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Roofing installation & roof repairers in Dedham

Avatar for Care Free Homes, Inc.
Care Free Homes, Inc.
239 Huttleston Avenue
4.46(
120
)
Approved Pro
Care Free Homes, Inc.
239 Huttleston Avenue
4.46(
120
)
Approved Pro
Customers say: Quality work
1435 local quotes requested
47 years of experience

Care Free Homes specializes in roofing, siding, windows, and other construction services. We are an award-winning home improvement and construction company that services residential homes, condos, and small to mid-size commercial properties. Since 1978 we have served thousands of homeowners in Cape Cod, Southeastern Massachusetts and Rhode Island. We have been an A+ rated, accredited member of the Better Business Bureau for over 30 years and carry an extensive list of industry credentials and awards. We ask for no payments until your project is complete and have financing options for qualified homeowners. Find additional customer reviews by exploring Care Free Homes, Inc. on Google, Facebook, and Houzz. You may also connect with Care Free Homes, Inc. on Facebook, Twitter, Pinterest, Instagram, and Houzz!

"We had a few windows replaced from storm damage. Eddie’s crew, Kevin, Joe, and Andrew thoroughly explained the process and were always courteous and professional from start to finish. They did a great job and cleaned up well upon completion."

Kevin C on April 2025

Care Free Homes specializes in roofing, siding, windows, and other construction services. We are an award-winning home improvement and construction company that services residential homes, condos, and small to mid-size commercial properties. Since 1978 we have served thousands of homeowners in Cape Cod, Southeastern Massachusetts and Rhode Island. We have been an A+ rated, accredited member of the Better Business Bureau for over 30 years and carry an extensive list of industry credentials and awards. We ask for no payments until your project is complete and have financing options for qualified homeowners. Find additional customer reviews by exploring Care Free Homes, Inc. on Google, Facebook, and Houzz. You may also connect with Care Free Homes, Inc. on Facebook, Twitter, Pinterest, Instagram, and Houzz!

"We had a few windows replaced from storm damage. Eddie’s crew, Kevin, Joe, and Andrew thoroughly explained the process and were always courteous and professional from start to finish. They did a great job and cleaned up well upon completion."

Kevin C on April 2025


Avatar for AD Roofing and Siding Experts
AD Roofing and Siding Experts
5.00(
3
)
Approved Pro
AD Roofing and Siding Experts
5.00(
3
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
286 local quotes requested

Our mission is to take care of all of your exterior restoration needs for both residential and commercial properties. AD Roofing & Siding Experts is dedicated to providing you with first-class customer service and exceptional workmanship. We hold our team to the highest standards. We understand that dealing with residential and commercial restoration can be stressful; so it’s our personal commitment to help you navigate your project in a stress-free manner with your property and investment in mind.

"It went very well,I would definitely recommend them"

Fran L on October 2024

Our mission is to take care of all of your exterior restoration needs for both residential and commercial properties. AD Roofing & Siding Experts is dedicated to providing you with first-class customer service and exceptional workmanship. We hold our team to the highest standards. We understand that dealing with residential and commercial restoration can be stressful; so it’s our personal commitment to help you navigate your project in a stress-free manner with your property and investment in mind.

"It went very well,I would definitely recommend them"

Fran L on October 2024


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
595 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 Mighty Dog Roofing Metro West Boston
Mighty Dog Roofing Metro West Boston
50 Dedham Ave
5.00(
5
)
Approved Pro
Mighty Dog Roofing Metro West Boston
50 Dedham Ave
5.00(
5
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
238 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.

"Anthony and the Mighty Dog team were excellent! Super communicative, fantastic prices, and excellent workmenship. Anthony really cares about final touches to bring the project over the top. Mighty dog was able to put the final touches to our exterior remodel and really wrap it up the right way. I would highly recommend the Mightly Dog team to my friends and family. I will also definitely be doing business with them again!"

Ben Y on June 2021

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.

"Anthony and the Mighty Dog team were excellent! Super communicative, fantastic prices, and excellent workmenship. Anthony really cares about final touches to bring the project over the top. Mighty dog was able to put the final touches to our exterior remodel and really wrap it up the right way. I would highly recommend the Mightly Dog team to my friends and family. I will also definitely be doing business with them again!"

Ben Y on June 2021


Avatar for On Top Roofing
On Top Roofing
45 River St
4.66(
174
)
Approved Pro
On Top Roofing
45 River St
4.66(
174
)
Approved Pro
Customers say: Quality work
Recommended by 91% of Angi customers
Recommended by 91% of HomeAdvisor customers
673 local quotes requested

We are a full service roofing company. Our focus is in residential and commercial roofing, We work with many manufacturers for all types of roofing from metal to asphalt shingles to all types of low slope roofing membranes. Additional phone - (508) 299-7663.

"Called On top roofing for an estimate, it took several weeks to get back to us, got the estimate and agreed to have the work done. A few guy showed up one day and started working, we were not notified they were coming to work,good thing we were here that day. They did the job and left without ever communicating with us about the work. We did a walk around and discovered that some of the work was not completed. So called the company back and the owner came out to look at the job, he said it would be about another $100. To complete. We were not happy because this was supposed to be in the estimate we agreed on. The workers show up again unannounced and did the job. We then received a bill for $200. More, again this was not what was agreed upon when talking to owner. We were hoping to form a relationship with this company for future work, but that's not going to happen, there was no communication and even with a written contract they will somehow charge you more than agreed on."

Mike C on September 2024

We are a full service roofing company. Our focus is in residential and commercial roofing, We work with many manufacturers for all types of roofing from metal to asphalt shingles to all types of low slope roofing membranes. Additional phone - (508) 299-7663.

"Called On top roofing for an estimate, it took several weeks to get back to us, got the estimate and agreed to have the work done. A few guy showed up one day and started working, we were not notified they were coming to work,good thing we were here that day. They did the job and left without ever communicating with us about the work. We did a walk around and discovered that some of the work was not completed. So called the company back and the owner came out to look at the job, he said it would be about another $100. To complete. We were not happy because this was supposed to be in the estimate we agreed on. The workers show up again unannounced and did the job. We then received a bill for $200. More, again this was not what was agreed upon when talking to owner. We were hoping to form a relationship with this company for future work, but that's not going to happen, there was no communication and even with a written contract they will somehow charge you more than agreed on."

Mike C on September 2024


Avatar for Adam Vaillancourt Roofing & Construction LLC
Adam Vaillancourt Roofing & Construction LLC
45 Emerson Rd
4.71(
70
)
Approved Pro
Adam Vaillancourt Roofing & Construction LLC
45 Emerson Rd
4.71(
70
)
Approved Pro
Customers say: Super punctual
Recommended by 91% of Angi customers
Recommended by 91% of HomeAdvisor customers
1046 local quotes requested

Adam Vaillancourt Roofing and Construction is a family owned and operated roofing company. We are the NH Roofing Contractor that customers can believe in and trust. We provide the highest quality of craftsmanship in the most efficient and timely manner. We specialize in residential roofing, commercial roofing, and replacement windows. With over 20 years’ experience and thousands of satisfied customers we are the NH roofing company and MA roofing company that residents and businesses turn to. When looking for a roofing contractor for Replacement roofing or roofing repairs, look no further than Adam Vaillancourt Roofing. We are ready for your business.

"Everything from the phone call to set up the appointment to the expected wait time for the job to be addressed to the completed project was handled in a professional yet friendly manner. The estimate was explained well and appropriate expectation was set as to the time involved to complete the project and when the job could be scheduled."

Lynda V on December 2024

Adam Vaillancourt Roofing and Construction is a family owned and operated roofing company. We are the NH Roofing Contractor that customers can believe in and trust. We provide the highest quality of craftsmanship in the most efficient and timely manner. We specialize in residential roofing, commercial roofing, and replacement windows. With over 20 years’ experience and thousands of satisfied customers we are the NH roofing company and MA roofing company that residents and businesses turn to. When looking for a roofing contractor for Replacement roofing or roofing repairs, look no further than Adam Vaillancourt Roofing. We are ready for your business.

"Everything from the phone call to set up the appointment to the expected wait time for the job to be addressed to the completed project was handled in a professional yet friendly manner. The estimate was explained well and appropriate expectation was set as to the time involved to complete the project and when the job could be scheduled."

Lynda V on December 2024


Avatar for Watertight Pro. Roofing & Skylights
Watertight Pro. Roofing & Skylights
124 Kendall Street
5.00(
1
)
Approved Pro
Watertight Pro. Roofing & Skylights
124 Kendall Street
5.00(
1
)
Approved Pro
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
939 local quotes requested

Trusted for over two decades, Watertight Pro Roofing and Skylights specializes in commercial and residential roofing as well as skylight installation in the Framingham, Massachusetts area. With their focus on exceptional craftsmanship, customer satisfaction, and competitive pricing, they've built a solid reputation for providing superior roofing services. Contact Watertight Pro Roofing and Skylights for your next project, whether it's a small repair or a comprehensive installation, and experience the difference with a team dedicated to making your roofing project a success.

"Manny is the BEST! Did a great job, pulls all permits, very punctual, great communication, very polite, answers any questions and calls, cleaned up during and after job was completed, his crew is great too. Thank you Manny! I highly recommend Watertight pro to everyone and anyone at anytime."

Jane O on March 2025

Trusted for over two decades, Watertight Pro Roofing and Skylights specializes in commercial and residential roofing as well as skylight installation in the Framingham, Massachusetts area. With their focus on exceptional craftsmanship, customer satisfaction, and competitive pricing, they've built a solid reputation for providing superior roofing services. Contact Watertight Pro Roofing and Skylights for your next project, whether it's a small repair or a comprehensive installation, and experience the difference with a team dedicated to making your roofing project a success.

"Manny is the BEST! Did a great job, pulls all permits, very punctual, great communication, very polite, answers any questions and calls, cleaned up during and after job was completed, his crew is great too. Thank you Manny! I highly recommend Watertight pro to everyone and anyone at anytime."

Jane O on March 2025


Couto Construction Inc.
895 Post Road
New on HomeAdvisorNew on Angi
Approved Pro
Couto Construction Inc.
895 Post Road
New on AngiNew on HomeAdvisor
Approved Pro
1076 local quotes requested
38 years of experience

Most people stress over home improvements. We make it easy and affordable. The exterior home experts at Couto Construction have been beautifying homes across Southeastern Massachusetts, Cape Cod and Rhode Island for more than 30 years. We've helped thousands of homeowners, and we're here for you.

Most people stress over home improvements. We make it easy and affordable. The exterior home experts at Couto Construction have been beautifying homes across Southeastern Massachusetts, Cape Cod and Rhode Island for more than 30 years. We've helped thousands of homeowners, and we're here for you.


Avatar for Window Depot of South Boston
Window Depot of South Boston
2 Franklin St Unit 4
5.00(
6
)
Approved Pro
Window Depot of South Boston
2 Franklin St Unit 4
5.00(
6
)
Approved Pro
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
712 local quotes requested

Every once in a while. you run into a company that gives you everything you're looking for. A great product, a fair price, intimate service and the strength to stand behind it all. These are the principles behind Americas fastest growing replacement window company, Window Depot USA. Serving nearly 90 U.S. marketplaces, Window Depot USA offers premium home replacement windows at affordable prices. Window Depot USA dealer is locally owned and operated, so you can expect outstanding service from sales to installation, with each job completed quickly and professionally. And with national buying power, we pass on exceptional savings from the factory. right to you.

"Had my siding done by this company. They were extremely friendly and professional. The entire project was done in a day and my yard was left nice and clean."

Taylor L on April 2024

Every once in a while. you run into a company that gives you everything you're looking for. A great product, a fair price, intimate service and the strength to stand behind it all. These are the principles behind Americas fastest growing replacement window company, Window Depot USA. Serving nearly 90 U.S. marketplaces, Window Depot USA offers premium home replacement windows at affordable prices. Window Depot USA dealer is locally owned and operated, so you can expect outstanding service from sales to installation, with each job completed quickly and professionally. And with national buying power, we pass on exceptional savings from the factory. right to you.

"Had my siding done by this company. They were extremely friendly and professional. The entire project was done in a day and my yard was left nice and clean."

Taylor L on April 2024


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
1924 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: office@diamondconstructionma.com

"Good job. Quick and professional"

Scott C on July 2024

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

"Good job. Quick and professional"

Scott C on July 2024

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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
Apr 30, 2025
Apr 30, 2025
Budget for standing seam metal roof costs based on factors such as roof size, metal type, lock type, panel width, accessibility, permits, labor, and more.
flat roof home with rubber membrane roofing installed
Apr 29, 2025
Apr 29, 2025
Budget for rubber roof costs based on factors such as roof size, pitch, membrane type, labor, permits, accessibility, installation system, removal, and more.
professional spreading sealant on flat roof with roller
Apr 25, 2025
Apr 25, 2025
Roof coating costs depend on the type of coating you choose. Options include silicone, bitumen, acrylic, and liquid rubber, among others.
professional installing flat roof on home
Apr 27, 2025
Apr 27, 2025
Budget for flat roof replacement costs based on factors such as roof type, material, potential repairs, labor, accessibility, and more.
A dark roof on a brick house
Apr 22, 2025
Apr 22, 2025
Budget for spray foam roofing costs based on factors such as foam density, cell type, materials, permits, overages, labor, and more.
A house with slate roof tiles
Apr 18, 2025
Apr 18, 2025
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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