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

156 Verified Contractors 4.9 Avg Rating 4,431 Total Reviews AI-Analyzed Reviews

Top Roofers in Middleton, MA

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Sully's Construction earns consistent praise from customers for their responsiveness, transparency, and fair pricing across roofing and home improvement projects. Michael and his crew are highlighted for their professionalism, punctuality, quality craftsmanship, and ability to communicate clearly about timelines, materials, and unexpected issues. Customers consistently note the team's efficiency, courtesy, and willingness to go above and beyond, making them a trusted choice for residential construction work.

"Can’t say enough good things about Sully’s Constructions!! Michael was super knowledgeable, honest and responsive! Quoted us a super fair price for our girls playroom vinyl flooring installation. He and his crew were so fast and efficient and did such a wonderful job with the floor. All super nice and friendly people!! We will definitely be using them for our future projects!" — Dara S.
26 Pingree Hill Rd
Licensed - Not confirmed✓ InsuredYears - Not confirmed

+1 603-777-2533

Greater Boston Roofing

4.9(849 reviews)
Open Weekends
AI Review Summary

Greater Boston Roofing earns consistent praise for exceptional craftsmanship, meticulous cleanup, and professional crew work that customers describe as the best roofing experience they've had. Customers particularly appreciate the company's responsiveness, attention to detail—from skilled foremen who address underlying issues to crew members who thoroughly remove debris—and clear communication throughout projects. When working smoothly, the team delivers outstanding results with courtesy and efficiency, though potential customers should clarify project scope and expectations upfront to ensure alignment.

"Clinton and GBR Saved Our Closing With Unbelievable Service We had the best experience with Clinton and the team at Greater Boston Roofing. They went above and beyond to help us replace our roof under a very tight deadline before closing on our new home. Clinton handled everything — from permits and coordination to supporting our insurance and lender requirements — with total professionalism, kindness, and care. The quality of the work is…" — Jannette J.
221 Chandler Rd
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 617-941-3901

FRS Roofing

4.9(676 reviews)
Open WeekendsSpanish SpeakingWomen-OwnedMinority-Owned
AI Review Summary

FRS Roofing earns consistent praise for exceptional craftsmanship, thorough attention to detail, and meticulous post-project inspections that demonstrate genuine commitment to customer satisfaction. Customers particularly value the company's transparent communication throughout the process, with technicians using photos and video to explain work and answer questions comprehensively. The team's professionalism, punctuality, and willingness to go the extra mile—including accommodating tight timelines and handling multiple services simultaneously—combined with fair pricing and immaculate cleanup, make FRS a trusted choice for roofing projects of all sizes.

"If I could leave 10 stars for FRS Roofing and everyone who works there, I would. This has been the absolute best customer service experience I have had with any company--not just home contractors. I needed a total roof replacement in order to sell my home and was working under a very tight timeline. FRS was so understanding, patient, communicative and really went the extra mile to make this project happen. The quality of work is exceptional; a…" — Catherine D.
40 Canal St # 3
Licensed - Not confirmed✓ Insured✓ 25 yrs in business

+1 781-322-6252

Mr. Handyman of South Essex County

4.9(555 reviews)
24/7 EmergencyOnline EstimatesOpen Weekends
AI Review Summary

Mr. Handyman of Peabody and South Essex County earns consistent praise from customers for punctual service, skilled workmanship, and honest assessments that prioritize customers' actual needs over unnecessary upselling. Technicians like Chuck, Rob, Walter, Jarek, Amir, and Escaban are noted for their professionalism, attention to detail, thorough cleanup, and personable approach that leaves customers feeling valued. The company's responsive communication and fair pricing for quality work make them a trusted choice for homeowners seeking reliable, integrity-driven contractors for both major and minor projects.

"I think I’m in love! What a great day finally having some qualified, personable and professional help around the house! Chuck and Rob were excellent as they tackled projects that have been weighing us down for YEARS. They cared about our home and brought some additional concerns to my attention. They actually downsold as opposed to upsold what we needed. A new faucet? Nope, just an aerator. All new foam core boards under our sunroom that NGrid…" — Cori C.
179 Lake St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 978-290-4472

AI Review Summary

A&A Services earns consistent praise from customers for their exceptional craftsmanship, meticulous attention to detail, and reliable project management across roofing, siding, and exterior work. Clients particularly appreciate the crew's proactive problem-solving, punctuality, and thorough daily cleanup, along with knowledgeable staff like Ed and Sean who listen to homeowner needs and provide fair pricing. The company's ability to coordinate multiple projects seamlessly—from roof replacement to siding installation to gutter work—combined with their respectful, caring approach to customer service, makes them a trusted choice for comprehensive home exterior improvements.

"We recently hired A&A Services to replace our cedar shake siding with vinyl. While we had sought quotes from other companies in the past, we were always dissuaded by the pricing. Ed, whom we’ve trusted for previous projects, came out and listened to what my wife and I wanted. He developed a reasonably priced quote that met all our requirements. The siding crew, Leo and Luis, was fantastic. They were consistently on time and meticulous in their…" — Kyle S.
115 North St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 978-741-0424

Affordable Roofing / Gutters

4.9(442 reviews)
24/7 EmergencyOnline EstimatesOpen Weekends
AI Review Summary

Affordable Roofing/Gutters consistently delivers high-quality roofing and gutter work at competitive pricing that customers find significantly better than competing estimates. Customers praise their professionalism, punctuality, efficient project completion, and thorough cleanup, with the team demonstrating reliability even when facing unexpected challenges like weather delays. The company earns strong recommendations for their responsiveness, courteous crew, and commitment to delivering exactly what they promise.

"“Affordable Roofing / Gutters” did an excellent job installing our new gutter system with leaf guards. The price was very fair compared to other estimates we received, and the quality of the work is clear. The crew arrived on time, completed the project efficiently, and made sure everything was cleaned up afterward. The new system looks great and works exactly as expected. We are very pleased with the results and would recommend “Affordable…" — Nazim I.
141 Daniel Webster Hwy
Licensed - Not confirmed✓ Insured✓ 16 yrs in business

+1 603-233-9971

Mighty Dog Roofing

4.9(360 reviews)
Online EstimatesOpen WeekendsSpanish Speaking
AI Review Summary

Mighty Dog Roofing is a locally owned family business that consistently earns praise for exceptional quality, efficiency, and customer care. Customers appreciate their thorough communication, fast project completion, and the owner's hands-on commitment to quality control—whether addressing concerns in the attic or ensuring work meets the highest standards. The team is known for being professional, responsive, trustworthy, and genuinely invested in customer satisfaction, with multiple clients noting they wouldn't hesitate to recommend Mighty Dog or use them again.

"Mighty Dog Roofing is a great locally owned family business that, in our experience, demonstrated very good work ethics and fantastic customer care service after installation of our new roof this past August. -Very good communication. -Very efficient: They removed the old roof and installed the new roof all in less than 8 hours. This also includes installing gutters around our house. Their team consisted of 10 people! It was impressive…" — Walid
66 Tadmuck Rd
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 978-723-7267

AI Review Summary

Weathervane Roofing earns consistent five-star reviews for exceptional professionalism, technical expertise, and customer-focused service across their entire team—from office staff to field crews. Customers particularly appreciate the company's thorough communication, with technicians like Jeff and Rob taking time to explain work in detail, answer questions patiently, and ensure homeowners feel confident in their decisions. The company consistently delivers quality workmanship, reliable follow-through from initial energy assessments through project completion, and attention to cleanliness and respect for customers' homes.

"The process of working with the same company, from the Mass Save home assessment through scheduling the heating system installation, has been excellent. Their staff must have gone through the same efficient, customer-service-focused training. Everyone I interacted with, including the office staff via email and phone, provided a consistently high level of service. Installing a heating system is the most “adult” thing I’ve done, and the…" — Scherley J.
12 Garfield Cir Unit A
Licensed - Not confirmedInsured - Not confirmed✓ 30 yrs in business

+1 781-512-7840

J. Carnes & Son Roofing

4.9(342 reviews)
24/7 EmergencyOnline EstimatesOpen Weekends
AI Review Summary

J Carnes & Sons Roofing delivers exceptional quality and professionalism across every phase of a roofing project, from initial consultation through completion. Customers consistently praise the company's expert project managers and skilled crews for their attention to detail, reliable communication, and ability to handle complex installations—including difficult roof angles, material upgrades, and challenging site conditions—while maintaining strict timelines and cleanliness standards. The team's knowledgeable sales and leadership staff ensure accurate scoping and transparent expectations, making them a trusted choice for both straightforward replacements and specialized roofing projects.

"Ok, this is how a professional construction company operates. These guys were absolutely great, from start to finish. Jade, the sales guy, was actually a roofer for many years. This means he knows how to accurately bid a job, cover the correct scope, asked the right questions, and was able to explain everything in detail. A+ for him. The communication before, during, and after, all excellent. This is what separates them from most folks in the…" — James S.
153 Lafayette Rd
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 603-686-7763

AI Review Summary

Apex Roofing & Restoration consistently earns praise from customers for exceptional professionalism, meticulous craftsmanship, and reliable communication throughout every project phase. Customers particularly appreciate the team's responsiveness, detailed explanations, precise installation work on complex roofs, competitive pricing that matches estimates without surprises, and their respectful, efficient job site practices. The company's ability to deliver high-quality results on schedule while maintaining clean work areas and taking pride in every detail has made them a highly recommended choice for homeowners seeking trustworthy roofing expertise.

"We loved our unique rough-sawn cedar shake roof. But after 30 years (without a single leak) it had become truly its own “living” environment in the Harvard woods where we live.The moss, algae and all sorts of microorganisms had feasted on the now crumbling cedar. It was time. We decided to have the roof replaced by Apex Roofing & Restoration. The choice of roofing materials was difficult but the practicality of installing high quality…" — Melissa T.
483 Groton Rd
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 978-692-8900

Why Hire a Local Roofer in Middleton?

Local Climate Knowledge

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

Building Code Compliance

Local contractors know Middleton'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 Middleton

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 Middleton, MA

Roof repair costs in Middleton 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.