know New Canaan'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 New Canaan

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 New Canaan, CT

Roof repair costs in New Canaan 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.