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Roofing installation & roof repairers in Milton

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
923 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 Serpa Home Improvement,Inc
Serpa Home Improvement,Inc
235 Grange Park
5.00(
11
)
Approved Pro
Serpa Home Improvement,Inc
235 Grange Park
5.00(
11
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
523 local quotes requested

Save more money, be more comfy. Prepare for rough weather while making your home look great all year round with Serpa Construction. Based in Rockland since 2005, we offer repairs and replacement of siding, gutters, roofs, windows, and doors for homes throughout Massachusetts. We can replace a few shingles or your entire roof, plus install windows, gutters, siding, and storm doors. A strong roof is your best defense against the elements, properly fitting doors and windows prevent drafts, gutters direct rain off your roof. Our bilingual crew (English and Portuguese) will work closely with you, your schedule, and your budget to make your home both strong and stylish. Interested?

"Serpa Home Improvement installed vinyl siding, replaced 6 windows, gutters and they did an outstanding job. The quote was fair, Ronaldo was always available and responded quickly to all of my questions, and the crew was hard working and meticulous. I’ve received several complements about how nice the house looks with new siding. Overall it was a great experience and I’m extremely happy with the final results."

Sue M on May 2023

Save more money, be more comfy. Prepare for rough weather while making your home look great all year round with Serpa Construction. Based in Rockland since 2005, we offer repairs and replacement of siding, gutters, roofs, windows, and doors for homes throughout Massachusetts. We can replace a few shingles or your entire roof, plus install windows, gutters, siding, and storm doors. A strong roof is your best defense against the elements, properly fitting doors and windows prevent drafts, gutters direct rain off your roof. Our bilingual crew (English and Portuguese) will work closely with you, your schedule, and your budget to make your home both strong and stylish. Interested?

"Serpa Home Improvement installed vinyl siding, replaced 6 windows, gutters and they did an outstanding job. The quote was fair, Ronaldo was always available and responded quickly to all of my questions, and the crew was hard working and meticulous. I’ve received several complements about how nice the house looks with new siding. Overall it was a great experience and I’m extremely happy with the final results."

Sue M on May 2023


Avatar for Willard Co
Willard Co
1201 East St
4.62(
158
)
Approved Pro
Willard Co
1201 East St
4.62(
158
)
Approved Pro
Customers say: Quality work
981 local quotes requested
152 years of experience

The Willard Company is a full service residential and commercial roofing company specializing in asphalt, copper, slate, tile, and wood (cedar) shingles, and rubber roofing. We install all types of siding. Parker M. Willard Jr., our 5th generation family member, is our General Manager with over 30 years of experience in the business. The Willard Company is fully licensed, trained and certified to give you the best products and workmanship at a fair and reasonable price. We still stand behind our workmanship longer than anyone in the industry and we pride ourselves on our service AFTER the job is complete. Massachusetts Home Improvement Contractor's Registration #106642. Construction Supervisor's License #085926.

"Came out to do an estimate, and didn't provide it to me for many days or contact me, despite multiple phone calls I made and messages left. While I understand they were swamped with demand due to a snowstorm, I was led to believe they would be more responsive - and the responsibility lands with them to set expectations with me on turnaround time. In the end, they did repair our gutters in about 10 minutes, and I can't complain - it was fast, albeit very expensive. If I can find an alternative, I wouldn't hire them again."

Jonathan L on February 2021

The Willard Company is a full service residential and commercial roofing company specializing in asphalt, copper, slate, tile, and wood (cedar) shingles, and rubber roofing. We install all types of siding. Parker M. Willard Jr., our 5th generation family member, is our General Manager with over 30 years of experience in the business. The Willard Company is fully licensed, trained and certified to give you the best products and workmanship at a fair and reasonable price. We still stand behind our workmanship longer than anyone in the industry and we pride ourselves on our service AFTER the job is complete. Massachusetts Home Improvement Contractor's Registration #106642. Construction Supervisor's License #085926.

"Came out to do an estimate, and didn't provide it to me for many days or contact me, despite multiple phone calls I made and messages left. While I understand they were swamped with demand due to a snowstorm, I was led to believe they would be more responsive - and the responsibility lands with them to set expectations with me on turnaround time. In the end, they did repair our gutters in about 10 minutes, and I can't complain - it was fast, albeit very expensive. If I can find an alternative, I wouldn't hire them again."

Jonathan L on February 2021


Avatar for Cornerstone Roofing
Cornerstone Roofing
35 Haven Street
5.00(
3
)
Approved Pro
Cornerstone Roofing
35 Haven Street
5.00(
3
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
594 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


Avatar for United Home Experts & United Painting Co
United Home Experts & United Painting Co
60 Pleasant St
4.31(
154
)
Approved Pro
United Home Experts & United Painting Co
60 Pleasant St
4.31(
154
)
Approved Pro
Customers say: Super punctual
3183 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/

"Very disappointed. We asked for triple pane windows, and someone on their end ordered double pane. Luckily we noticed day of installation, and they had to re-order the proper ones we signed for. Finally the group of installers who came did a horrible job. Trash, insulation, and broken glass on our front lawn. Horribly cut wood trim that we had to redo ourselves. Poor sealing that we need to redo. Our hopper window was misaligned and couldn't close. The hinge arm on our casement window has detached from the channel. Communication is spotty from them, and sometimes we don't get an answer by call or text until we message repeatedly. It took over a year to have our project done from contract signing to end, and there are still issues cropping up. Out of the dozen of contractors we've hired the past year and a half, they have been the most disappointing and for what we paid, the quality of work was truly disappointing."

Cin W on June 2023

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/

"Very disappointed. We asked for triple pane windows, and someone on their end ordered double pane. Luckily we noticed day of installation, and they had to re-order the proper ones we signed for. Finally the group of installers who came did a horrible job. Trash, insulation, and broken glass on our front lawn. Horribly cut wood trim that we had to redo ourselves. Poor sealing that we need to redo. Our hopper window was misaligned and couldn't close. The hinge arm on our casement window has detached from the channel. Communication is spotty from them, and sometimes we don't get an answer by call or text until we message repeatedly. It took over a year to have our project done from contract signing to end, and there are still issues cropping up. Out of the dozen of contractors we've hired the past year and a half, they have been the most disappointing and for what we paid, the quality of work was truly disappointing."

Cin W on June 2023


Avatar for Power Home Remodeling
Power Home Remodeling
201 Jones Rd
4.61(
830
)
Approved Pro
Power Home Remodeling
201 Jones Rd
4.61(
830
)
Approved Pro
Customers say: Quality work
5823 local quotes requested
33 years of experience

As the nation’s largest full-service exterior home remodeler, we are backed by over 1,000+ Angi Super Service awards and more than one million happy customers. Why? Because we treat each job as an audition. An opportunity to prove ourselves to you. And the results speak for themselves. So make your home all it was meant to be with our unrivaled exterior services. Contact us today for a free, no obligation estimate on replacement windows, roofing, siding, doors, or attic insulation.

"One of the worst companies I have EVER dealt with in my life. Nothing but runaround, lies, and lack of accountability. They will tell you something over the phone, then when you follow-up, they will magically lose all records of prior conversations. I was told replacement windows would be ordered in June 2024 - never ordered. In January, ordered correctly with 4-6 week expedited delivery time quoted. Now in Feb, was told the windows would not be ready until end of March (total of nearly 11 weeks since order). Magically, they have no record of quoting me 4-6 weeks, though I have email records saying otherwise. Just a miserable company to do business with, would never recommend to any homeowner."

Shankha M on February 2025

As the nation’s largest full-service exterior home remodeler, we are backed by over 1,000+ Angi Super Service awards and more than one million happy customers. Why? Because we treat each job as an audition. An opportunity to prove ourselves to you. And the results speak for themselves. So make your home all it was meant to be with our unrivaled exterior services. Contact us today for a free, no obligation estimate on replacement windows, roofing, siding, doors, or attic insulation.

"One of the worst companies I have EVER dealt with in my life. Nothing but runaround, lies, and lack of accountability. They will tell you something over the phone, then when you follow-up, they will magically lose all records of prior conversations. I was told replacement windows would be ordered in June 2024 - never ordered. In January, ordered correctly with 4-6 week expedited delivery time quoted. Now in Feb, was told the windows would not be ready until end of March (total of nearly 11 weeks since order). Magically, they have no record of quoting me 4-6 weeks, though I have email records saying otherwise. Just a miserable company to do business with, would never recommend to any homeowner."

Shankha M on February 2025


Avatar for IGA General Construction
IGA General Construction
4.40(
5
)
Approved Pro
IGA General Construction
4.40(
5
)
Approved Pro
Customers say: Quick response
1158 local quotes requested
4 years of experience

IGA General Construction is locally owned and operated. We are doing all roofing types, Siding, Windows, Trim. We offer the expertise to handle your complete roofing and restoration project from the beginning to the end. We strive to see the project from the customers point of view. Excellent project management skills. certified contractor, excellent craftsmanship.

"Very pleased with the finished project. Highly recommend ."

Ro S on July 2024

IGA General Construction is locally owned and operated. We are doing all roofing types, Siding, Windows, Trim. We offer the expertise to handle your complete roofing and restoration project from the beginning to the end. We strive to see the project from the customers point of view. Excellent project management skills. certified contractor, excellent craftsmanship.

"Very pleased with the finished project. Highly recommend ."

Ro S on July 2024


Avatar for NMTI-General Construction
NMTI-General Construction
35 Village Rd Suite 100
4.88(
32
)
Approved Pro
NMTI-General Construction
35 Village Rd Suite 100
4.88(
32
)
Approved Pro
Customers say: Terrific value
Recommended by 96% of Angi customers
Recommended by 96% of HomeAdvisor customers
1903 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.

"Had them do a ton of great work on my house! Roof, siding, deck, redesign front entry, chimney, stairs, walkway. Basically rebuilt the outside of my home!! A+ work! Super professional and courteous to deal with. Quickly answered all my inquiries. They do superior work at an extremely fair price. I would recommend them to anyone👍"

Evan K on October 2024

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.

"Had them do a ton of great work on my house! Roof, siding, deck, redesign front entry, chimney, stairs, walkway. Basically rebuilt the outside of my home!! A+ work! Super professional and courteous to deal with. Quickly answered all my inquiries. They do superior work at an extremely fair price. I would recommend them to anyone👍"

Evan K on October 2024


JMI Best Roofing
.
New on HomeAdvisorNew on Angi
Approved Pro
JMI Best Roofing
.
New on AngiNew on HomeAdvisor
Approved Pro
324 local quotes requested

Looking for expertise? Thinking about your roof and siding? JMI Best Roofing is ready to discuss all your needs. Call today!

Looking for expertise? Thinking about your roof and siding? JMI Best Roofing is ready to discuss all your needs. Call today!


Avatar for Howard Construction Inc
Howard Construction Inc
Malden
4.69(
65
)
Approved Pro
Howard Construction Inc
Malden
4.69(
65
)
Approved Pro
Customers say: Terrific value
Recommended by 90% of Angi customers
Recommended by 90% of HomeAdvisor customers
1757 local quotes requested

Howard Construction is your local and family owned company that has over 20 years of experience providing you with superior roofing and contracting services. Our quality workmanship paired with our affordable prices makes us your best choice for your roofing and contracting needs. Whether you are looking for residential or commercial roofing, we are your company to call.

"excellent one day start and finish promptly service and well done and good price, reliable and good practices of work and customer assistance."

Saul V on March 2025

Howard Construction is your local and family owned company that has over 20 years of experience providing you with superior roofing and contracting services. Our quality workmanship paired with our affordable prices makes us your best choice for your roofing and contracting needs. Whether you are looking for residential or commercial roofing, we are your company to call.

"excellent one day start and finish promptly service and well done and good price, reliable and good practices of work and customer assistance."

Saul V on March 2025

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Roofing installation & roof repairs FAQs

Consider your budget, desired appearance, and durability needs. Wood, clay, or slate shingles make a striking impression for great curb appeal. Metal or composite shingles offer exceptional durability in humid climates. If you're looking for a cost-effective option that balances performance and affordability, asphalt shingles are a popular choice.

Professional roofers can install a straightforward asphalt shingle roof in one to three days. Complex designs or steep roofs may take up to a week, especially when using specialized materials that require extra care.

While it's possible to install new shingles over an existing layer, most building codes limit this to two layers of shingles. Overlaying shingles doesn't offer the same protection as a full replacement and may affect warranties and appearance. A complete removal is recommended for the best results.

The lifespan of a shingle roof depends on the material and environment. Asphalt shingles typically last around 20 years. Composite, vinyl, and wood shingles can last up to 50 years. Durable materials like clay and metal may last 80 years with proper maintenance, and slate roofs can endure for up to 100 years.

The homeowners guide to roofing installation & roof repairs
From average costs to expert advice, get all the answers you need to get your job done.
standing seam metal roof on a house
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flat roof home with rubber membrane roofing installed
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professional installing flat roof on home
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Budget for flat roof replacement costs based on factors such as roof type, material, potential repairs, labor, accessibility, and more.
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A house with slate roof tiles
Apr 18, 2025
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Budget for slate roof repair costs based on factors such as project size, type of repairs required, materials, labor, ongoing maintenance, and more.
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