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

231 Verified Contractors 4.9 Avg Rating 577 Total Reviews AI-Analyzed Reviews

Top Roofers in Medway, MA

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Regulus Construction

4.9(62 reviews)
Online EstimatesOpen WeekendsSpanish SpeakingMinority-Owned
AI Review Summary

Regulus Construction, led by Marcos, consistently delivers exceptional craftsmanship and attention to detail across renovation projects including kitchens, bathrooms, and living spaces, earning praise for stunning transformations and meticulous finishing work. Customers particularly value the team's professionalism, responsiveness, and collaborative approach—Marcos is noted for being accessible, accommodating to special requests, and committed to staying on budget and timeline. The company stands out for combining quality workmanship with genuine respect for customers' homes and lives, maintaining clean workspaces and minimizing disruption even during complex projects completed while homeowners are living in their spaces.

"We recently hired Regulus Construction for a renovation project, and we’re beyond thrilled with the results—especially the bar area and living room! From start to finish, the entire experience was smooth and stress-free. The bar area came out absolutely stunning—it’s now the centerpiece of our home and perfect for entertaining. The living room transformation is just as impressive: bright, open, and beautifully finished. The attention to detail…" — Jay S.
36 West St
✓ Licensed✓ Insured✓ 10 yrs in business

+1 774-527-9379

Keystone Masonry and Chimney,Foundtaion Waterproofing

4.9(61 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Keystone Masonry earns consistent praise for its professionalism, fair pricing, and thorough workmanship across chimney, masonry, and structural repairs. Customers consistently highlight James's responsiveness, the team's efficiency in completing projects quickly, and meticulous attention to cleanup—with one customer noting they returned months later to fix a minor issue at no additional cost. The company's reputation for treating both new and returning customers with care, combined with their willingness to promptly assess jobs and provide honest estimates, makes them a trusted choice for masonry work.

"I met James from Keystonemasonry with the expectation that I would have my front stairs repaired. What I soon found out the my stairs were way worse than I thought. I had a safety issue along with looking very bad. James came up with a fair budget and the team went to work. A team of mostly three re-built my stairs. Straight, neat, and done in three days. I made a great decision going with Keystone Masonry, and will not hesitate to use them…" — Douglas F.
77 Prentice St
✓ Licensed✓ Insured✓ 30 yrs in business

+1 617-586-3577

Robinson Roofing, Inc.

4.9(61 reviews)
AI Review Summary

Robinson Roofing combines over 30 years of experience with high-quality materials and affordable pricing, earning repeat customers who trust them for major roofing projects. Their team consistently delivers professional service marked by quick response times, meticulous cleanup, and courteous communication from office staff through installation crews. Customers particularly appreciate their reliability in emergency situations and the care taken to ensure quality workmanship and customer satisfaction on every job.

"I can offer only positive feedback on my experience with Robinson Roofing on the shingling of my house and the installation of gutter leaf guards. The work was done in a professional manner with a team that took great care to cleanup after each step of the process. Very polite and courteous. I am very, very satisfied with the finished product and would highly recommend Robinson Roofing to my friends and family, as well as for any future work on…" — Richard D.
15 Eben Brown Ln
Licensed - Not confirmedInsured - Not confirmed✓ 80 yrs in business

+1 401-722-5729

Robert Roofing and Gutters, Inc.

4.9(60 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Robert Roofing and Gutters consistently delivers exceptional craftsmanship and reliability, with customers praising the crew's efficiency, attention to detail, and thorough cleanup work. Owner Robbie is known for providing prompt communication, same-day estimates, and competitive pricing, while standing behind his work with responsive follow-up service. The team's strong management and seamless coordination have earned them trust for multiple projects, with customers repeatedly recommending them for both residential roofing and gutter services.

"Based on a referral from another trusted tradesman, we engaged Robert Roofing And Gutters to re-roof our home. The owner (Robbie) stopped by and provided a reasonable estimate after a detailed examination of our roof. They showed up on the date we requested and the crew worked a full day, completing the job and a very thorough cleanup (haven’t found a single nail - and I looked!). They did a great job, we are very happy with our beautiful new…" — John F.
82 Main St
✓ Licensed✓ Insured✓ 46 yrs in business

+1 857-247-8709

AI Review Summary

Scott's Siding and Remodeling consistently delivers exceptional workmanship paired with professional, responsive communication throughout every project. Customers praise the company's competitive pricing, reliable timelines, and courteous crews who maintain clean work sites and show genuine care for their properties. From siding installations to comprehensive kitchen and bath remodels, the team's attention to detail and collaborative approach have earned strong recommendations and repeat business.

"I cannot say enough good things about this company and my experience with a kitchen/bath remodel. Chris was excellent to work with, quick to respond to email and texts. Don and his crew did an AMAZING job on the demo, reinforcing an exterior wall that was badly leaning, then putting in our new cabinets, windows, and floors. The company brings in plumbers, electricians, painters, etc. to compliment the remodeling crew. They worked quickly and were…" — Ulises P.
70 James St #127
Licensed - Not confirmedInsured - Not confirmed✓ 47 yrs in business

+1 508-752-3388

Marquez Roofing Company

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

Marquez Roofing, led by Fernando, consistently earns praise from Boston-area customers for responsive communication, transparent pricing, and reliable, high-quality workmanship across roofing, gutter, and siding projects. Customers appreciate Fernando's prompt on-site assessments, willingness to explain repairs thoroughly, and fast completion of jobs—from emergency leak fixes to full roof replacements—all delivered by a professional, courteous team that respects the work site. With competitive rates and a track record of customer satisfaction strong enough to generate repeat business and referrals, Marquez Roofing is a trusted choice for homeowners seeking dependable service.

"Really enjoyed my experience working with Fernando and his team from start to finish. Fernando was super responsive and helpful throughout the entire process. He was quick to come to my home to assess a leaking roof issue. He took the time to talk me through his assessment, answer my questions, and provided quotes for the repair as well as a full roof replacement. I went with the replacement, but will for sure go with him for the full roof…" — Brian O.
17 Pinewood Dr
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 617-281-4073

AI Review Summary

G&O Construction earns consistent praise for exceptional craftsmanship, particularly on complex and historic roofing projects, with customers highlighting their meticulous attention to detail and ability to work with challenging materials like slate on century-old homes. Clients consistently commend their professionalism and communication, noting that the owner checks in daily, the foreman provides regular updates, and the crew is knowledgeable and courteous—all while maintaining immaculate job sites with thorough daily cleanup. Beyond quality work, G&O distinguishes itself through expertise in navigating insurance claims and securing better coverage for customers, combined with competitive pricing and a genuine commitment to exceeding expectations on every project.

"We hired G&O to replace a steep, complex, and very high roof on our old 3-story Victorian home. Unlike 2 other roofers we received estimates from, they informed us that we could make an insurance claim for shingle "blow-off," which we didn't realize was covered. They also provided a private adjuster who successfully negotiated with the insurance company to pay the cost of a better quality roof than they had originally agreed to. It then took a…" — Lewis L.
25 Kansas St
✓ Licensed✓ Insured✓ 25 yrs in business

+1 774-243-9700

Blake Adams Roofing

4.9(54 reviews)
Open Weekends
AI Review Summary

Blake-Adam's Roofing delivers exceptional results with outstanding professionalism and communication. Customers consistently praise the team's responsiveness, honesty, and efficiency—with most projects completed in a single day—along with competitive pricing and meticulous cleanup. The crew is known for their hard work, punctuality, and respect for customers' properties, leaving homeowners highly satisfied with both the quality of their new roofs and the overall experience.

"Professionalism at its finest! If you need any type of roof work done and you don’t call Blake-Adam’s roofing’s you’re making a mistake. Marty and Tom were amazing. Honest, up front with any information during the process. Response time on any question was immediate. Simply amazing and the new roof looks unbelievable. The crew was unbelievable and the roof was done in a day, it wasn’t a small task. Highly recommend is an understatement. Thank you…" — Matthew T.
21 Highfield Ln
✓ LicensedInsured - Not confirmed✓ 20 yrs in business

+1 781-733-8424

Simmons Brothers Roofing

4.9(54 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Simmons Brothers Roofing earns consistent praise for their expert knowledge, professionalism, and responsive communication throughout every project. Customers particularly appreciate the team's ability to handle complex situations—from navigating insurance claims and recommending appropriate materials to completing jobs efficiently and within budget. The company stands out for treating customers with genuine care, offering fair pricing for high-quality workmanship, and ensuring clients feel supported from the initial estimate through warranty certification.

"we had a really great experience with this roofing company during our recent roof replacement. pedro, our project manager, was clearly experienced and took the time to understand our needs and make sure everything stayed on track and within our budget. right when we were about to have the exterior painted, a big tree came down on our roof. instead of having to call different contractors, pedro handled it all for us! he and his crew were very…" — Jordan T.
1200 Central Ave
✓ Licensed✓ InsuredYears - Not confirmed

+1 401-389-3111

Resilient Construction LLC

4.9(53 reviews)
Online EstimatesOpen WeekendsSpanish Speaking
AI Review Summary

**Warning:** Reviews for this company are highly contradictory. Multiple five-star reviews praise Resilient Construction for responsive communication, quality workmanship, competitive pricing, and professional crews who complete projects efficiently. However, a detailed one-star review alleges the owner took a $3,000 deposit in July 2025, became unresponsive afterward, failed to show for multiple appointments, and has not repaid the customer as of the review date. **Potential customers should conduct independent research and verify current business standing before engaging this company.**

"Resilient Construction was a pleasure to work with.  My finished basement was flooded in early January and required the skim layer of concrete fixed before new flooring could be installed.  Jose came out quickly to do an in person inspection, and within a day had a proposal sent over for the work to be done. His crew came out quickly, prepped and poured the self leveling concrete on day 1.  The rest of the work (flooring, baseboards, some drywall…" — Chris L.
98 Cross St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 857-249-6414

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.