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Find Wood shake or composite roofing installers and replacers in Winchester

Avatar for Newton Roofing Residential

Newton Roofing Residential

4.67(
141
)
Approved Pro

Newton Roofing Residential

4.67(
141
)
Approved Pro
Customers say: Quality work
Recommended by 90% of Angi customers
Recommended by 90% of HomeAdvisor customers
37 years of experience

Dear Prospective Customer, Newton Roofing Residential is a woman owned, professional roofing contractor serving the Boston area with a hands on approach and over 30 years of roofing management experience. If you are looking for a reputable company for your roofing project, and quality, integrity, and distinguished customer service are important, You’ve found your roofer I founded Newton Roofing Residential on two principals, treat our customers with respect and stand behind our work. Countless times, we go to a new customer’s home to diagnose a leak only to find a new, yet poorly installed, roof is the issue. It is troubling to see how many homeowners are victimized by shoddy Massachusetts roofing contractors. To top it off, many are dismayed to find their roof was installed by a non certified roofer, and no manufacturer will honor their warranty. We at Newton Roofing Residential are well trained and constantly stay abreast of the latest product improvements. Our dedication to professionalism allows us to offer some of the most comprehensive warranties in the industry. Although we are confident in the quality of our roofing systems, on the rare chance there is ever an issue, with our workmanship or product failure, we have you covered and will come back and fix it. When you take into consideration our available lifetime warranties, our “service first” mentality, and our sincere wish to become your partner in your roofing needs, we are the Massachusetts Roofing Contractor for your next roofing project. Whether you need a new roof, a simple repair, or just want to deal with an honest, professional, quality-orientated roofing company, you won’t regret it. Thank you for your business. Founder and CEO Toni Bryan Please give us a call with all your roofing needs. (617) 244-9901.

"I would not recommend them. Initially it appeared they did a good job on my rubber roof, so I hired them again for full gutters, which they subcontracted out. Within the year I had a large leak develop behind their new gutter. They acknowledged the problem but it took months, and constant badgering by email and phone, to get them to come back and fix the problem. They tried a temporary fix with sealer, which failed in weeks, and then it took weeks longer to get them to come back and install a fascia apron. The next year, my rubber roof leaked where they had flashed it. Again it took months to get them to come back and look at it, with constant badgering. When they came back they applied a copious amount of sealer and told me that I had a rot problem with a wooden railing that I would need a carpenter for, and that they would send me photographs and suggestions for repair. They never replied after that, and the leak continued despite their sealing attempt. I finally gave up and found a new roofer, who tells me that they did an inferior job in the first place, and the repair is costing me thousands of dollars."

Ednan B on October 2021

Dear Prospective Customer, Newton Roofing Residential is a woman owned, professional roofing contractor serving the Boston area with a hands on approach and over 30 years of roofing management experience. If you are looking for a reputable company for your roofing project, and quality, integrity, and distinguished customer service are important, You’ve found your roofer I founded Newton Roofing Residential on two principals, treat our customers with respect and stand behind our work. Countless times, we go to a new customer’s home to diagnose a leak only to find a new, yet poorly installed, roof is the issue. It is troubling to see how many homeowners are victimized by shoddy Massachusetts roofing contractors. To top it off, many are dismayed to find their roof was installed by a non certified roofer, and no manufacturer will honor their warranty. We at Newton Roofing Residential are well trained and constantly stay abreast of the latest product improvements. Our dedication to professionalism allows us to offer some of the most comprehensive warranties in the industry. Although we are confident in the quality of our roofing systems, on the rare chance there is ever an issue, with our workmanship or product failure, we have you covered and will come back and fix it. When you take into consideration our available lifetime warranties, our “service first” mentality, and our sincere wish to become your partner in your roofing needs, we are the Massachusetts Roofing Contractor for your next roofing project. Whether you need a new roof, a simple repair, or just want to deal with an honest, professional, quality-orientated roofing company, you won’t regret it. Thank you for your business. Founder and CEO Toni Bryan Please give us a call with all your roofing needs. (617) 244-9901.

"I would not recommend them. Initially it appeared they did a good job on my rubber roof, so I hired them again for full gutters, which they subcontracted out. Within the year I had a large leak develop behind their new gutter. They acknowledged the problem but it took months, and constant badgering by email and phone, to get them to come back and fix the problem. They tried a temporary fix with sealer, which failed in weeks, and then it took weeks longer to get them to come back and install a fascia apron. The next year, my rubber roof leaked where they had flashed it. Again it took months to get them to come back and look at it, with constant badgering. When they came back they applied a copious amount of sealer and told me that I had a rot problem with a wooden railing that I would need a carpenter for, and that they would send me photographs and suggestions for repair. They never replied after that, and the leak continued despite their sealing attempt. I finally gave up and found a new roofer, who tells me that they did an inferior job in the first place, and the repair is costing me thousands of dollars."

Ednan B on October 2021


"Great! Just one of the best home improvement vendors I’ve ever worked with. Excellent service and great work. Joe was super attentive to spotting and troubleshooting problem and worked incredibly well with our neighbors (we live in a brownstone). He worked quickly."

Brian L on September 2025

Hennelly & Son Roofing and Gutters is locally owned and operated, specializing in roofing, gutter installation, gutter cleaning, snow removal on roofs, and much more. Customer satisfaction is our top priority. Call us today for your free estimate!

"Great! Just one of the best home improvement vendors I’ve ever worked with. Excellent service and great work. Joe was super attentive to spotting and troubleshooting problem and worked incredibly well with our neighbors (we live in a brownstone). He worked quickly."

Brian L on September 2025


Avatar for Diamond Construction Inc

Diamond Construction Inc

4.55(
89
)
Approved Pro

Diamond Construction Inc

4.55(
89
)
Approved Pro
Customers say: Quality work
21 years of experience
Free onsite estimate

Diamond Construction, Inc. has built a reputation on quality with honesty and integrity. We employ only the highest trained, professional roofers for our team. We partner with the highest quality shingle manufacturers, and we hand-nail all roofs to ensure quality installation as well. At the end of every project, our supervisor will do an inspection with the homeowner to ensure their satisfaction. At Diamond Construction our mission is to ensure peace of mind for each customer through exceptional service. We work hard to exceed our customers' expectations. Our quality and experience combined with our strong work ethic are only some of the reasons why we maintain an A+ rating on the BBB and Home Advisor - Pro. We are certified by GAF and CertainTeed. 100% Customer Satisfaction Guaranteed. Licensed, Insured, and Accredited Roofers. Convenient Evening & Weekend Appointments. Financing available. Affordable Roofing & Remodeling Quality. New England Premier Roofing Contractor. Additional Email at: office@diamondconstructionma.com

"Good job. Quick and professional"

Scott C on July 2024

Diamond Construction, Inc. has built a reputation on quality with honesty and integrity. We employ only the highest trained, professional roofers for our team. We partner with the highest quality shingle manufacturers, and we hand-nail all roofs to ensure quality installation as well. At the end of every project, our supervisor will do an inspection with the homeowner to ensure their satisfaction. At Diamond Construction our mission is to ensure peace of mind for each customer through exceptional service. We work hard to exceed our customers' expectations. Our quality and experience combined with our strong work ethic are only some of the reasons why we maintain an A+ rating on the BBB and Home Advisor - Pro. We are certified by GAF and CertainTeed. 100% Customer Satisfaction Guaranteed. Licensed, Insured, and Accredited Roofers. Convenient Evening & Weekend Appointments. Financing available. Affordable Roofing & Remodeling Quality. New England Premier Roofing Contractor. Additional Email at: office@diamondconstructionma.com

"Good job. Quick and professional"

Scott C on July 2024


Avatar for Mighty Dog Roofing of Greater Middlesex

Mighty Dog Roofing of Greater Middlesex

5.00(
5
)
Approved Pro

Mighty Dog Roofing of Greater Middlesex

5.00(
5
)
Approved Pro
Super Service Award
189 local quotes requested
3 years of experience

Our Mission at Mighty Dog Roofing is to be an industry changer, leading the industry with integrity, finding innovative ways to exceed the expectations of our clients and the communities we serve, and providing a customized experience each and every time we care for their home. Mighty Dog Roofing is endorsed by the nation's top manufacturers and distributors, offering our customers the best and most innovative products and services in the industry. Our relationships with these partners allow us to give you the best warranties, backed by our Watchdog Maintenance Program to take care of your home not just today, but for the life of your roof. Each project we finish is paw stamped with our seal of commitment to the expectations we set at the beginning of our relationship.

"Mighty Dog Roofing did a great job fixing the rake and installing gutters on my house. Work was done in a day, work crew was neat and efficient. "

Karen O on February 2025

Our Mission at Mighty Dog Roofing is to be an industry changer, leading the industry with integrity, finding innovative ways to exceed the expectations of our clients and the communities we serve, and providing a customized experience each and every time we care for their home. Mighty Dog Roofing is endorsed by the nation's top manufacturers and distributors, offering our customers the best and most innovative products and services in the industry. Our relationships with these partners allow us to give you the best warranties, backed by our Watchdog Maintenance Program to take care of your home not just today, but for the life of your roof. Each project we finish is paw stamped with our seal of commitment to the expectations we set at the beginning of our relationship.

"Mighty Dog Roofing did a great job fixing the rake and installing gutters on my house. Work was done in a day, work crew was neat and efficient. "

Karen O on February 2025


Avatar for Action Roofing & Construction Inc.

Action Roofing & Construction Inc.

5.00(
22
)
Approved Pro

Action Roofing & Construction Inc.

5.00(
22
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
23 years of experience

We are a shingled roof replacement specialist with special pricing for Angie's List Members.. Action Roofing And Construction has been serving residential customers throughout the greater Woburn, Massachusetts area for more than 9 years. David Krasny, the owner and president, has years of construction experience and he will be the only one dealing with you. Once you work with us, you'll see what separates Action Roofing and Construction from the rest.

"Very professional and quick. David is a really nice person to work with."

Mircea B on December 2024

We are a shingled roof replacement specialist with special pricing for Angie's List Members.. Action Roofing And Construction has been serving residential customers throughout the greater Woburn, Massachusetts area for more than 9 years. David Krasny, the owner and president, has years of construction experience and he will be the only one dealing with you. Once you work with us, you'll see what separates Action Roofing and Construction from the rest.

"Very professional and quick. David is a really nice person to work with."

Mircea B on December 2024


Avatar for GF Sprague & Company, Inc.

GF Sprague & Company, Inc.

4.54(
285
)
Approved Pro

GF Sprague & Company, Inc.

4.54(
285
)
Approved Pro
Customers say: Super punctual
58 local quotes requested
57 years of experience

Your Home. Your Priorities. Our Expertise. For more than half a century, GF Sprague has been a growing part of Boston’s architectural fabric. We began by restoring slate roofs and hand-forming copper details for some of the area’s most historic sites and city buildings. These weren’t just jobs, they were lessons in precision and pride. Slate and copper demanded true craftsmanship, the kind that can’t be rushed or faked. That craftsmanship is our foundation. As Boston grew we did too, expanding to help homeowners in the surrounding towns. We wanted to bring the same standard of excellence required on those historic projects to everyone. Today, GF Sprague adds on to our traditional roofing specialties with asphalt, rubber, and cedar. -In addition to our copperwork we can also work on chimneys, gutters, windows, and siding, Whether it’s a 100-year-old brownstone or an updated colonial home, we bring the same commitment to detail, durability, and integrity that defined us on day one. What truly sets GF Sprague apart isn’t just our skill, it’s our promise to treat every customer like family. Every roof we install is a promise: to protect a family and carry forward Boston’s tradition of homes built to last. Along with that promise is another, our Best Price Promise. This means you get the best price for your project every time. Many of our clients have trusted us for generations, passing down their loyalty just as we’ve passed down our craft. With GF Sprague, you don’t just get a contractor — you gain a lifelong, local partner in caring for your home’s exterior.

"Very impressed with Sprague, Mark was very knowledgeable and straightforward. Crew was first class closing roofing and Clean Up in four days and cold weather. Justin was terrific, personable and responsive, and was always on site or available. Crew and especially Foreman were excellent. I would recommend GF Sprague for a high quality Job, their technology and customer service."

Stephen R on January 2023

Your Home. Your Priorities. Our Expertise. For more than half a century, GF Sprague has been a growing part of Boston’s architectural fabric. We began by restoring slate roofs and hand-forming copper details for some of the area’s most historic sites and city buildings. These weren’t just jobs, they were lessons in precision and pride. Slate and copper demanded true craftsmanship, the kind that can’t be rushed or faked. That craftsmanship is our foundation. As Boston grew we did too, expanding to help homeowners in the surrounding towns. We wanted to bring the same standard of excellence required on those historic projects to everyone. Today, GF Sprague adds on to our traditional roofing specialties with asphalt, rubber, and cedar. -In addition to our copperwork we can also work on chimneys, gutters, windows, and siding, Whether it’s a 100-year-old brownstone or an updated colonial home, we bring the same commitment to detail, durability, and integrity that defined us on day one. What truly sets GF Sprague apart isn’t just our skill, it’s our promise to treat every customer like family. Every roof we install is a promise: to protect a family and carry forward Boston’s tradition of homes built to last. Along with that promise is another, our Best Price Promise. This means you get the best price for your project every time. Many of our clients have trusted us for generations, passing down their loyalty just as we’ve passed down our craft. With GF Sprague, you don’t just get a contractor — you gain a lifelong, local partner in caring for your home’s exterior.

"Very impressed with Sprague, Mark was very knowledgeable and straightforward. Crew was first class closing roofing and Clean Up in four days and cold weather. Justin was terrific, personable and responsive, and was always on site or available. Crew and especially Foreman were excellent. I would recommend GF Sprague for a high quality Job, their technology and customer service."

Stephen R on January 2023


Avatar for Doherty Slate Roofing

Doherty Slate Roofing

4.98(
56
)
Approved Pro

Doherty Slate Roofing

4.98(
56
)
Approved Pro
Super Service Award
Customers say: Quality work
Recommended by 91% of Angi customers
Recommended by 91% of HomeAdvisor customers
26 years of experience

"Doherty Slate Roofing: We are slate copper specialists and an award-winning company. Our craftsmanship is prestigious. Unlike other companies, we match identical roof slates to existing slate roofs. This means slate size, slate color, slate age, and thickness to conduct slate roof repairs. Design and install high-end custom copper roof work, Copper Gutters, and install rubber roofs. Were veteran owned and operated, LGBTQ+ Friendly. We strive to be the leading slate roofing company in the Boston, Newton, and Wellesley areas. We also repair slate tile and carry out annual drone slate roof inspections, slate repairs, slate restoration, and slate installation. If you're searching for a slate roofer near me, we are your slate roofing contractor.

"If you need slate (or copper) work done, I would have Doherty Slate Roofing come out and look at the job. Jason's quote was far better than any of the other roofing companies. I am very satisfied with the work done, and to top it all off, Jason and his crew are just very nice people to work with. I will be using his services for many years to come."

Paul W on October 2025

"Doherty Slate Roofing: We are slate copper specialists and an award-winning company. Our craftsmanship is prestigious. Unlike other companies, we match identical roof slates to existing slate roofs. This means slate size, slate color, slate age, and thickness to conduct slate roof repairs. Design and install high-end custom copper roof work, Copper Gutters, and install rubber roofs. Were veteran owned and operated, LGBTQ+ Friendly. We strive to be the leading slate roofing company in the Boston, Newton, and Wellesley areas. We also repair slate tile and carry out annual drone slate roof inspections, slate repairs, slate restoration, and slate installation. If you're searching for a slate roofer near me, we are your slate roofing contractor.

"If you need slate (or copper) work done, I would have Doherty Slate Roofing come out and look at the job. Jason's quote was far better than any of the other roofing companies. I am very satisfied with the work done, and to top it all off, Jason and his crew are just very nice people to work with. I will be using his services for many years to come."

Paul W on October 2025


Avatar for Mighty Dog Roofing of Greater Middlesex

Mighty Dog Roofing of Greater Middlesex

5.00(
9
)
Approved Pro

Mighty Dog Roofing of Greater Middlesex

5.00(
9
)
Approved Pro
Super Service Award
Customers say: Quick response
12 years of experience
Free onsite estimate

At Mighty Dog Roofing of Greater Middlesex County, we are committed to exceeding client expectations through superior craftsmanship and transparent communication. We provide tailored solutions in roof replacement, roof repair, gutters, siding, and chimney work, ensuring long-term protection for every home. Guided by integrity, education, and community values, we deliver excellence backed by Owens Corning Platinum warranties and partnerships with the nation’s leading manufacturers. Our mission is to safeguard homes across Westford, Acton, Chelmsford, and surrounding areas with quality materials, ethical service, and proven reliability.

"From start to finish it was a A+ process, there detail and communication from the start is impeccable! I could not have asked for a better contractor to help us with our project. It's really nice to have a company that understands and works with you to find a solution and get the job done. I would greatly recommend them to any homeowner 150%. I will definitely use them again and again on any future projects. To all the mighty dog staff my family and I thank you very much!! "

Frank D on October 2025

At Mighty Dog Roofing of Greater Middlesex County, we are committed to exceeding client expectations through superior craftsmanship and transparent communication. We provide tailored solutions in roof replacement, roof repair, gutters, siding, and chimney work, ensuring long-term protection for every home. Guided by integrity, education, and community values, we deliver excellence backed by Owens Corning Platinum warranties and partnerships with the nation’s leading manufacturers. Our mission is to safeguard homes across Westford, Acton, Chelmsford, and surrounding areas with quality materials, ethical service, and proven reliability.

"From start to finish it was a A+ process, there detail and communication from the start is impeccable! I could not have asked for a better contractor to help us with our project. It's really nice to have a company that understands and works with you to find a solution and get the job done. I would greatly recommend them to any homeowner 150%. I will definitely use them again and again on any future projects. To all the mighty dog staff my family and I thank you very much!! "

Frank D on October 2025


Avatar for Ranch Roofing

Ranch Roofing

4.94(
550
)
Approved Pro

Ranch Roofing

4.94(
550
)
Approved Pro
Customers say: Quality work
Recommended by 98% of Angi customers
Recommended by 98% of HomeAdvisor customers
30 years of experience

Welcome to Ranch Roofing! Our goal is to provide our customers with the highest level of service and satisfaction. Please contact owner Bob O'Sullivan today for friendly, personalized and award winning service. 12 Months no interest, no payment, same as cash (ask for details).

"We are writing to express our sincere gratitude for the outstanding service we recently received. Ranch Roofing installed our roof back in 2012. Fast forward to 2025, when we had damage to our ridge vent, we called Ranch Roofing, and within 10 minutes had a call back from the owner, Bob. He said he would have it looked at and fixed, but to our surprise, in a matter of a few days, he sent his crew, who ripped the entire ridge vent off and replaced it free of charge. We cannot say enough positive things about Bob, his Crew, and this Company. Thank you Bob- Your quick response and generosity are much appreciated! Sincerely, Maryann and Randy D. "

Maryann D on November 2025

Welcome to Ranch Roofing! Our goal is to provide our customers with the highest level of service and satisfaction. Please contact owner Bob O'Sullivan today for friendly, personalized and award winning service. 12 Months no interest, no payment, same as cash (ask for details).

"We are writing to express our sincere gratitude for the outstanding service we recently received. Ranch Roofing installed our roof back in 2012. Fast forward to 2025, when we had damage to our ridge vent, we called Ranch Roofing, and within 10 minutes had a call back from the owner, Bob. He said he would have it looked at and fixed, but to our surprise, in a matter of a few days, he sent his crew, who ripped the entire ridge vent off and replaced it free of charge. We cannot say enough positive things about Bob, his Crew, and this Company. Thank you Bob- Your quick response and generosity are much appreciated! Sincerely, Maryann and Randy D. "

Maryann D on November 2025


Avatar for All Under One Roof

All Under One Roof

4.71(
126
)
Approved Pro

All Under One Roof

4.71(
126
)
Approved Pro
Customers say: Quality work
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
52 years of experience

Established in 1976, All Under One Roof has the experience and expertise to get the job done right the first time. Our skilled professionals use only the finest tools and materials for your residential or commercial project. We guarantee our work and your satisfaction.

"John came in today on a holiday day to check my roof. He is a very honest man. He told me my roof is still good for another two years, and doesn’t need any repairs at this time. I highly recommend him for any roofing projects. Thank you John!"

Sam A on May 2025

Established in 1976, All Under One Roof has the experience and expertise to get the job done right the first time. Our skilled professionals use only the finest tools and materials for your residential or commercial project. We guarantee our work and your satisfaction.

"John came in today on a holiday day to check my roof. He is a very honest man. He told me my roof is still good for another two years, and doesn’t need any repairs at this time. I highly recommend him for any roofing projects. Thank you John!"

Sam A on May 2025

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FAQs for wood shake or composite roofing installation and replacement projects in Winchester, MA

Cedar shakes and wood shingles might seem similar, but they have some important differences. Cedar shakes are hand-split, giving them a unique, textured appearance that adds rustic charm to your roof. They're great for homeowners who want a distinctive look. Wood shingles, conversely, are machine-made, providing a smooth, uniform appearance for a more modern look. Shakes tend to be more expensive due to the craftsmanship involved but offer exceptional beauty and resilience.

A well-maintained cedar shake roof can last up to 60 years. However, factors like severe weather and improper ventilation can reduce its lifespan. You should consider replacing your roof if you notice persistent leaks, visible water damage, curling or splitting shakes, moss growth, rot, or missing shakes. Regular inspections can help you determine when it's time for a replacement.

When hiring a roofing contractor for your cedar shake roof, asking the right questions is important. Make sure they are fully certified and have extensive experience with cedar installations. Verify that their team is licensed, bonded, and insured. Ask for details about the materials they use, such as the type of underlayment and fasteners, and how they ensure proper ventilation. Getting multiple written estimates can help you compare options and choose a contractor who offers quality workmanship at a fair price.

The Winchester, MA homeowners’ guide to wood shake or composite roofing installations and replacements

From average costs to expert advice, get all the answers you need to get your job done.