Best Roof Repair in Medway, MA — Top Roofers (2026)

231 Verified Contractors 5.0 Avg Rating 1,242 Total Reviews AI-Analyzed Reviews

Top Roofers in Medway, MA

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Gaeta Exterior Services

5(134 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Gaeta Exterior Services, led by owner Kevin Gaeta, consistently delivers meticulous, professional work that customers praise for transforming their homes' appearance. Clients appreciate his reliability—he honors scheduled dates without delays, responds promptly to inquiries, and completes jobs exactly as advertised—along with his competitive pricing and courteous demeanor. The company specializes in pressure washing, soft washing, gutter cleaning, and exterior maintenance throughout the Attleboro area, earning high marks for attention to detail and efficient scheduling.

"We found Kevin Gaeta's service very professional and meticulous. He specializes in the jobs performed by his co. And for the work done, the price appeared reasonable. Kevin is also a man of his word about date and time . No delays, no excuses. His responses to my queries online or on the phone were always prompt. He is a very pleasant, amiable person, besides. Kevin inspires trust in his company, a quality to be highly prized considering how many…" — V. S.
843 Pike Ave
Licensed - Not confirmedInsured - Not confirmed✓ 40 yrs in business

+1 508-243-1699

Pinkman Roofing

5(130 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Pinkman Roofing earns consistent praise for exceptional craftsmanship, professionalism, and reliable project execution across roofing, siding, and gutter work. Customers particularly value the team's responsiveness and clear communication throughout projects, with attention to detail and thorough cleanup that leaves properties looking transformed. The company consistently completes jobs on time while maintaining high-quality workmanship that customers describe as top-notch and worth recommending.

"Pinkman Roofing did an excellent job replacing the roof on my multi-family building. From start to finish, their team was professional, communicative, and reliable. They showed up on time, worked efficiently, and clearly knew what they were doing. The project was completed on schedule, the workmanship was top-notch, and the property was left clean when they finished. They were also great at explaining the process and answering any questions I…" — Rachel R.
110 Winfield St
✓ Licensed✓ Insured✓ 20 yrs in business

+1 508-233-7411

Cleanmax Exterior Power Washing

5(125 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Customers consistently praise Dan for his professionalism, thoroughness, and quick turnaround—often completing power washing jobs within days of receiving quotes. His attention to detail, such as protecting outlets and doorbells, combined with reasonable pricing and reliable communication, has earned strong recommendations across all reviews. Clients appreciate his friendly demeanor and the exceptional results he delivers, with many noting they would use his services again.

"Daniel was quick to respond to my request for a quote. Very reasonable price. Communicated arrival time. Very professional - covered the outlets and door bell. Beautifully cleaned." — Joyce K.
63 Illinois St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 774-243-2009

Northeast Industrial Roof

5(125 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Northeast Industrial Roof earns consistent praise from customers for their professionalism, attention to detail, and reliable communication throughout every project stage. Clients particularly appreciate their thorough diagnostic approach—identifying root causes rather than applying quick fixes—combined with cost-effective solutions and exceptional crew conduct, including meticulous cleanup. The company's team, from initial consultation through final installation, is noted for being knowledgeable, courteous, and committed to completing work on time and to the highest standards.

"If you are looking for professional work from a reputable company look no further! We selected Northeast Industrial Roof for a persistent leak in our flat rubber roof section for our property in Somerville. This was addressed as a repair by other contractors and unfortunately the leak persisted. The section that was repaired is from an addition completed in 2009. The original contractor for some reason had the roof section pitched back towards…" — Scott B.
510 Riverside Ave
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 781-874-0248

Dempsey Roofing LLC

5(123 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Dempsey Roofing earns consistent praise for professional workmanship, competitive pricing, and exceptional attention to detail—customers repeatedly highlight the crew's speed, thoroughness in cleanup, and quality results. The company stands out for outstanding communication and customer service, with owner Radek personally ensuring customers are informed throughout the process and going the extra mile to accommodate client needs. Reviewers consistently note that Dempsey Roofing's pricing is the most reasonable among competitors while delivering superior quality and reliability on every project.

"The crew was fantastic, on time, very fast and cleaned up as if it was their house. Replaced several sheets of plywood before shingles and drip edge. It looks great! Super professional from top to bottom. I also had a prob with my phone trying to send estimate (which was best price of three and best reviews) back to Dempsey roofing and Radek drove to my house to have me sign estimate. What a company! I couldn't be more appreciative to them and…" — Jeff G.
7 Richardson St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 978-808-6678

Classic Metal Roofs

5(122 reviews)
24/7 EmergencyOnline EstimatesOpen Weekends
AI Review Summary

Classic Metal Roofs earns consistent praise for exceptional craftsmanship, attention to detail, and a collaborative approach to design that transforms homes while exceeding customer expectations. Customers highlight the company's professionalism, clear communication throughout projects, and willingness to work within various budgets and timelines—from standard installations to custom color choices and unconventional designs. With over 20 years of trusted service, the team is known for personalized customer service, thorough workmanship across multiple roofing types, and delivering results that significantly enhance curb appeal and homeowner satisfaction.

"We recently hired Classic Metal Roofs (CMR) to replace the roof on our Single Family Cape Conversion House, and the results have exceeded all our expectations. From the initial contact to the final inspection, their team demonstrated exceptional professionalism and efficiency. The overall experience was marked by several qualities that truly set them apart from other contractors. For context, our house previously suffered from a mediocre roof…" — Msafiri
156 Northboro Rd Unit A-7
Licensed - Not confirmedInsured - Not confirmed✓ 20 yrs in business

+1 978-562-7770

A1 Masonry & Construction

5(122 reviews)
Open Weekends
AI Review Summary

A1 Crew, led by James, earns consistent praise for delivering exceptional quality workmanship on projects ranging from leak repairs and foundation work to masonry and outdoor construction. Customers particularly value James's professionalism, responsive communication throughout projects, and willingness to accommodate extra requests without inflated charges, along with his attention to detail in protecting surrounding property and cleanup. The team is also recognized for providing cost-effective solutions—such as repairing rather than replacing damaged walkways—while ensuring work meets or exceeds customer expectations.

"James and his crew did tremendous work, transforming an old and beat up front landing and walkway into a beautiful front entranceway. The quality of the work was excellent, and I really appreciated the great communication that James kept the entire way of the project. He also was very flexible and went out of his way to handle extra small requests without slapping extra charges on it. I highly recommend A1 Masonry both for their quality of work…" — Jeffrey B.
1500 District Ave
✓ Licensed✓ InsuredYears - Not confirmed

+1 617-202-8370

CAN Roof Construction

5(122 reviews)
Online EstimatesOpen Weekends
AI Review Summary

CAN Roof Construction earns consistent praise from customers for their professionalism, expertise, and exceptional communication throughout every phase of projects. Clients particularly appreciate the meticulous attention to detail demonstrated by the team—from comprehensive quoting and responsive scheduling with Nate to skilled installation oversight by Rocky—along with their commitment to thorough workmanship that addresses underlying issues and ensures structural integrity. The company stands out for delivering competitive pricing without compromising quality, combined with reliable scheduling, punctual arrival, thorough cleanup, and reliable follow-up that leaves customers confident their homes are in trustworthy hands.

"We hired Can Roof Construction in order to have a 12' x 20' second story deck built as an attachment to our house. Nate came by to give us a quote and immediately we had a good feeling about him; he was extremely knowledgeable, professional, and above all he was kind. Communication was also top notch which is hard to find these days; he would always answer texts, calls and emails promptly and made sure all questions were answered…" — samantha t.
75 Arlington St #500
Licensed - Not confirmedInsured - Not confirmed✓ 7 yrs in business

+1 857-415-7727

The Local Handyman

5(120 reviews)
24/7 EmergencyOnline EstimatesOpen WeekendsSpanish Speaking
AI Review Summary

Joshua's team consistently delivers high-quality workmanship across diverse projects, from basement finishing to plumbing and exterior repairs, while maintaining strict adherence to timelines and pre-project discussions. Customers particularly value his professionalism, quick responsiveness, thorough approach, and reliable on-time arrivals that demonstrate his expertise and attention to detail. His fair pricing combined with efficient, independent work and willingness to provide helpful suggestions make him a trusted choice for both large and small projects.

"Joshua and his team did a great job refinishing my basement. All the work was done to the highest quality finish and exactly as discussed beforehand. He and his team were very professional and provided many good suggestions about changes required. They would come exactly when planned and moved quickly through each step. I am very pleased with the outcome and definitely would consider him for any large or small projects in the future." — Jayant T.
28 Glazier St
✓ Licensed✓ InsuredYears - Not confirmed

+1 508-373-6149

Golden Group Roofing & Solar

5(119 reviews)
Online EstimatesOpen WeekendsSpanish Speaking
AI Review Summary

Golden Group is a roofing company that customers consistently praise for exceptional professionalism, responsiveness, and reliability. The team is known for thorough communication throughout every project stage—from detailed consultations and transparent pricing to prompt follow-ups—while maintaining unwavering commitment to quality craftsmanship regardless of budget constraints. Customers particularly appreciate their ability to handle urgent situations with speed and efficiency, often scheduling work on short notice and completing projects quickly without compromising on results.

"Highly recommend this company for roofing services. Overall responsiveness, project management, and care for the work is unmatched. They absolutely live up to all of the positive reviews here. We were particularly impressed by the amount of time they spent educating and answering our questions during the inspection/quote stage, despite knowing that we had solicited other quotes and might not move forward with theirs. Anthony offered multiple…" — Maria M.
43 Broad St # C404
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 508-873-1884

Why Hire a Local Roofer in Medway?

Local Climate Knowledge

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

Building Code Compliance

Local contractors know Medway'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 Medway

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 Medway, MA

Roof repair costs in Medway 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.