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

231 Verified Contractors 4.8 Avg Rating 3,204 Total Reviews AI-Analyzed Reviews

Top Roofers in Medway, MA

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O'LYN Roofing

4.8(505 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

O'Lyn Roofing is consistently praised by customers for exceptional professionalism, quality workmanship, and reliable project management from initial assessment through completion. The team is noted for their responsiveness, with staff and management available to answer questions and address concerns throughout the job, and even providing responsive service long after projects are finished. Customers particularly appreciate the company's honest communication, efficient work ethic, thorough attention to detail, and commitment to standing behind their work, with many noting that while pricing may be premium, the reliability and quality justify the investment.

"Top notch firm, very professional and excellent workmanship. We were long overdue for a new roof. In the vetting process, we were highly impressed with O’Lyn Roofing from very start. Shawn, the sales manager was very pleasant, highly knowledgeable and courteous- never felt pressured. The transfer of information from initial assessment to start of job was smooth. Dan, the manager on site was at our house reliably each day at 7:30am…" — Elizabeth K.
916 Pleasant St STE 4
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 781-725-6795

Mr. Handyman of Central MetroWest

4.8(497 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Mr. Handyman earns consistent praise for reliable, professional service and skilled workmanship across diverse projects, from bathroom repairs to chandelier installation. Customers particularly appreciate the technicians' punctuality, clear communication about costs and scope of work, attention to detail, and willingness to address unexpected issues without hesitation. The company's fair pricing, licensing and insurance, and commitment to leaving job sites clean and neat make it a trusted choice for homeowners seeking quality repairs and peace of mind.

"We had two very heavy ornate mirrors hung and a chandelier changed out. Jeff Hyde of Handyman was on time, efficient, pleasant and accomodating. I couldn’t find the right crown for the chandelier and he had to rehang it when I did find it. It was such a pleasant and surprising experience that we are planning for him to put an air conditioner in our wine cellar. I wish I had had more things to do when he was here the first time. It is hard…" — Lynda H.
200 Butterfield Dr a2
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 508-939-3020

Ace Handyman Services Greater Boston

4.8(472 reviews)
Online Estimates
AI Review Summary

This skilled handyman service earns consistent praise for professionalism, attention to detail, and exceptional customer care. Customers highlight the team's efficiency in completing work quickly and accurately—from precise measurements on curtain rods to identifying and fixing additional issues during service calls. The company stands out for proactive communication, coming prepared with advance information and photos, and going above and beyond to solve problems, making clients confident in booking them for future projects.

"Mike removed a handrail and part of a door frame to facilitate appliance removal in my home. Communication was great and the work was done quickly. I shared photos in advance and Mike came fully prepared to do the work. I appreciated that Mike's name and photograph were shared with me in advance. Overall great experience and I will not hesitate to call Mike next time I need the services of a skilled craftsman." — Ana C.
401 Lowell St Suite 2
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 781-896-3171

Handyman Connection of South Shore

4.8(342 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Customers consistently praise this company's technicians for their professionalism, transparency, and efficient service delivery. Reviewers highlight how the team takes time to explain problems and solutions clearly, arriving promptly and completing work with attention to detail and quality craftsmanship. The combination of friendly communication, knowledgeable staff, and quick turnaround times has earned strong recommendations from satisfied clients across multiple service areas.

"I contact Handyman Connection to look at a balcony door that wouldn’t shut properly. Kevin was able to come out the same day to look at it and provide an estimate for a fix. Following review he was able to come the next day to complete the work. It was very easy to work with him, he understood the issue and identified a fix, a was able to get it done quickly. I would happily use his services again" — Nicole E.
819 Washington St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 781-829-3030

Mr. Handyman of Greater Newton

4.8(294 reviews)
Online Estimates
AI Review Summary

Mr. Handyman of Greater Newton earns consistent praise for exceptional craftsmanship, professionalism, and reliable communication across projects ranging from carpentry and painting to electrical work and installations. Customers particularly value the team's flexibility in scheduling, quick response times, attention to detail, and ability to handle complex, multi-faceted jobs on time and on budget. The company's skilled technicians and responsive staff consistently go above and beyond to ensure complete customer satisfaction.

"We have used Mr. Handyman of Greater Newton multiple times to maintain 2 one bedroom rental apartments located in an old Victorian house. The latest job involved repair of several significant drywall cracks, scraping and repainting old wooden windows, moldings and drywall surfaces, installing a new plastic laminate floor, along with a number carpentry repairs. We were very happy with the results: the painting and carpentry was excellent and the…" — Peter I.
73 Lexington St LL-1B
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 617-275-4893

Paul Davis Restoration of Boston South and Rhode Island

4.8(285 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Paul Davis Restoration of South Boston earns consistent praise from customers for their exceptional responsiveness, professionalism, and clear communication throughout water damage mitigation and restoration projects. Customers particularly appreciate the team's technical expertise combined with genuine empathy, thorough workmanship, punctuality, and respectful treatment of their homes during stressful situations. The company's reliability and organized approach have made them a trusted choice for both individual homeowners and those referred by insurance companies.

"My family and I are extremely pleased with Paul Davis Restoration of South Boston. We had water damage to our home from an ice dam on the roof: our insurance company suggested Paul Davis Restoration. I was contacted very promptly, Which is impressive due to the number of ice dam claims in our area. Jake Perry, the mitigation project manager, came out to our home for damage assessment, and was not only excellent technically, but very empathetic…" — Alan D.
300 John L Dietsch Blvd
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 508-215-4800

AI Review Summary

United Better Homes earns consistent praise from customers for exceptional professionalism, attention to detail, and responsive communication throughout complex projects involving roofing, solar, and home improvements. Customers highlight the expertise and courtesy of the sales and installation teams, noting that work is completed efficiently without excuses, and that the company handles issues immediately as they arise. While pricing is higher than budget competitors, customers emphasize that the quality of materials, craftsmanship, and peace of mind justify the investment, with one client confident their roof will last 25-30 years without callbacks.

"I needed to get my roof done and happened to meet these guys while they were talking to my neighbor. I worked with AJ and Derek to sort out a new roof and a solar installation to take advantage of the rebates we still have going. Everything was done very quickly, the town holding up permits was the biggest wait. The roof took one day, and upgrading my line input to 200 amps and installing all of the solar and a new breaker box took another day.…" — Brad B.
535 Pine St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 401-274-0111

MR. ROOF. INC

4.8(200 reviews)
Online EstimatesOpen WeekendsSpanish Speaking
AI Review Summary

Mr. Roof consistently earns praise from customers for exceptional communication, professionalism, and meticulous attention to detail throughout every project. Clients highlight the team's skilled workmanship, competitive pricing, and remarkable job-site cleanliness, with multiple reviews noting the property was left spotless. The company's responsive project managers and office staff provide personalized customer service that stands out, with customers reporting on-time completion, budget adherence, and genuine respect for their homes.

"I can’t say enough good things about Mr.Roof! From the first meeting to the last wrap up, they exceeded my expectations. I’ll tell you exactly why. They were professional, attentive, detail oriented, well skilled, on time, hard working, & kept to their projected budget. Their PM Vlad communicated with me almost every day, keeping me apprised on what was going on and why they were doing certain things a certain way…and were very receptive to my…" — Rick Q.
829 Newport Ave
Licensed - Not confirmed✓ Insured✓ 18 yrs in business

+1 508-342-5373

Reliable Roofing, Siding & Windows

4.8(198 reviews)
Women-Owned
AI Review Summary

Reliable Roofing earns consistent praise for exceptional craftsmanship, meticulous attention to detail, and responsive communication throughout every project stage—from initial estimates to post-completion follow-up. Customers highlight the team's professionalism, reliability in meeting timelines and budgets, and ability to handle complex projects involving multiple services, unexpected repairs, and custom work with equal expertise. The company's commitment to customer service, respectful job site practices, and quality materials consistently results in transformative results that homeowners take pride in for years to come.

"Project personnel dealings were constantly positive. From the field coordinator Mike Legere to the installers. Prices were very reasonable for quality of materials. Labor and estimated installation estimated duration. One Day! Amazing! Cleanup was continuous operation. Every so often someone was filling the dumpster with old roofing. Nails were picked up with large magnet. During and after installation. The need for ridge vents and ice…" — Michael F.
194 Tosca Dr
Licensed - Not confirmedInsured - Not confirmed✓ 20 yrs in business

+1 781-746-7333

Cedar Valley Exteriors, Inc.

4.8(176 reviews)
Open Weekends
AI Review Summary

Cedar Valley Exteriors consistently delivers professional craftsmanship and meticulous attention to detail, with customers praising their thorough work, efficient project completion, and comprehensive cleanup. The company stands out for exceptional customer service throughout the entire process, with knowledgeable representatives like John, Kerri, and Adam providing responsive communication, insurance claim assistance, and patient guidance from initial consultation through project completion. Customers appreciate Cedar Valley's reliability and quality workmanship, with crews demonstrating expertise in complex roof replacements and a commitment to leaving properties in pristine condition.

"Cedar Valley was repairing a roof in my neighborhood that had been damaged in a severe wind/rain storm in the summer. Ernesto knocked on my door and asked if I knew there was damage on my roof. he explained about CV's roof damage restoration program and we decided to move ahead. Cedar Valley dealt with my insurance company and we qualified for a total replacement for the cost of my deductible. Cedar valley met with the appraisers and provided…" — George D.
151 Douglas Pike #6
Licensed - Not confirmedInsured - Not confirmed✓ 28 yrs in business

+1 401-236-8150

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.