Best Roof Repair in Sleepy Hollow, NY — Top Roofers (2026)

490 Verified Contractors 4.8 Avg Rating 610 Total Reviews AI-Analyzed Reviews

Top Roofers in Sleepy Hollow, NY

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Penn Roofing

4.8(63 reviews)
AI Review Summary

Penn Roofing is a full-service roofing contractor with over 25 years of experience handling both residential and commercial projects across New Jersey. Customers consistently praise owner Ron and his team for exceptional craftsmanship, transparent pricing with no surprises, attentive communication that addresses all concerns, and a professional work ethic that leaves job sites clean and complete. The company's reliability, accessibility, and commitment to quality—from roof installation and repairs to gutters, siding, and chimney work—has earned strong recommendations from homeowners who value trustworthy, detail-oriented service.

"Penn Roofing did a terrific job on my 3 family building. They re-did my flat roof, updated my chimmineys, replaced my gutter with gutter guards, replaced my awnings , redid my siding to a beautiful color along with replacing all the windows. Plus, other requests I had. Which I am very grateful that Ron was able to accomplish. All my concerns were heard and understood. They are accommodating. The employees are hard workers and perform…" — Rosa M.
134 Chapel St
Licensed - Not confirmedInsured - Not confirmed✓ 42 yrs in business

+1 973-481-9319

Exclusive Handyman Services

4.8(63 reviews)
Online EstimatesOpen WeekendsVeteran-Owned
AI Review Summary

This handyman service consistently earns praise for exceptional communication, punctuality, and professional workmanship across a variety of projects including plumbing, installations, and renovations. Customers particularly appreciate the team's reliability in meeting tight deadlines, attention to detail in cleanup, and friendly approach to service. The combination of experienced craftsmanship, affordable pricing, and responsive customer care makes them a trusted choice for homeowners seeking dependable home improvement solutions.

"Exclusive was the company I hired to install a new faucet for us and a water purifier system that turns faucet water to alkaline. That’s a whole separate convo on why that’s important but I have a lot of praise for this business. Super friendly, affordable & professional. Thank you gentlemen!" — ovan h.
45-35 40th St #1f
Licensed - Not confirmed✓ Insured✓ 15 yrs in business

+1 929-249-5253

CLARK BROTHERS ROOFING & CONSTRUCTION

4.8(62 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Clark Brothers Roofing & Construction earns consistent praise for their knowledgeable, communicative team who guide customers through every step of the roofing process with transparency and professionalism. Customers particularly appreciate their fair pricing for quality workmanship, expert handling of insurance claims, and meticulous attention to detail—from respectful job site conduct to comprehensive follow-up. The company's reliability in meeting schedules, solving complex roofing challenges, and going above and beyond expectations makes them a trusted choice for homeowners seeking both immediate repairs and long-term maintenance solutions.

"After talking things over with my wife and thinking about what’s best for our home, we decided to get a new roof and some other updates. choosing this roofing company turned out to be the best move for us and really helped improve our home’s value. they truly went above and beyond for us, especially when it came to working with our insurance company. if you want a team you can trust and who makes sure you understand every part of the process, i…" — Peter E.
144 The Promenade
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 551-320-4000

CLARK BROTHERS ROOFING & CONSTRUCTION

4.8(62 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Clark Brothers Roofing & Construction earns consistent praise for their exceptional craftsmanship, attention to detail, and seamless customer experience from initial consultation through project completion. Customers particularly appreciate the team's professionalism and communication skills—from owner Gregory's thorough explanations and same-day estimates to crew members like Douglas and Chase who handle insurance coordination and deliver prompt, clean work. The company stands out for reliability and genuine customer care, with multiple clients reporting they've returned for additional projects or referred friends and family based on outstanding results and fair pricing.

"From my initial call, working with CLARK BROTHERS ROOFING & CONSTRUCTION was easy and professional. Gregory answered the phone, listened to my roofing concerns, and came out the same day to check on the work I needed. I had some large skylights and other roof openings that needed to be closed up for an engineer inspection, and Gregory made sure to walk me through the options. By the next morning, I received a detailed estimate by email. After…" — Tracy M.
431 Central Ave
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 862-329-7000

Avishay Contractors Kitchen & Bath Remodeling

4.8(61 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Avishay Contractors LLC delivers exceptional craftsmanship and attention to detail on kitchen and bathroom projects, consistently completing work on tight timelines while maintaining meticulous job sites. Customers praise the team's professionalism, responsiveness, and reliability, along with their ability to source quality materials at reasonable costs without compromising on aesthetics. The company's licensed credentials in electrical and plumbing work, combined with their thorough communication and follow-through from start to finish, make them a trusted choice for home renovation projects.

"Avishay Contractors LLC were reasonable cost for a bathroom 5x8, in comparison to others, and his staff was extremely professional. They are licensed for electrical and plumbing and have insurance coverage. From the start to finish they would clean up after themselves and throw all the garbage out and send me video of lock up after they left the place, you would not even know they were there. Bathroom from demolition ( completely gutted…" — Branka P.
486 Hickory St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 973-558-0594

Continental General Construction Corporation

4.8(61 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Continental General Construction earns consistent praise for owner Marco's exceptional communication, transparency, and deep expertise across complex projects ranging from foundation work to bathroom renovations and exterior upgrades. Customers particularly value the team's meticulous attention to detail—from matching stonework patterns seamlessly to daily job-site cleanup—combined with competitive pricing and a commitment to getting inspections right the first time. Marco's responsiveness, collaborative approach, and willingness to tackle unexpected challenges without surprise costs have made him a trusted choice for homeowners seeking both quality craftsmanship and professional reliability.

"I started working with Marco, Mike, and their team at Continental in early 2024 for a major basement project in Yonkers. Our home is a ranch-style house with a crawlspace that stretched about half the length of the home. We wanted to excavate that space and convert it into a fully functional basement apartment, including a bedroom, bathroom, kitchen, living room, a separate entrance, and interior access to the first floor. We hired them to: -…" — Randy M.
119 Armstrong Ave
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 347-624-9307

Garcia & Sons Roofing Company

4.8(60 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Garcia & Sons Roofing Company earns consistent praise from customers for their exceptional professionalism, clear communication, and meticulous attention to detail throughout every project stage. Homeowners highlight the team's expertise in handling complex situations—from navigating HOA requirements and managing insurance claims to addressing previous poor workmanship and intricate roof designs—while maintaining transparent explanations and reliable timelines. Customers emphasize that while pricing is fair rather than the lowest, the quality of workmanship, dependable crew behavior, and genuine care for both the job and the customer experience make the investment worthwhile.

"Where do i start? years ago, my mother had her roof replaced by this roofing company, and they really did an outstanding job. they were very courteous, gave an honest estimate, and showed real respect to my mother during the whole process, from start to finish. at a time when it was hard to find trustworthy roofers, their team stood out for their fair pricing and quality work, unlike others who did poor jobs and charged too much. we made the…" — angie g.
4805 Park Ave
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 551-270-9000

Hayes Family Roofing

4.8(60 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

This roofing company earns consistent praise for exceptional craftsmanship, fair pricing, and thorough attention to detail on every project. Customers particularly value the team's professionalism and responsiveness—from quick initial consultations with detailed 3D roof visualizations to regular check-ins during installation and prompt follow-up afterward. The crew consistently completes projects on time, cleans meticulously, and stands behind their work with reliable warranty documentation and leak-free results that earn homeowner recommendations throughout the community.

"Finding the right roofer in Harrison can be a real challenge, especially when it comes to getting a fair price and trustworthy service. After reaching out to several roofing companies for quotes, we were surprised by how high the prices were, especially when we considered possible extra costs like replacing damaged wood. Thankfully, we heard about a local roofing company through a friend’s recommendation, and calling them was the best decision we…" — Kristy G.
243 Harrison Ave
✓ Licensed✓ Insured✓ 17 yrs in business

+1 862-660-7900

Rainbow Restoration of Westchester

4.8(60 reviews)
24/7 EmergencyOnline EstimatesOpen WeekendsVeteran-Owned
AI Review Summary

Rainbow Restoration of Westchester earns consistent praise for their professionalism, efficiency, and high-quality restoration work across mold remediation, flood damage, asbestos removal, and water damage projects. Customers particularly value their seamless coordination with insurance companies, clear communication throughout projects, and fair pricing, with many noting the team's ability to reduce stress during otherwise difficult situations. The company's quick response times, thorough workmanship, and flexibility in accommodating client schedules make them a trusted choice for comprehensive restoration services.

"After we discovered a leak inside a wall in my kitchen, I was referred to Rainbow. After speaking with Ron Fanish they quickly became my first choice. They were fast with their initial visit and estimate and were able to help me navigate the process for the full project. Their estimate was also fair considering that my insurance claim was denied as the leak had been undetected for a period of time. They far exceeded my expectations and were…" — S S.
430 Nepperhan Ave
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 914-787-9559

HAQ Construction

4.8(58 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Haq Construction earns consistent praise for delivering quality craftsmanship and professional service while maintaining competitive pricing and strict adherence to timelines and budgets. Customers particularly value owner Imran's responsiveness, honesty, and clear communication throughout projects, with crews demonstrating strong technical expertise and ability to handle complex work like waterproofing and full renovations. The company's licensed and insured status, combined with their commitment to completing work exactly as promised with no delays or surprises, makes them a trusted choice for residential and commercial construction projects.

"This company was referred to me by one of my friends. I was not expecting the quality of work and craftsmanship these people have shown. I am amazed on how responsive and honest the owner imran is. The crew is professional and knows how to deal with technical difficulties. They did a full gut job for us in my apartment complex. Our board members were very happy with the waterproofing work done by Haq construction. Definitely recommend this…" — Usman R.
750 Kimball Ave
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 917-945-8965

Why Hire a Local Roofer in Sleepy Hollow?

Local Climate Knowledge

Sleepy Hollow roofers understand New York's specific weather patterns and choose materials built to last in local conditions.

Building Code Compliance

Local contractors know Sleepy Hollow'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 Sleepy Hollow

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 Sleepy Hollow, NY

Roof repair costs in Sleepy Hollow 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.