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

234 Verified Contractors 5.0 Avg Rating 639 Total Reviews AI-Analyzed Reviews

Top Roofers in Medfield, MA

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JP Carroll Roofing

5(69 reviews)
Open Weekends
AI Review Summary

JP Carroll Roofing consistently delivers high-quality craftsmanship with experienced crews that complete projects efficiently, often ahead of schedule. Customers praise the team's professionalism and exceptional customer service, particularly project manager Shawn Bleau, who is noted for his attentiveness, follow-up support, and genuine care for both past and present clients. The company's reliable, hardworking team handles complex projects—including new roofs, additions, and garages—in challenging conditions while maintaining a courteous and easy-to-work-with approach.

"Shawn Bleau exemplifies the very best of JP Carroll Roofing. I had my roof put on by JP Carrl Roofing last April and have experienced some issues from this last winter storm. Shawn came straight from another job to address my concerns. He is professional, extremely kind and shows he truly cares about the past and present customers. He immediately addressed my concerns. Shawn is a fine example of old fashioned customer care. Something that is…" — Mrs. A.
100 June St #2L
Licensed - Not confirmedInsured - Not confirmed✓ 39 yrs in business

+1 508-202-1236

Stella Roofing Services

5(67 reviews)
Open Weekends
AI Review Summary

Stella Roofing Services earns consistent praise for owner Steven's thorough, honest approach to assessment and bidding—customers appreciate that he takes time to understand their needs without overselling unnecessary work. The team excels in reliability and professionalism, consistently meeting promised timelines, maintaining clear communication throughout projects, and delivering high-quality workmanship with meticulous cleanup. Whether handling emergency ice dam situations or planned roof and skylight replacements, Stella Roofing responds promptly, works efficiently, and provides fair pricing that often comes in below customer expectations.

"It was time for a new roof after hearing drips on a bedroom celling when it was raining out. I called Stella Roofing and that same day Steve came by and was up on the roof checking things out. (in the rain) He explained to me what he found and showed me pictures of the conditions the roof was in. He put together an estimate for a new roof and to replace two existing skylights for us. To our Surprise, the estimate was lower than what we thought it…" — James A.
21 Westdale Ave
✓ Licensed✓ Insured✓ 18 yrs in business

+1 781-999-1572

Flynn Roofing Company

5(66 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Flynn Roofing is an owner-operated company known for exceptional craftsmanship, meticulous attention to detail, and honest, pressure-free customer service. Led by owner Stephen Flynn, who is consistently present on job sites, the team delivers professional, efficient work with thorough cleanup and reliable adherence to timelines and estimates. Customers particularly value the company's combination of competitive pricing, high-quality materials, and personalized follow-up care that extends beyond project completion.

"After receiving estimates from several roofing companies we landed on Flynn Roofing. While pricing was similar, Flynn stood out as small owner operated company. Engaging, but not pushy, they answered every annoying question we had. The owner was on site every day and checked to make sure we were happy as the job progressed. The result was transformational. The roof looks great and Steve Flynn came back the day after the job was done to…" — Janet
1131 Washington St Rear
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 617-479-3431

All For U Roofing & Masonry

5(65 reviews)
24/7 EmergencyOnline EstimatesOpen Weekends
101 Federal St Suite
✓ Licensed✓ InsuredYears - Not confirmed

+1 617-201-3595

D.B. Carpentry & Restoration

5(64 reviews)
Online EstimatesOpen WeekendsVeteran-Owned
AI Review Summary

Dave brings exceptional craftsmanship and attention to detail to every project, from roof repairs to porch restoration, consistently delivering quality work that exceeds customer expectations. Customers consistently praise his professionalism, responsiveness, and fair pricing—he typically responds within an hour, provides transparent quotes, and often comes in under estimates. His combination of extensive knowledge, courteous communication throughout projects, and genuine care for his work makes him a trusted choice for both urgent repairs and long-term home improvements.

"I called Dave for a door frame repair. Within an hour, he was there to inspect the site and gave me options and quotes for the job! He is professional and courteous. His rates are very reasonable. Dave arrived promptly at the designated time and kept me informed of the progress. He cleaned up when the job was finished and had me inspect the area . I definitely will be using Dave again for all my carpentry needs!!" — Jeanne R.
371 Broadway
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 401-475-1447

LocalFlow Restoration of New England

5(63 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Local Flow Restoration stands out for its professional crew, fast response times, and meticulous attention to detail on water damage and mold restoration projects. Customers consistently praise the company's clear communication, fair pricing, and comprehensive warranty coverage that provides peace of mind. The team's respectful approach to protecting customers' belongings and completing jobs efficiently has earned strong loyalty and repeat business.

"Great company with a professional team. They explained everything before starting the job. Warranty and pricing were both excellent. Highly recommend local flow restoration. Amazing people to work with trust me." — Jeremiah J.
280 Corey Rd
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 857-337-2202

S & S Construction Solutions, LLC.

5(62 reviews)
Open Weekends
AI Review Summary

S & S Construction Solutions LLC earns consistent praise for exceptional professionalism, quality craftsmanship, and outstanding communication throughout every project phase. Customers particularly appreciate Scott's responsiveness, transparent pricing that frequently comes in under budget, and his team's respect for properties and meticulous cleanup. The company reliably completes projects on time while remaining flexible with changes and unforeseen issues, making the construction experience stress-free and resulting in work that exceeds customer expectations.

"Working with Scott from S & S Construction Solutions LLC on our garage addition and ADU was a fantastic experience. We are extremely pleased with the results of our project and it was completed on time and on budget. Scott made the entire process smooth and stress-free; he was an excellent communicator, keeping us informed every step of the way, and was highly responsive to any questions or concerns we had. When unforeseen issues arose (as they…" — Steven B.
1528 Mineral Spring Ave
✓ LicensedInsured - Not confirmed✓ 25 yrs in business

+1 401-735-7663

Comprehensive Handyman Services LLC

5(61 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Comprehensive Handyman earns consistent praise for prompt, professional service and exceptional attention to detail across diverse home repair projects. Customers appreciate David's fair pricing, clear communication, and ability to handle both straightforward jobs and unexpected complications with skill and care. His reliability and quality workmanship have built lasting relationships, with multiple customers returning for repeat projects and confidently recommending him to friends.

"I called Comprehensive Handyman because I needed what I thought were some minor repairs done to the wood siding and trim on my house in 2024. Dave came right out and took a look and provide a quote that I thought was more than reasonable. As Dave began the work it became obvious that the problems were more extensive than I thought but Dave tackled them on the spot and did a top notch, professional job. Fast forward to 2025. I asked Dave to…" — Gerry I.
Peckham St
✓ Licensed✓ Insured✓ 6 yrs in business

+1 508-918-8682

Huerta Construction

5(61 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

Huerta Construction earns consistent praise from customers for their promptness, professionalism, and attention to detail across projects ranging from snow and ice dam removal to outdoor lighting installation. Clients appreciate their reasonable pricing, reliable scheduling, and willingness to go above and beyond the original scope of work. The team is particularly noted for their clear communication, timely follow-up, and ability to execute custom designs with precision.

"Huerta Construction did an outstanding job installing my Govee outdoor permanent lights. They were very professional throughout the entire process and executed the design I gave them perfectly. Their attention to detail and expertise really showed in the final result. Highly recommend their services!" — Yan X.
6 Purchase St
Licensed - Not confirmed✓ Insured✓ 15 yrs in business

+1 508-383-3482

Optima Home Improvement

5(61 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Optima Home Improvement, led by owner Leo, consistently delivers high-quality craftsmanship on basement finishing, bathroom installation, and structural projects while maintaining excellent communication and reliability throughout each job. Customers praise Leo's responsiveness, attention to detail, and ability to complete projects on time and within budget, while treating homes with respect and minimizing disruption. The team's efficiency, combined with Leo's personable approach to understanding client needs and keeping homeowners informed at every stage, has earned strong loyalty with multiple customers returning for additional projects.

"We have use optima Home improvement twice and plan to use Leo again. Our first project, we hired Optima Home Improvement to remove our bulkhead and construct an entryway for our basement, and we couldn’t be more pleased with the outcome. This project took a few days, and they communicated through the entire process. Our second project was the shower in our basement. We asked him to fix and waterproof the walls so that later on we could tile. I…" — Christine B.
30 McKenn St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 617-987-1995

Why Hire a Local Roofer in Medfield?

Local Climate Knowledge

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

Building Code Compliance

Local contractors know Medfield'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 Medfield

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 Medfield, MA

Roof repair costs in Medfield 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.