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Find Asphalt shingle roofing installers and replacers in Chestnut Hill

Avatar for Power Home Remodeling

Power Home Remodeling

4.51(
343
)
Approved Pro

Power Home Remodeling

4.51(
343
)
Approved Pro
Customers say: Super punctual
2488 local quotes requested
33 years of experience

Does your home need replacement roofing that is high-quality, energy-efficient, and comes with a lifetime warranty? We're the nation's largest full-service exterior home remodeler and over 1000 lifetime Angi Super Service Awards. We can help transform your house into the beautiful and cost-effective home you've always dreamed of. At Power, you'll love our friendly, knowledgeable, and professional remodeling consultants and be delighted by our top-rated installation process. But don't take it from us. We've served over 1,000,000 customers across the U.S earning a 95% overall satisfaction rating. For a free, no-obligation estimate, call: (610) 990-4243 or visit https://powerhrg.com/project-quote/.

"The work was done quickly and the lead time was short."

Glenn S on November 2025

Does your home need replacement roofing that is high-quality, energy-efficient, and comes with a lifetime warranty? We're the nation's largest full-service exterior home remodeler and over 1000 lifetime Angi Super Service Awards. We can help transform your house into the beautiful and cost-effective home you've always dreamed of. At Power, you'll love our friendly, knowledgeable, and professional remodeling consultants and be delighted by our top-rated installation process. But don't take it from us. We've served over 1,000,000 customers across the U.S earning a 95% overall satisfaction rating. For a free, no-obligation estimate, call: (610) 990-4243 or visit https://powerhrg.com/project-quote/.

"The work was done quickly and the lead time was short."

Glenn S on November 2025


Avatar for Mighty Dog Roofing MetroWest Boston

Mighty Dog Roofing MetroWest Boston

4.98(
29
)
Approved Pro

Mighty Dog Roofing MetroWest Boston

4.98(
29
)
Approved Pro
Customers say: Quick response
4 years of experience
Free onsite estimate

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.

"Very Responsive!"

Glenn A on March 2024

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.

"Very Responsive!"

Glenn A on March 2024


Connection General Construction, Inc.

5.00(
2
)
Approved Pro

Connection General Construction, Inc.

5.00(
2
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
3 years of experience

At CONNECTION GENERAL CONSTRUCTION INC we pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business!

"This company is easy to work also fast clean and good communication. I really recommend."

Lucas S on February 2024

At CONNECTION GENERAL CONSTRUCTION INC we pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business!

"This company is easy to work also fast clean and good communication. I really recommend."

Lucas S on February 2024


Avatar for SB Roofing & Construction, Inc.

SB Roofing & Construction, Inc.

5.00(
1
)
Approved Pro

SB Roofing & Construction, Inc.

5.00(
1
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
19 years of experience

Welcome to SB Roofing & Construction INC! We take pride in the quality of work and customer satisfaction that we give each and every customer! We are known to pay exquisite attention to detail while making customer satisfaction our top priority. Call us today to learn more about how we can help you!

"They were very organized and left the house (yard) clean of any debris. The roof looks great and their price is very competitive."

Shirley C on April 2023

Welcome to SB Roofing & Construction INC! We take pride in the quality of work and customer satisfaction that we give each and every customer! We are known to pay exquisite attention to detail while making customer satisfaction our top priority. Call us today to learn more about how we can help you!

"They were very organized and left the house (yard) clean of any debris. The roof looks great and their price is very competitive."

Shirley C on April 2023


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
36 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


Avatar for AJ Exterior

AJ Exterior

4.51(
78
)
Approved Pro

AJ Exterior

4.51(
78
)
Approved Pro
Customers say: Quality work
21 years of experience
Free onsite estimate

Here at A.J. Exterior we have been in business for three generations, in and around the Boston area! We and I have a reputation for honest work, excellent customer service and a job completed as if it were my own home. We demand it! We specialize in replacement roofs and the installation of vinyl siding. We use only top quality materials and allow only the best craftsman in the business to perform your work. One of us is present on each and every job to ensure proper installation. This is important to validate our extended factory warranties, and to supervise all aspects of the project. If you are in need of these services, please call AJ Exteriors, and let us send one of our knowledgeable project managers to give you a free estimate and some good advice before making any commitments. We have low overhead and that allows us to keep the cost down for a quality job performed on your home! Call us last to compare or just call us first for a job done right.

"My comments are on the BBB page ED is not a MAN! of his word there was so many things that needed fixing and he never came back to fix he also hired Mexicans to do my steps both sides of my house which they left water bottles pieces of the remainder of the steps they did not need under the steps and covered the sides my front porch you can see some of the insulation he supposed to come back and fix my house is white and slate and where the poles are that are connected to the overhead roof there is two plain wood blocks up there totally noticeable they should?ve been painted white he said he?ll come back and take care of that didn?t happen when he finished the vinyl siding, he said if I hire him to do my steps, he will do the roof that?s in the back of my house for free. He has not done that he told me it will cost $16,500 for my steps he was filling out the contract, he added $1000 more without even telling me I noticed that and spoke on it. He said the extra was for materials. "

Katrina R on August 2025

Here at A.J. Exterior we have been in business for three generations, in and around the Boston area! We and I have a reputation for honest work, excellent customer service and a job completed as if it were my own home. We demand it! We specialize in replacement roofs and the installation of vinyl siding. We use only top quality materials and allow only the best craftsman in the business to perform your work. One of us is present on each and every job to ensure proper installation. This is important to validate our extended factory warranties, and to supervise all aspects of the project. If you are in need of these services, please call AJ Exteriors, and let us send one of our knowledgeable project managers to give you a free estimate and some good advice before making any commitments. We have low overhead and that allows us to keep the cost down for a quality job performed on your home! Call us last to compare or just call us first for a job done right.

"My comments are on the BBB page ED is not a MAN! of his word there was so many things that needed fixing and he never came back to fix he also hired Mexicans to do my steps both sides of my house which they left water bottles pieces of the remainder of the steps they did not need under the steps and covered the sides my front porch you can see some of the insulation he supposed to come back and fix my house is white and slate and where the poles are that are connected to the overhead roof there is two plain wood blocks up there totally noticeable they should?ve been painted white he said he?ll come back and take care of that didn?t happen when he finished the vinyl siding, he said if I hire him to do my steps, he will do the roof that?s in the back of my house for free. He has not done that he told me it will cost $16,500 for my steps he was filling out the contract, he added $1000 more without even telling me I noticed that and spoke on it. He said the extra was for materials. "

Katrina R on August 2025


Avatar for Diamond Construction Inc

Diamond Construction Inc

4.81(
81
)
Approved Pro

Diamond Construction Inc

4.81(
81
)
Approved Pro
Customers say: True professional
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
40 local quotes requested

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

"Did a great Job with roof and helped me with the insurance claim from the storm damage to roof. They are prompt, clean, and super nice. Anything they moved potted plants, my deck furniture , was put back in place with care. They went over yard with a magnet device to get any loose nails , etc that may have fallen in grass. "

Cecile B on October 2025

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

"Did a great Job with roof and helped me with the insurance claim from the storm damage to roof. They are prompt, clean, and super nice. Anything they moved potted plants, my deck furniture , was put back in place with care. They went over yard with a magnet device to get any loose nails , etc that may have fallen in grass. "

Cecile B on October 2025


Avatar for Long Home

Long Home

4.72(
70
)
Approved Pro

Long Home

4.72(
70
)
Approved Pro
Customers say: Quick response
448 local quotes requested
80 years of experience

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 projects and specialize in asphalt shingle installations and replacements. 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!

"It was deytailed and professional."

Neville A on August 2025

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 projects and specialize in asphalt shingle installations and replacements. 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!

"It was deytailed and professional."

Neville A on August 2025


Avatar for United Home Experts & United Painting Co

United Home Experts & United Painting Co

4.52(
130
)
Approved Pro

United Home Experts & United Painting Co

4.52(
130
)
Approved Pro
Customers say: Super punctual
22 local quotes requested
27 years of experience

United brings over 25 years of experience in long-term, low maintenance and beautiful roofing, siding, windows and painting solutions. We offer top-quality products and a team of knowledgeable and experienced professionals committed to each step of your remodel. Our team is built to handle the unique needs of every New England property, so you get the best value for your investment. Not to mention our lifetime warranties, dedicated repair and service department, amazing customer service and the highest level of manufacturer certifications. We live by our core values: be positive, energetic, and fun; tell the truth and keep your word; creatively find solutions; know your stuff; make customers happy - and we look forward to serving you! Request an estimate: https://unitedhomeexperts.com/angies-list/

"United Home Experts did a fantastic job installing siding & trim and on my parents newly renovated early 1800's Post & Beam Barn. The team was very easy to work with, responsive, and Professional. I would highly recommend."

Seth H on November 2025

United brings over 25 years of experience in long-term, low maintenance and beautiful roofing, siding, windows and painting solutions. We offer top-quality products and a team of knowledgeable and experienced professionals committed to each step of your remodel. Our team is built to handle the unique needs of every New England property, so you get the best value for your investment. Not to mention our lifetime warranties, dedicated repair and service department, amazing customer service and the highest level of manufacturer certifications. We live by our core values: be positive, energetic, and fun; tell the truth and keep your word; creatively find solutions; know your stuff; make customers happy - and we look forward to serving you! Request an estimate: https://unitedhomeexperts.com/angies-list/

"United Home Experts did a fantastic job installing siding & trim and on my parents newly renovated early 1800's Post & Beam Barn. The team was very easy to work with, responsive, and Professional. I would highly recommend."

Seth H on November 2025


Avatar for Cornerstone Roofing

Cornerstone Roofing

5.00(
3
)
Approved Pro

Cornerstone Roofing

5.00(
3
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
18 local quotes requested

Hello! I’m Eric and I have the great pleasure of running the day to day operations of my family business! Please call today to schedule an estimate at (617) 960-7692 A little about myself, I was taught everything I know by my Grandfather and my Father who are both amazing craftsman. I have been working to emulate their skill for the last 15 years! The work we do is truly a monument to their legacy, so you can be assured it’s top notch. We aim to treat every client like a neighbor (one we really like). So please, give us the opportunity to prove that honestly and reliably are still staples of success!

"Cornerstone did an excellent job on my roof. They were knowledgeable, communicative, and efficient throughout the entire process. I’m very pleased with the work they did and would definitely hire them again."

Jessie 🖤 L on February 2025

Hello! I’m Eric and I have the great pleasure of running the day to day operations of my family business! Please call today to schedule an estimate at (617) 960-7692 A little about myself, I was taught everything I know by my Grandfather and my Father who are both amazing craftsman. I have been working to emulate their skill for the last 15 years! The work we do is truly a monument to their legacy, so you can be assured it’s top notch. We aim to treat every client like a neighbor (one we really like). So please, give us the opportunity to prove that honestly and reliably are still staples of success!

"Cornerstone did an excellent job on my roof. They were knowledgeable, communicative, and efficient throughout the entire process. I’m very pleased with the work they did and would definitely hire them again."

Jessie 🖤 L on February 2025

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FAQs for asphalt shingle roofing installation and replacement projects in Chestnut Hill, MA

Roofing professionals can usually install a medium-sized asphalt shingle roof in two to three days. Installation time increases if your roof is particularly steep or difficult to access or has features like chimneys or skylights that roofers must work around.

Three-tab asphalt shingles usually have the lowest upfront cost of any roofing shingle material. They’re sturdy and typically last 15 to 20 years. However, they may have a shorter lifespan in especially hot or cold climates. Talk to a local roofing professional about the best materials for your climate. In some cases, materials with a higher upfront cost may save you more on repairs or replacements in the long run.

Start by multiplying the length by the width of your roof to calculate the square footage. Most shingle replacement costs $4 to $12 per square foot for materials and labor, depending on factors like the material and the slope of your roof. Once you know the size of your roof, you can calculate a rough estimate of total costs or contact a local roofing professional to provide you with a custom quote.

Asphalt shingles are generally considered to be a low-maintenance item. However, cleaning your asphalt roofing can help prolong the lifespan and keep it looking fresh. If you’re comfortable with DIY and have the proper equipment, you may be able to clean your asphalt shingles yourself. However, if you have an especially high or steep roof, it’s usually safer to hire a professional roof cleaner.

The Chestnut Hill, MA homeowners’ guide to asphalt shingle roofing installations and replacements

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