Best Roofing Companies Near You in Middletown, NY (2026)

31 Verified Contractors 4.8 Avg Rating 1,408 Total Reviews AI-Analyzed Reviews Free Estimates Available

Top Roofers in Middletown, NY

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Home Pro Exteriors, Inc.

4.8(349 reviews)
24/7 EmergencyOnline EstimatesOpen Weekends
AI Review Summary

Home Pro earns consistent praise from customers for exceptional professionalism, meticulous attention to detail, and responsive communication throughout every project—from initial consultation through final cleanup. Customers particularly appreciate the crew's promptness, protective measures to safeguard properties during work, and willingness to go above and beyond by identifying and addressing additional issues that other contractors missed. The company's transparent pricing, follow-up calls to ensure satisfaction, and quality craftsmanship across roofing, decking, windows, and doors have built a strong reputation that generates repeat business and enthusiastic referrals.

"Working with Home Pro to replace our roof was so refreshing after dealing with other contractors in the area for our home renovation and various other projects. They were extremely professional, took the time to answer all of our questions, and were able to get us on the schedule very quickly. They gave us a very well laid out price estimate and made sure there were no hidden costs or surprises. On the day of the roof replacement, they had a…" — Justin H.
259 Dunning Rd
✓ LicensedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 845-343-1777

Luna Siding & Roofing

4.8(167 reviews)
Open Weekends
AI Review Summary

Luna Siding & Roofing earns consistent praise for exceptional craftsmanship, professionalism, and reliable customer service from initial consultation through project completion and beyond. Customers consistently highlight the knowledgeable team's clear communication, transparent pricing, efficient turnaround times, and meticulous attention to detail—with one homeowner noting an emergency repair was completed in less than 24 hours. The company's commitment to standing behind their work long after installation, combined with their respectful treatment of customers and properties, makes them a trusted choice for homeowners seeking quality roofing solutions.

"I’d like to share my experience with Luna roofing and siding!!! My experience actually began with a guy by the name of Andrew. He was a very respectful & knowledgeable guy who came to the home and sat with me and my wife and went through all different sorts of options and suggestions based on his expertise. He was also very professional & patient knowing that a home improvement of this type is a big investment. He was also very quick with…" — Jose B.
2653 NY-17M 2nd floor
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed✓ Warranty Offered

+1 845-741-4695

Cassas Bros roofing siding

4.8(124 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Cassas Bros Roofing earns consistent praise from customers for their exceptional professionalism, clear communication, and swift execution of projects. Customers highlight Mark's thorough material presentations, quick responsiveness, and reliable timelines—often completing major jobs in just one day with meticulous cleanup. The team's expertise, honest approach to solutions, and coordinated workmanship consistently exceed customer expectations, making them a trusted choice for roofing and siding replacements.

"What a great and honest contractor. You can tell they were experts because they appropriately modified the work to give us the best roof solution. I think what I loved the most was when we were talking and I asked when if the job would start on a Tuesday and Mark always replied work will be completed on Tuesday!!! I knew at that point I was hiring a professional roofer who I could instill full confidence to get the job done right. His crew worked…" — Gil C.
368 New Hempstead Rd
Licensed - Not confirmed✓ Insured✓ 35 yrs in businessWarranty - Not confirmed

+1 845-393-9233

Summit Exteriors

4.8(110 reviews)
Open Weekends
AI Review Summary

Summit Exteriors earns consistent praise for their exceptional professionalism, prompt communication, and meticulous attention to detail throughout every project phase. Customers particularly value owner Kevin's thorough estimates, his crew's efficiency and cleanliness on the job site, and the company's commitment to standing behind their work with post-project inspections. The team's dedication to quality craftsmanship—even in challenging conditions—combined with fair pricing and community values has made them a trusted choice that customers enthusiastically recommend to others.

"Summit exteriors just finished putting on my new roof. I can't say enough about them. Kevin came and gave me my estimate. He was very thorough and answered all my questions. He told me all I needed to know about the job. Kevin recognized me as being a Veteran with a discount as Kevin is also a Veteran. His crew was very neat and efficient. They covered all my exposures from my shrubs to my deck and then some. When the job was done they cleaned…" — James M.
50 Fowler St
Licensed - Not confirmedInsured - Not confirmed✓ 10 yrs in businessWarranty - Not confirmed

+1 570-832-2400

L-Pro Restoration Inc.

4.8(100 reviews)
Online EstimatesOpen WeekendsSpanish Speaking
AI Review Summary

L-Pro Restoration earns consistent praise from customers for their exceptional professionalism, attention to detail, and quality workmanship on roofing projects. Clients particularly appreciate Luis and his team's thorough communication throughout the job, transparent pricing, willingness to address unexpected issues on-site, and commitment to completing work promptly without cutting corners—often finishing complex projects within 3 days while maintaining high standards. The company's flexibility, patience, and knowledge-driven approach have made customers confident in recommending them and eager to work with them again.

"I had a great experience with L-Pro. Luis came out and gave us a detailed bid on our new property. There were a number of issues including painting, concrete work, and (at that time) repairing chimney flashing. The weather got too cold to do much of the work, but Luis fit us into his schedule for the chimney flashing as we all were concerned about damage over the winter. Once his crew got on the roof, it became apparent that there were a lot more…" — Lisa L.
422 Blooming Grove Turnpike
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 845-842-6637

Geo Home Renovation

4.8(73 reviews)
Online EstimatesOpen WeekendsSpanish SpeakingMinority-Owned
AI Review Summary

Geo Home Renovation earns consistent praise for exceptional professionalism, punctuality, and meticulous attention to detail throughout every project phase. Customers highlight the team's superior workmanship, thorough communication, and commitment to property protection—from precise installation to comprehensive cleanup using magnetic nail collection. The company's expertise in handling insurance claims, respecting customer properties, and delivering outstanding results makes them a trusted choice for homeowners seeking reliable, high-quality roofing services.

"I recently had my roof replaced by Geo Home Renovation and they did an excellent job. From start to finish, the entire process was smooth and professional. Cristian and his team were incredibly thorough during the initial consultation and working with my insurance company. They took the time to inspect my roof and worked closely with the insurance adjusters on my behalf for maximum coverage. When the crew arrived, they were punctual and extremely…" — Sheeja S.
365 NY-211 #4
✓ Licensed✓ Insured✓ 7 yrs in businessWarranty - Not confirmed

+1 845-281-0202

Christopher James Roofing

4.8(71 reviews)
Open Weekends
AI Review Summary

This roofing company, led by Jim (Christopher James Roofing), is consistently praised by customers for exceptional expertise, reliability, and honest communication—going above and beyond to explain repairs thoroughly and honor commitments even years later. Clients particularly value his meticulous attention to detail, professional demeanor, and willingness to work in challenging conditions, combined with written guarantees on all work. Beyond technical skill, customers appreciate his integrity and genuine care in building lasting relationships, describing him as a trustworthy professional who treats every project and customer with respect and fairness.

"Where do I start??? I was referred to Jim by a colleague. Prior to purchasing my home, I ask Jim to inspect the roof; he did. He provided me with an estimate on some repairs. I was able to pass the information onto the seller. About a year and a half later, I called him and asked again if he could once again examine the roof. Jim honored the previous quote minus the seller’s expense. Jim has been nothing but professional, precise and very honest!…" — Sharon M.
102 Weston Ave
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 845-440-8922

Florentino & Sons Roofers

4.8(66 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Florentino & Sons Roofers earns consistent praise from West Milford customers for their professionalism, quality workmanship, and exceptional communication throughout every project. Customers particularly appreciate the team's responsiveness and willingness to explain their process in detail—whether handling complex repairs, discussing material options, or walking clients through insurance claims—ensuring homeowners feel informed and confident. The crew consistently delivers thorough cleanup, reliable scheduling, and honest assessments that prioritize customer needs, with multiple customers noting they trust the company for future roofing work.

"After checking out a lot of positive reviews online, I decided to hire this roofing company in West Milford for a new roof installation. They put on a new roof, added a ridge vent, and installed drip edges for the gutters. Scheduling was quick and easy, and I was able to get an appointment without much wait. Ruben was the representative I worked with, and he was always available to answer any questions or concerns I had throughout the process. On…" — Jacob C.
31 Marshall Hill Rd
Licensed - Not confirmed✓ InsuredYears - Not confirmedWarranty - Not confirmed

+1 862-660-8010

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 confirmedWarranty - Not confirmed

+1 347-624-9307

Roberts Roofing

4.7(287 reviews)
Online Estimates
AI Review Summary

Robert's Roofing earns consistent praise from customers for their exceptional professionalism, punctuality, and quality craftsmanship on complex projects. Customers appreciate their thorough communication—including detailed job packets and transparent pricing—as well as their ability to adapt on-site discoveries without excessive cost overruns and their meticulous cleanup. The company's skilled crews, reliable scheduling, competitive pricing, and financing options make them a trusted choice for both straightforward and intricate roofing and home improvement work.

"We contacted Robert's Roofing for an estimate on roof shingle replacement for the detached garage. They showed up at the scheduled time. Once measured and inspected they figured 3 pieces of plywood but cautioned us that once they started removing the old shingles they'd know more. Our appointment was scheduled for a few weeks out. They offered to file and get the required permits. They had a packet for us that included everything about the job.…" — Bill N.
1430 NY-300
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmedWarranty - Not confirmed

+1 845-552-1830

Why Hire a Local Roofer in Middletown?

Local Climate Knowledge

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

Building Code Compliance

Local contractors know Middletown'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 Middletown

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 Middletown, NY

Roof repair costs in Middletown 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.