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TRUSTED BY WINCHESTER, MA HOMEOWNERS

Average homeowner rating star icon4.6
Average homeowner rating
Verified reviews icon564
Verified roofing services reviews

Roofers in Winchester

Avatar for Mighty Dog Roofing of Greater Middlesex
Mighty Dog Roofing of Greater Middlesex
66 Tadmuck Rd
5.00(
7
)
Approved Pro
Mighty Dog Roofing of Greater Middlesex
66 Tadmuck Rd
5.00(
7
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
67 local quotes requested

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. At Mighty Dog Roofing, we pledge superior service to our customers through excellent communication and customer service. How do we accomplish that? Courteous customer education, community service, and the highest level of integrity and ethics. 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.

"The job went amazing. I loved our product!!"

Liam D on June 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. At Mighty Dog Roofing, we pledge superior service to our customers through excellent communication and customer service. How do we accomplish that? Courteous customer education, community service, and the highest level of integrity and ethics. 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.

"The job went amazing. I loved our product!!"

Liam D on June 2025


Avatar for Action Roofing & Construction Inc.
Action Roofing & Construction Inc.
19 Hamilton Ave
4.70(
27
)
Approved Pro
Action Roofing & Construction Inc.
19 Hamilton Ave
4.70(
27
)
Approved Pro
Customers say: Quick response
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
24 local quotes requested

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


AJ EXTERIORS INC
2 NEPTUNE RD
3.25(
4
)
Approved Pro
AJ EXTERIORS INC
2 NEPTUNE RD
3.25(
4
)
Approved Pro
41 local quotes requested
40 years of experience

ADDTN'L SVC AREAS INCLUDE: LYNN-BEVERLY, CONCORD-MAYNARD, ASHLAND-NORFOLK, ATTLEBORO-TAUNTO, CHELMSFORD-HAVERHILL, BOXFORD-GLOUCESTER, COUNTIES & PORTIONS OF DOWNTOWN.

"Everything went smooth. Work was efficient & fast. Great communication with workers. Highly satisfied. Neighbor ended up using them aslo after he saw the work completed. They also Financing. A great advantage to use."

Colin D on March 2024

ADDTN'L SVC AREAS INCLUDE: LYNN-BEVERLY, CONCORD-MAYNARD, ASHLAND-NORFOLK, ATTLEBORO-TAUNTO, CHELMSFORD-HAVERHILL, BOXFORD-GLOUCESTER, COUNTIES & PORTIONS OF DOWNTOWN.

"Everything went smooth. Work was efficient & fast. Great communication with workers. Highly satisfied. Neighbor ended up using them aslo after he saw the work completed. They also Financing. A great advantage to use."

Colin D on March 2024


Avatar for Capital Construction Contracting Inc
Capital Construction Contracting Inc
354 Turnpike Street
4.37(
273
)
Approved Pro
Capital Construction Contracting Inc
354 Turnpike Street
4.37(
273
)
Approved Pro
Customers say: Quality work
78 local quotes requested
20 years of experience

Capital Construction was founded in 2005. We are an award-winning exterior contracting specialist. We specialize in roofing, siding, windows, and doors, and pride ourselves on fantastic customer service and top-notch craftsmanship. We hold numerous certifications in the industry, and we are proud to work with the best products from leading manufacturers. No matter what home improvement needs you have, Capital is here to provide you with quality solutions. Our mission is simple: to improve the lives of our customers by providing the highest quality building materials installed by highly skilled, professionally trained craftspersons with the highest level of customer service.

"I had Construction do the siding on my house. It was a nightmare as soon as it started they disappeared for weeks at a time leaving my house, exposed to the elements and causing water damage on the interior. When the job was done it looks great, however it seem to leak every time it rained and random places all around the house After several service calls of them coming out and trying to stop the issue with tubes of caulking I called another contractor who informed me they sold me really great siding, but installed it completely wrong which caused the leaks I have to have the siding reinstalled correctly. I would not recommend using this company for anything. They were overpriced service plus total crap and the job they did was extremely substandard. Don’t let them fool you with warranties and talk to them being the best because they will show up, but they’re not gonna fix anything."

Shane V on June 2025

Capital Construction was founded in 2005. We are an award-winning exterior contracting specialist. We specialize in roofing, siding, windows, and doors, and pride ourselves on fantastic customer service and top-notch craftsmanship. We hold numerous certifications in the industry, and we are proud to work with the best products from leading manufacturers. No matter what home improvement needs you have, Capital is here to provide you with quality solutions. Our mission is simple: to improve the lives of our customers by providing the highest quality building materials installed by highly skilled, professionally trained craftspersons with the highest level of customer service.

"I had Construction do the siding on my house. It was a nightmare as soon as it started they disappeared for weeks at a time leaving my house, exposed to the elements and causing water damage on the interior. When the job was done it looks great, however it seem to leak every time it rained and random places all around the house After several service calls of them coming out and trying to stop the issue with tubes of caulking I called another contractor who informed me they sold me really great siding, but installed it completely wrong which caused the leaks I have to have the siding reinstalled correctly. I would not recommend using this company for anything. They were overpriced service plus total crap and the job they did was extremely substandard. Don’t let them fool you with warranties and talk to them being the best because they will show up, but they’re not gonna fix anything."

Shane V on June 2025


Roofer's Edge & Siding Inc
Two Summer St.
4.53(
64
)
Approved Pro
Roofer's Edge & Siding Inc
Two Summer St.
4.53(
64
)
Approved Pro
Customers say: Terrific value
18 local quotes requested
19 years of experience

At Roofer's Edge & Siding, Inc. we have earned a reputation of honesty and professionalism. Whether it's a simple roof repair or a full replacement, we make every effort to ensure our workmanship and customer service is at the high level our customers have come to expect. Our areas of expertise include roofing, siding, windows, doors, insulation, skylights, gutters and leaf guards. We stand behind our workmanship and materials with guarantees that make our customers feel confident in their new investment. With a general contractor license, we are one of the few full-service companies in the area that you can count on for nearly all your home-improvement needs. We know that our reputation is on the line with every job that we do. We have outstanding satisfactory rating with our customers and we are very proud of that.

"I had a terrible experience with Roofers Edges & Siding Inc. We decided to replace the roof for solar system, and hired them to do the job. Remember: you are not hiring Kevin but his crew!!! The communication was extremely poor. At first, despite Kevin agreeing to use an ice shield for the front of my house, his crew was unaware of this requirement. I saw they are using the wrong material, and I had to contact Kevin at the installation day to ensure they were doing the job correctly. It was frustrating that the crew couldn't understand English, and Kevin himself never showed up at my house after the initial estimate. To make matters worse, the roof replacement resulted in a severe water leak problem between my chimney and roof. I asked them to fix it, but they failed once and never showed up again even though they provided an one-year warranty. At very beginning, I fully trusted them, and didn't check regularly, eventually I found the leaking problem persisted several months after the replacement the roof! Despite numerous attempts to contact Kevin, he consistently failed to respond to my calls and texts. Instead, he tried to blame the issue on a chimney problem, and told me they can do a water test, but that never happens. I eventually had to hire a new company to look into it, and they found out that the FLASHING was NOT INSTALLED CORRECTLY!!! and I can see the sky from my attic. I had to pay extra money to redo the flashing job, and Roofers Edges & Siding already lost my trust. The lack of professionalism continued when they claimed to have applied for a permit for the job, and I trusted them. However, several months later, I found out that there was no record of the application with the town. When I contacted them, they said the issue is an incorrect address, how un-professional they are! Overall, I would not recommend Roofers Edges & Siding Inc to anyone. Their poor communication, lack of professionalism, and shoddy workmanship were unacceptable. If you're looking for a reliable and trustworthy roofer, I suggest you look elsewhere."

Boteng Y on May 2023

At Roofer's Edge & Siding, Inc. we have earned a reputation of honesty and professionalism. Whether it's a simple roof repair or a full replacement, we make every effort to ensure our workmanship and customer service is at the high level our customers have come to expect. Our areas of expertise include roofing, siding, windows, doors, insulation, skylights, gutters and leaf guards. We stand behind our workmanship and materials with guarantees that make our customers feel confident in their new investment. With a general contractor license, we are one of the few full-service companies in the area that you can count on for nearly all your home-improvement needs. We know that our reputation is on the line with every job that we do. We have outstanding satisfactory rating with our customers and we are very proud of that.

"I had a terrible experience with Roofers Edges & Siding Inc. We decided to replace the roof for solar system, and hired them to do the job. Remember: you are not hiring Kevin but his crew!!! The communication was extremely poor. At first, despite Kevin agreeing to use an ice shield for the front of my house, his crew was unaware of this requirement. I saw they are using the wrong material, and I had to contact Kevin at the installation day to ensure they were doing the job correctly. It was frustrating that the crew couldn't understand English, and Kevin himself never showed up at my house after the initial estimate. To make matters worse, the roof replacement resulted in a severe water leak problem between my chimney and roof. I asked them to fix it, but they failed once and never showed up again even though they provided an one-year warranty. At very beginning, I fully trusted them, and didn't check regularly, eventually I found the leaking problem persisted several months after the replacement the roof! Despite numerous attempts to contact Kevin, he consistently failed to respond to my calls and texts. Instead, he tried to blame the issue on a chimney problem, and told me they can do a water test, but that never happens. I eventually had to hire a new company to look into it, and they found out that the FLASHING was NOT INSTALLED CORRECTLY!!! and I can see the sky from my attic. I had to pay extra money to redo the flashing job, and Roofers Edges & Siding already lost my trust. The lack of professionalism continued when they claimed to have applied for a permit for the job, and I trusted them. However, several months later, I found out that there was no record of the application with the town. When I contacted them, they said the issue is an incorrect address, how un-professional they are! Overall, I would not recommend Roofers Edges & Siding Inc to anyone. Their poor communication, lack of professionalism, and shoddy workmanship were unacceptable. If you're looking for a reliable and trustworthy roofer, I suggest you look elsewhere."

Boteng Y on May 2023


Avatar for Hennelly & Son Roofing & Gutters
Hennelly & Son Roofing & Gutters
14 Erin Way
4.83(
696
)
Approved Pro
Hennelly & Son Roofing & Gutters
14 Erin Way
4.83(
696
)
Approved Pro
Customers say: Quality work
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
71 local quotes requested

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!

"Service went excellent . Jack and Mike King did a wonderful job, they were pleasant and was reasonable. I would recommend them to anybody. They knew their job ,they knew their work, and I would call them in the future. I would give them a 10 star if I could."

Linda G on March 2023

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!

"Service went excellent . Jack and Mike King did a wonderful job, they were pleasant and was reasonable. I would recommend them to anybody. They knew their job ,they knew their work, and I would call them in the future. I would give them a 10 star if I could."

Linda G on March 2023


Avatar for Diamond Construction Inc
Diamond Construction Inc
116 Cochituate Rd
4.55(
89
)
Approved Pro
Diamond Construction Inc
116 Cochituate Rd
4.55(
89
)
Approved Pro
Customers say: Quality work
132 local quotes requested
20 years of experience

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: [email protected]

"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: [email protected]

"Good job. Quick and professional"

Scott C on July 2024


Avatar for NMTI-General Construction
NMTI-General Construction
35 Village Rd Suite 100
4.88(
34
)
Approved Pro
NMTI-General Construction
35 Village Rd Suite 100
4.88(
34
)
Approved Pro
Customers say: Quick response
Recommended by 97% of Angi customers
Recommended by 97% of HomeAdvisor customers
84 local quotes requested

As a commercial and residential general contracting company with 24 years of experience, offering fiber cement siding, vinyl siding, wood shake siding. Roofing; shingle, flat , slate, metal. Carpentry, framing, finish carpentry, chimney, masonry, repairs and more, we take pride in our projects and guarantee fast, reliable, and high quality service. Our company is fully licensed, and OSHA certified. We do replacement, new installation, and roof repairs. Please contact us and get a quote for your next job.

"I am very pleased with the roof replacement. The workers were very thorough, neat, efficient, and professional. During the project they noticed a lot of rotted wood and were able to repair that as well. From the entire process - initial meeting; sales; work performed; and cleanup; I have nothing negative to say. Outstanding work."

Richard C on June 2025

As a commercial and residential general contracting company with 24 years of experience, offering fiber cement siding, vinyl siding, wood shake siding. Roofing; shingle, flat , slate, metal. Carpentry, framing, finish carpentry, chimney, masonry, repairs and more, we take pride in our projects and guarantee fast, reliable, and high quality service. Our company is fully licensed, and OSHA certified. We do replacement, new installation, and roof repairs. Please contact us and get a quote for your next job.

"I am very pleased with the roof replacement. The workers were very thorough, neat, efficient, and professional. During the project they noticed a lot of rotted wood and were able to repair that as well. From the entire process - initial meeting; sales; work performed; and cleanup; I have nothing negative to say. Outstanding work."

Richard C on June 2025


Avatar for Long Home Products
Long Home Products
300 Myles Standish Blvd
2.65(
20
)
Approved Pro
Long Home Products
300 Myles Standish Blvd
2.65(
20
)
Approved Pro
416 local quotes requested
80 years of experience

With over 70 years of experience in home improvement, Long Home Products is the industry-leading company you can trust to give you peace of mind. We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We are experts in all aspects of roofing, bathroom, window and door projects. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guarantee your satisfaction!

"Ayden was very kind and insightful. I was happy to meet an incredible worker like that from Long Home."

Alayna L on April 2025

With over 70 years of experience in home improvement, Long Home Products is the industry-leading company you can trust to give you peace of mind. We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We are experts in all aspects of roofing, bathroom, window and door projects. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guarantee your satisfaction!

"Ayden was very kind and insightful. I was happy to meet an incredible worker like that from Long Home."

Alayna L on April 2025


Avatar for Klaus Larsen LLC
Klaus Larsen LLC
Framingham, MA 01701
New on HomeAdvisorNew on Angi
Approved Pro
Klaus Larsen LLC
Framingham, MA 01701
New on AngiNew on HomeAdvisor
Approved Pro
103 local quotes requested
27 years of experience

When you choose Klaus Larsen LLC, you select a company of professionals who take great pride in our craftsmanship, and treat you, your time, and your property with the utmost respect. We make sure that before we leave your home, you are completely satisfied with our work and our cleanup, and we consider you a customer for as long as our warranty lasts. And that’s a lifetime! Klaus Larsen LLC serves Connecticut and Rhode Island with roofing services such as roof replacement, roof repair, gutters, attic insulation, and more. Put a Klaus on Your House! Call us for a free, no-obligation estimate today! About Klaus Larsen: Klaus Larsen bought his first apartment building in Denmark at the age of 21, renovating every single one of the 13 apartments in it in less than three years. At the age of 32, he immigrated to the US with his tools and $300 in his pocket to live the American Dream. Little did he know those metric tools would do him little good in a country that only used inches and feet. By 1998 he was able to start his own home improvement business, becoming a roofing-only company in 2010. Klaus is well known for his historic work, using his ingenious creativity to update antique homes so their roofs perform properly while maintaining their architectural integrity. His attention to detail and Old World craftsmanship have earned him a reputation for helping to maintain New England’s rich history while integrating state-of-the-art roofing technology into it’s homes.

When you choose Klaus Larsen LLC, you select a company of professionals who take great pride in our craftsmanship, and treat you, your time, and your property with the utmost respect. We make sure that before we leave your home, you are completely satisfied with our work and our cleanup, and we consider you a customer for as long as our warranty lasts. And that’s a lifetime! Klaus Larsen LLC serves Connecticut and Rhode Island with roofing services such as roof replacement, roof repair, gutters, attic insulation, and more. Put a Klaus on Your House! Call us for a free, no-obligation estimate today! About Klaus Larsen: Klaus Larsen bought his first apartment building in Denmark at the age of 21, renovating every single one of the 13 apartments in it in less than three years. At the age of 32, he immigrated to the US with his tools and $300 in his pocket to live the American Dream. Little did he know those metric tools would do him little good in a country that only used inches and feet. By 1998 he was able to start his own home improvement business, becoming a roofing-only company in 2010. Klaus is well known for his historic work, using his ingenious creativity to update antique homes so their roofs perform properly while maintaining their architectural integrity. His attention to detail and Old World craftsmanship have earned him a reputation for helping to maintain New England’s rich history while integrating state-of-the-art roofing technology into it’s homes.

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Showing 1-10 of 260
Roofing questions, answered by experts
message icon
Answered by
Angi Expert

Typical roofing repairs cost between $380 and $1,800 on average. However, most homeowners spend approximately $1,100 on a roofing repair project. The size of the roof, the extent of the damage, and the type of project all impact the final cost. External factors like product availability and supply chain issues may also affect the price. 

Projects like repairing damaged gutters will only be around $180 to $560, whereas repairing a sagging roof will be a higher expense at $1,500 to $7,000.

Endorsed by 29 pros
Helpful?
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Answered by
Scott M.
on Jan 09, 2025

Roof repairs start at around $700.00 and go up from there.  There are many significant factors that come into play, and each customer's needs will rarely be the same.

Helpful?
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Answered by
Angi Expert

The cost to replace your roof is often significantly more expensive than the cost to repair it. On average, homeowners will spend between $5,890 and $12,800 to replace a roof. The size of the roof, the roof’s pitch, and the number of stories the house has will significantly affect the overall cost. You can expect to spend upwards of $46,000 for large, high-end roofs.

Endorsed by 28 pros
Helpful?
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Answered by
Scott P.
on Jan 07, 2025

This all depends upon size, type and complexity of the actual sloped areas of the roof.  An accurate estimate with detailed lists of covered and additional items is imperative when purchasing and protecting yourself during the process.

Strive Roofing
Mesa, AZ
Helpful?
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Answered by
Angi Expert

Although not every state issues licenses for roofing pros, it's important to check with your county or city if hiring a licensed roofing contractor is necessary. Hiring an unlicensed roofer might result in low-quality work and potential legal issues if an accident happens. It’s always best to check the qualifications and licenses of your roofer before they begin a project. 

As you browse our pro listings, take note of the “Angi Approved” badge. Angi Approved businesses meet our standards for certification which include: 

  • The owner, principal, or relevant manager passed a criminal background check

  • Required to have applicable state and local licenses

  • Maintain an average star rating of 3.0 or better on our network, if they have at least one review

  • Paying to advertise their services

  • Meeting any other eligibility criteria required by Angi

Keep in mind licensing is different from certifications. A license is a legal requirement to operate a business, while certifications are voluntary.

Endorsed by 33 pros
Helpful?
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Answered by
Angi Expert

Before hiring a roofing contractor to work on your project, there are a few things you will want to ask, including: 

  • Do you use roofing subcontractors?

  • Do you offer a warranty?

  • Do you have any references?

  • How will you clean up after the project is complete? 

  • Will you remove my old or damaged roof?

Endorsed by 30 pros
Helpful?
message icon
Answered by
Scott M.
on Jan 09, 2025

How long have your crews been working with you?

Do you offer a warranty?

Do you have any references?

How will you clean up after the project is complete?

Will you remove my old or damaged roof?

Helpful?
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Answered by
Angi Expert

Roofing is a highly skilled and labor-intensive trade. Because of this, you can expect to pay an average of $2 per square foot for your roofing professional. Roofing labor costs generally make up about 60% of the overall project cost.

Helpful?
By submitting this question, I acknowledge and agree that Angi may publicly display my name, city, state, and question on the website for professionals and others to see.
The Winchester, MA homeowners’ guide to roofing services
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