Top-rated asphalt shingle roofing installers and replacers.

Get matched with top asphalt shingle roofing installers and replacers in Milton, MA

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Asphalt shingle roofing installers and replacers in Milton

Avatar for Mighty Dog Roofing MetroWest Boston

Mighty Dog Roofing MetroWest Boston

50 Dedham Ave Ste R2
4.98(
29
)
Approved Pro

Mighty Dog Roofing MetroWest Boston

50 Dedham Ave Ste R2
4.98(
29
)
Approved Pro
Super Service Award
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.

44 Winthrop S Apt 1
5.00(
2
)
Approved Pro

Connection General Construction, Inc.

44 Winthrop S Apt 1
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


IGA General Construction, Corp.

48 Cushing Street, #2
5.00(
1
)
Approved Pro

IGA General Construction, Corp.

48 Cushing Street, #2
5.00(
1
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
4 years of experience

IGA General Construction Corp is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.

"professional and very quick!"

Alex G on April 2022

IGA General Construction Corp is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.

"professional and very quick!"

Alex G on April 2022


Avatar for All Weather Exteriors, LLC

All Weather Exteriors, LLC

18 Louden Road, PO Box 2107
4.69(
95
)
Approved Pro

All Weather Exteriors, LLC

18 Louden Road, PO Box 2107
4.69(
95
)
Approved Pro
Customers say: Quality work
Recommended by 90% of Angi customers
Recommended by 90% of HomeAdvisor customers
135 local quotes requested

All Weather Exteriors has 30 years combined experience with roofing, siding, new windows, doors, and home improvements. Michael Wright is the Owner, Operator of the business and prides himself and the business on their hard work ethic, friendly customer service, and professionalism. We handle all phases of home improvements, and we have the experience that you are looking for when hiring a contractor. Please give us a call today! Also Feel free to check out our website below. www.myallweatherexteriors.com

"All Weather was personable, knowledgeable and described what they will be doing and showed me other aspects of my roof that I had no idea about. Very professional."

Tim H on March 2025

All Weather Exteriors has 30 years combined experience with roofing, siding, new windows, doors, and home improvements. Michael Wright is the Owner, Operator of the business and prides himself and the business on their hard work ethic, friendly customer service, and professionalism. We handle all phases of home improvements, and we have the experience that you are looking for when hiring a contractor. Please give us a call today! Also Feel free to check out our website below. www.myallweatherexteriors.com

"All Weather was personable, knowledgeable and described what they will be doing and showed me other aspects of my roof that I had no idea about. Very professional."

Tim H on March 2025


Avatar for Karales Home Improvement

Karales Home Improvement

7 Seaport Dr Unit 210
4.89(
88
)
Approved Pro

Karales Home Improvement

7 Seaport Dr Unit 210
4.89(
88
)
Approved Pro
Customers say: Quality work
44 years of experience
Free onsite estimate

Karales Home Improvement is a family owned and operated company that values honesty and integrity, and stands behind our work. We offer over 44 years of industry experience. We specialize in asphalt shingle roofing installation, replacement, and repairs. Our services are customized to the individual project, paying close attention to the details of each project that we're involved with. We look forward to building long-term relationships with each of our clients, and guarantee your satisfaction!

"Mike and his team completely replaced our old siding with new Certainteed monogram vinyl siding. The project was done quickly and correctly, we are really happy with the results. I highly recommend Karales Home Improvement"

Coleman M on July 2025

Karales Home Improvement is a family owned and operated company that values honesty and integrity, and stands behind our work. We offer over 44 years of industry experience. We specialize in asphalt shingle roofing installation, replacement, and repairs. Our services are customized to the individual project, paying close attention to the details of each project that we're involved with. We look forward to building long-term relationships with each of our clients, and guarantee your satisfaction!

"Mike and his team completely replaced our old siding with new Certainteed monogram vinyl siding. The project was done quickly and correctly, we are really happy with the results. I highly recommend Karales Home Improvement"

Coleman M on July 2025


Avatar for US ProPaint and Renovation, Inc.

US ProPaint and Renovation, Inc.

175 Derby St Unit 4
4.86(
235
)
Approved Pro

US ProPaint and Renovation, Inc.

175 Derby St Unit 4
4.86(
235
)
Approved Pro
Customers say: Quality work
Recommended by 92% of Angi customers
Recommended by 92% of HomeAdvisor customers
517 local quotes requested

US Propaint and Renovation is a full-service home improvement company that has been serving the South Shore , cape code and Greater Boston area for 21 years. Owned and operated by JR Reis, who has a combined 23 years of experience in construction and renovations our company specializes in exterior and interior home improvement services including ,siding ,roofing ,painting ,windows ,doors ,flooring ,decks ,repairs ,renovations ,remodeling ,additions and expansions ,restorations including mold and water restorations We are dedicated to providing quality workmanship, employing a drug-free staff of high moral character, using high-quality products, offering exceptional warranties, and ensuring your satisfaction. - Highly rated and recommended contractor on Angie's List/HomeAdvisor with over 220 reviews. - Rated 4.8 stars on Google with over 150 reviews. - We leave your job site cleaner than when we arrived.

"Painter was courteous and efficient and did a fabulous job!"

Margaret L on August 2025

US Propaint and Renovation is a full-service home improvement company that has been serving the South Shore , cape code and Greater Boston area for 21 years. Owned and operated by JR Reis, who has a combined 23 years of experience in construction and renovations our company specializes in exterior and interior home improvement services including ,siding ,roofing ,painting ,windows ,doors ,flooring ,decks ,repairs ,renovations ,remodeling ,additions and expansions ,restorations including mold and water restorations We are dedicated to providing quality workmanship, employing a drug-free staff of high moral character, using high-quality products, offering exceptional warranties, and ensuring your satisfaction. - Highly rated and recommended contractor on Angie's List/HomeAdvisor with over 220 reviews. - Rated 4.8 stars on Google with over 150 reviews. - We leave your job site cleaner than when we arrived.

"Painter was courteous and efficient and did a fabulous job!"

Margaret L on August 2025


Avatar for Salemi Exteriors

Salemi Exteriors

2 Fountain St
4.94(
18
)
Approved Pro

Salemi Exteriors

2 Fountain St
4.94(
18
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
16 years of experience

Salemi Exteriors performs the highest quality exterior work. We provide very affordable pricing and we stand by all of our work. We won't stop until the job is done perfectly. We are here to help so please call us today to set the best time for us to start your project.

"I had 3 local, reputable contractors estimate the job for roof shingle and skylight replacement. Steve's estimate was slightly lower than the other 2 even though I had him upgrade the shingles. During the course of estimating, setting up the job and completing the job I called his cell phone 6 times. He answered every time. The entire job was completed in 1 day. The dumpster was in my driveway for less than 24 hours. The job site was as neat when they finished as it was when they started. I found two issues with the work, as I'm somewhat particular, and he was out to fix it within 3 days. HOW CAN YOU DO ANY BETTER THAN THAT?"

Steve O on May 2020

Salemi Exteriors performs the highest quality exterior work. We provide very affordable pricing and we stand by all of our work. We won't stop until the job is done perfectly. We are here to help so please call us today to set the best time for us to start your project.

"I had 3 local, reputable contractors estimate the job for roof shingle and skylight replacement. Steve's estimate was slightly lower than the other 2 even though I had him upgrade the shingles. During the course of estimating, setting up the job and completing the job I called his cell phone 6 times. He answered every time. The entire job was completed in 1 day. The dumpster was in my driveway for less than 24 hours. The job site was as neat when they finished as it was when they started. I found two issues with the work, as I'm somewhat particular, and he was out to fix it within 3 days. HOW CAN YOU DO ANY BETTER THAN THAT?"

Steve O on May 2020


Avatar for AJ Exterior

AJ Exterior

40 Almont St
4.51(
78
)
Approved Pro

AJ Exterior

40 Almont St
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


Newpro Operating, LLC

26 Cedar St
4.78(
2,843
)
Approved Pro

Newpro Operating, LLC

26 Cedar St
4.78(
2,843
)
Approved Pro
Super Service Award
Customers say: Quality work
Recommended by 93% of Angi customers
Recommended by 93% of HomeAdvisor customers
95 local quotes requested

As a family operated business for three generations, our dedicated team has a deep, shared knowledge and passion for its craft, is singularly dedicated to each customer, and is truly committed to a mission of spreading happiness one home at a time. We have deep roots in New England, and we know how to provide local homeowners with the best possible value. From creating custom designs to providing hassle-free installations, everything NEWPRO does centers around customer satisfaction.

"Brian removed the old tub and replaced it with a walk-in shower. His work was excellent. Very pleased with the result."

Phyllis A on January 2024

As a family operated business for three generations, our dedicated team has a deep, shared knowledge and passion for its craft, is singularly dedicated to each customer, and is truly committed to a mission of spreading happiness one home at a time. We have deep roots in New England, and we know how to provide local homeowners with the best possible value. From creating custom designs to providing hassle-free installations, everything NEWPRO does centers around customer satisfaction.

"Brian removed the old tub and replaced it with a walk-in shower. His work was excellent. Very pleased with the result."

Phyllis A on January 2024


Monroy's Carpenters Inc

21 Hammond St Apt 1
5.00(
4
)
Approved Pro

Monroy's Carpenters Inc

21 Hammond St Apt 1
5.00(
4
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
21 local quotes requested

We specialize in Boston Area houses. Including interior and exterior remodeling. Our carpenters routinely complete framing, siding, roofing, deck building, flooring, trim, plastering, and painting. We perform challenging structural repairs to old houses, and also build additions and accessory dwelling units. We aim to efficiently complete jobs for satisfied customers. We're here to turn your ideas into reality and to make it a memorable experience every step of the way. Call us now.

"By far the most professional company I have worked with in the past several years. The work was finished promptly and done correctly. The job site always remained clean and in order. They expressed their professional opinion and expertise while respecting my views and vision for the remodel. I have already recommended this company to family members and friends and will continue to do so."

Al M on September 2024

We specialize in Boston Area houses. Including interior and exterior remodeling. Our carpenters routinely complete framing, siding, roofing, deck building, flooring, trim, plastering, and painting. We perform challenging structural repairs to old houses, and also build additions and accessory dwelling units. We aim to efficiently complete jobs for satisfied customers. We're here to turn your ideas into reality and to make it a memorable experience every step of the way. Call us now.

"By far the most professional company I have worked with in the past several years. The work was finished promptly and done correctly. The job site always remained clean and in order. They expressed their professional opinion and expertise while respecting my views and vision for the remodel. I have already recommended this company to family members and friends and will continue to do so."

Al M on September 2024

...
Showing 1-10 of 977

FAQs for asphalt shingle roofing installation and replacement projects in Milton, 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 Milton, 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.

  • A farmhouse in Autumn

    Discover how much roof replacement costs in Michigan based on the price of materials, labor, permits, and inspections with our comprehensive cost guide.

  • Roofing contractor replacing the old shingles

    Discover how roof pitch, shape, labor, and materials influence roof replacement costs with our guide to roof replacement costs in New Jersey.

  • Two workers replacing broken tiles

    HomeAdvisor's Texas roof replacement guide explores how much it costs to replace a roof in Texas. Find out how much you'll spend to replace your roof by type, pitch, and location.

  • roof view of residential home in California

    HomeAdvisor’s California Roof Cost Guide covers the cost of a new roof in California, based on the city, roof size, and material. Use our guide to estimate your roof replacement cost in California.

  • roof view of residential home in florida

    HomeAdvisor’s Florida Roof Cost Guide covers the average roof replacement cost in Florida, based on the city, roof size, and material. Use our guide to estimate your Florida roof replacement cost

  • asphalt shingle roof on house

    Explore shingle roof replacement costs and how key factors like roof size, shingle type, and labor impact the total cost of your roofing project.