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

188 Verified Contractors 4.9 Avg Rating 1,199 Total Reviews AI-Analyzed Reviews

Top Roofers in Pinehurst, MA

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De La Rosa Roofing

4.9(139 reviews)
24/7 EmergencyOnline EstimatesOpen WeekendsSpanish Speaking
AI Review Summary

De La Rosa Roofing, led by owner Manny, consistently earns praise for exceptional communication, responsiveness, and hands-on professionalism throughout every project stage—from same-day inspections to regular updates via phone and text. Customers highlight the crew's meticulous workmanship, attention to detail (including comprehensive documentation), and honest assessments of additional repairs needed, along with competitive pricing and thorough job-site cleanup. Manny's direct involvement in projects and reliable follow-through distinguish the company, making it a trusted choice for roof replacement, repairs, and chimney work in New England's demanding climate.

"I cannot recommend Manny De La Rosa and his team at De La Rosa Roofing highly enough. Initially, I hired another roofing company, but I had to cancel with them because they were unresponsive and couldn’t provide me with a start date. There was no communication, no updates, and with New England’s weather, timing is everything, especially for critical outdoor jobs like roofing. My roof was in desperate need of replacement, and Manny was the only…" — Dempsey
90 Allen Ave
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 978-979-7865

Toro Construction

4.9(135 reviews)
AI Review Summary

Toro Construction earns consistent praise from customers for exceptional communication, professionalism, and attention to detail throughout every phase of their projects. Clients appreciate Rob's thorough, easy-to-understand quotes, timely project completion, and the team's responsiveness in addressing questions and unexpected challenges. The company is particularly valued for its skilled craftsmanship, reliability in meeting deadlines, and commitment to customer satisfaction—including willingness to address concerns long after project completion.

"We recently hired Toro Construction to renovate both our kitchen and bathroom, and we couldn't be happier with the results! We were on a pretty strict timeline due to the upcoming arrival of our baby, which added a layer of stress to the project. Inevitably with renovations, we encountered some unforeseen structural issues that caused initial delays. However, the team at Toro Construction handled these challenges with professionalism and clear…" — Edwin M.
400 W Cummings Park Suite 1725-114
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 781-722-8676

Certified Roofing Systems

4.9(123 reviews)
Online EstimatesOpen WeekendsMinority-Owned
AI Review Summary

Certified Roofing earns consistent praise for professional craftsmanship, punctuality, and transparent communication throughout the roofing process. Customers appreciate the team's detailed quotes with educational comparisons, efficient on-site execution, and meticulous cleanup, along with owner Dion's integrity and responsiveness. The company delivers quality results at competitive pricing while building customer confidence through expertise and follow-up support on both large and small projects.

"Dion, Ryan, and Certified Roofing team really did a fantastic job replacing our roof. Initially they provided me three quotes giving me options and educating me on the differences. Replacing roofs is not something I do often (thankfully) so the education was appreciated. The level of detail in the quote line items was also helpful and made it easier for me to compare. Their pricing came in around the middle among all of the quotes I received.…" — Kalena W.
31a Jackson St
Licensed - Not confirmed✓ InsuredYears - Not confirmed

+1 617-958-8659

DaCosta Builder General Contractor INC

4.9(123 reviews)
24/7 EmergencyOpen Weekends
AI Review Summary

DaCosta Builders consistently delivers exceptional craftsmanship and attention to detail across multiple project types, from flooring and painting to carpentry and electrical work, earning repeated praise for transforming spaces beautifully. Customers particularly value the company's outstanding professionalism and responsive communication, with project manager Klistenes known for his quick replies, weekend availability, and genuine dedication to addressing client questions throughout projects. The team's combination of high-quality workmanship, strong work ethic, competitive pricing, and personable service has earned them enthusiastic recommendations and repeat business from satisfied homeowners.

"If you’re still thinking about whether to hire the DaCosta team to push your home improvement projects across the finish line, then think no more! They just completed two big projects in the past month for me, at a house I just bought. I couldn’t be more pleased with the results. First, they completely redid the flooring throughout the house—refinished the hardwood floors downstairs, ripped up the carpets on the stairs & upstairs, and installed…" — Nicola P.
176 Clinton Rd
Licensed - Not confirmedInsured - Not confirmed✓ 11 yrs in business

+1 978-618-2447

Hemlock Roofing LLC

4.9(120 reviews)
AI Review Summary

Hemlock Roofing LLC consistently delivers exceptional craftsmanship and professionalism, with customers praising the team's transparent communication, detailed estimates, and thorough explanations throughout every project phase. The crew prioritizes job site cleanliness, maintaining tidy work areas with protective tarps and completing daily debris cleanup, leaving properties spotless upon completion. Customers particularly appreciate the personable approach of team members like Teddy and Nathan, who combine honest, upfront pricing with quality workmanship and reliable scheduling to ensure a stress-free experience from start to finish.

"Hemlock Roofing LLC recently completed a roofing project for me, and I couldn’t be more satisfied with the results. From start to finish, their professionalism and attention to detail stood out. One of the highlights of working with Hemlock Roofing was the cleanliness of the job site. The crew made it a priority to keep the work area tidy throughout the entire project. They used tarps to protect landscaping and ensured that all debris, nails,…" — Gerardo C.
1042 Main St Unit 2232
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 413-404-7036

Prestige Roofing

4.9(114 reviews)
Open Weekends
AI Review Summary

Prestige Roofing, led by owner Lennie Lombardo, is known for its responsive communication, hard-working crew, and reliable execution—consistently completing projects on time and often ahead of schedule. Customers praise the company's professionalism, fair pricing, and willingness to go above and beyond, such as clearing ice dams and debris without being asked. With a track record of quality workmanship on both major projects and repairs, Prestige Roofing has earned strong customer loyalty and frequent referrals throughout the Cape Cod area.

"It is so refreshing to work with a business owner that does what he says he will do when he says he’ll do it. Lenny Lombardo has the hardest working crews and Lenny bends over backwards to make sure everything is done properly. On Cape Cod, it’s very hard to find competent contractors and Lenny is respectful of the customer, always professional and courteous. I pleasure to work with. We just completed a major landscape project and they protected…" — C G.
140 Summer St Rear
✓ Licensed✓ Insured✓ 27 yrs in business

+1 508-958-8822

Ramos Construction

4.9(114 reviews)
Online EstimatesOpen WeekendsSpanish SpeakingWomen-Owned
AI Review Summary

Ramos Construction earns consistent praise for exceptional craftsmanship, reliability, and fair pricing on projects ranging from roofing and siding to full renovations and additions. Customers consistently highlight the team's professionalism, responsiveness, and ability to complete work on schedule without sacrificing quality—with several noting they went above and beyond by addressing additional issues at no extra cost. The company has earned strong recommendations for being trustworthy, easy to work with, and willing to tackle complex projects, including salvaging work damaged by other contractors.

"This company was AMAZING from start to finish. We contacted them when we were in a nightmare situation with another builder who had done everything wrong and refused to finish the project correctly. Maisa wasn’t scared away by the mess and came in to fix all the issues and finish the project beautifully. She was easy to communicate with and always solved any issues that arose. Everyone that worked with her was wonderful. We can’t thank Ramos…" — Grace M.
18 N Bowditch St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 617-259-4841

Aspen Roofing Services

4.9(112 reviews)
Online Estimates
AI Review Summary

Aspen Roofing earns consistent praise from customers for their responsive communication, professional crew, and high-quality workmanship across roofing repairs, cleaning, and snow/ice removal services. Customers particularly appreciate their thorough, labor-intensive approach to projects—such as hand-scrubbing roofs before rinsing or using steam to remove ice dams without damage—and their willingness to explain their methods and pricing transparently. The company is noted for standing behind their work, going above and beyond expectations, and offering competitive pricing for the level of skill and care they provide.

"I had a major ice dam on one side of my house. Aspen used a steamer to quickly remove the ice dam without damaging the shingles. Everything from the communication with the office for scheduling to the skill level of the crew was beyond my expectations. Next winter I will not wait as long to call them." — John G.
58R Pulaski St
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 978-723-7078

AI Review Summary

Northfield Handyman earns consistent praise from both residential and commercial clients for their reliability, punctuality, and exceptional craftsmanship across diverse projects—from emergency water damage restoration to routine maintenance. Customers particularly appreciate the team's strong communication throughout projects, transparent pricing, and ability to coordinate multiple trades seamlessly to complete complex jobs. Known for their professionalism and pleasant demeanor, team members like Carlo, Patrick, and Barry consistently go above and beyond, earning clients' trust for both immediate needs and future work.

"Exceptional Handyman Services for Commercial Clients - 5 Stars! I am thrilled to share my outstanding experience with Northfield Handyman services. As a commercial client and the owner of G4 Properties LLC, I have had the pleasure of working with them on multiple occasions, and they have consistently exceeded my expectations. They are our preferred handyman contractor, and I wholeheartedly give them a five-star rating. Northfield Handyman…" — Casey G.
2 Merrimack St 3rd floor
Licensed - Not confirmedInsured - Not confirmed✓ 11 yrs in business

+1 978-685-0568

Portanova Roofing Inc.

4.9(109 reviews)
Online EstimatesOpen Weekends
AI Review Summary

Portanova Roofing earns consistent praise for their professionalism, attention to detail, and reliable execution, with customers repeatedly highlighting their punctuality, thorough inspections, and flawless cleanup. The team is known for responsive communication, fair pricing, and personalized service—treating customers as valued partners rather than one-time jobs, often going above and beyond during busy periods. With a track record of quality work completed efficiently and a commitment to excellence at every step, Portanova Roofing has built strong customer loyalty, with many homeowners returning for multiple projects over several years.

"We would absolutely recommend Portonova Roofing for your roof repair or replacement. Every step of the process was handled with flawless attention to detail, professionalism, and pride in quality. Jim, the person who estimated and quoted our job, was a delight to deal with, and he gave us a very reasonable quote in just a day or two. He was knowledgeable, friendly, always answered the phone, and was very flexible. We needed the flexibility…" — Scott S.
110 King Ave
Licensed - Not confirmedInsured - Not confirmedYears - Not confirmed

+1 617-331-5815

Why Hire a Local Roofer in Pinehurst?

Local Climate Knowledge

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

Building Code Compliance

Local contractors know Pinehurst'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 Pinehurst

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 Pinehurst, MA

Roof repair costs in Pinehurst 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.