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TRUSTED BY CHESTERFIELD, MA HOMEOWNERS

  • Average homeowner rating star icon4.3
    Average homeowner rating
  • Verified reviews icon168
    Verified roofing services reviews

Verified Reviews for Roofing pros in Chesterfield, MA

*The Angi rating for Roofing companies in Chesterfield, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.

*The HomeAdvisor rating for Roofing companies in Chesterfield, MA is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Roofing needs.

Last update on August 21, 2026

Find Roofers in Chesterfield

Avatar for Global Home Exteriors, Inc.
Global Home Exteriors, Inc.
4.8(
86
)
Asphalt Shingle Roofing - Repair - For BusinessFlat, Foam or Single Ply Roofing - Repair- For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace- For Business+2 more

Serving Chesterfield, MA and surrounding areas

Approved

In business since 2017

Free estimates

Emergency services offered

"Very prompt and organized. Andrea came out during the day while they were working on the roof to check on progress and to see if there were any questions. She also followed up by email to see if we had any questions and was very transparent on the extra cost of having to replace some of the decking. Will definitely use them again in the future if need be!"
Roof Replacement
Roof Underlayment
Roof Installation
Roof Prep & Install
Shingle Installation

+1

Response time3 days
127 neighbors recently requested a quote
Recommended by97%of homeowners
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Avatar for Adam Quenneville Roofing and Siding, Inc.
Adam Quenneville Roofing and Siding, Inc.
4.7(
136
)
Asphalt Shingle Roofing - RepairRoof - Clean

Serving Chesterfield, MA and surrounding areas

Approved

In business since 2004

Free estimates

Warranties offered

"Scott (the leader) Lewis and Davison did a stellar job on my 2 story home and garage. They go the extra mile! Have hired lots of folks who have done good work but this team I would give 10 stars to. Hope they are available again next fall!!! Very grateful."
Roof repair
Repairs
Roof maintenance.
New roof
Asphalt shingles, new roof.

+1

Response time10 hrs
54 neighbors recently requested a quote
Recommended by69%of homeowners
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Avatar for East Coast Metal Roofing, LLC - Massachusetts
East Coast Metal Roofing, LLC - Massachusetts
4.6(
104
)
Metal Roofing - Install or Replace

Serving Chesterfield, MA and surrounding areas

Approved

In business since 2015

Free estimates

Warranties offered

"Clear communication through the whole process. Questions were answered promptly and the roof looks amazing. I was extremely impressed with the work ethics of the crew, as well as the care the project manager and quality control team gave us."
Halifax, MA - Dawn Gray Aluminum Shingle
Griswold, CT - Dawn Gray Aluminum Shingle
Southborough, MA - Black Aluminum Shingle
Rindge, NH - Classic Brown Aluminum Shingle
Webster, MA - Black Aluminum Shingle

+155

Response time2 days
70 neighbors recently requested a quote
Recommended by92%of homeowners
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Avatar for JP Carroll Roofing
JP Carroll Roofing
5.0(
10
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business

Serving Chesterfield, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1988

Free estimates

Warranties offered

"Paul came by to install solar powered vent and repair chimney leak and finish Velux install. All went well and very polite people."
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing

+13

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Avatar for Long Home
Long Home
4.3(
184
)
Asphalt Shingle Roofing - Install or Replace

Serving Chesterfield, MA and surrounding areas

Approved

In business since 1999

Free estimates

Emergency services offered

"Aaron Tircuit Excellent in improving my knowlege of roofing Outstanding ability to answer my questions. I signed two. Contractions immediately!!!"
Recommended by87%of homeowners
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Avatar for ProEdge Remodeling - Roofing
ProEdge Remodeling - Roofing
4.3(
47
)
Asphalt Shingle Roofing - Install or Replace

Serving Chesterfield, MA and surrounding areas

Approved

In business since 1961

Free estimates

Credit card accepted

"Very satisfied. I built my own home that Jason, Eddie and David worked in. Could not be happier with there work and the windows. Would highly recommend them."
Asphalt Shingle Roofing
Asphalt Shingle Roofing
Recommended by85%of homeowners
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Avatar for Express Home Restoration
Express Home Restoration
5.0(
10
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair - For Business

Serving Chesterfield, MA and surrounding areas

Approved

In business since 2024

Free estimates

Emergency services offered

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! Book with us online or feel free to give us a call today!\n

Roof Projects
Roof Projects
Roof Projects
Roof Projects
Roof Projects

+44

Response time4 hrs
Response rate93%
5 neighbors recently requested a quote
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Avatar for SOS Powerwash
SOS Powerwash
5.0(
12
)
Roof - Clean

Serving Chesterfield, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2022

Free estimates

Small jobs welcome

"Everything was great I was pleased with the work and the customer service"
What We Do...
What We Do...
What We Do...
What We Do...
Front Steps

+42

Response time7 hrs
Response rate97%
27 neighbors recently requested a quote
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Avatar for Alliance Home Improvement, Inc.
Alliance Home Improvement, Inc.
4.5(
26
)
Asphalt Shingle Roofing - Install or Replace

Serving Chesterfield, MA and surrounding areas

Approved

In business since 2006

Free estimates

Warranties offered

"Entire process exceeded my expectations from the initial contact I had with Alliance to the completion of the project. The proposal I received from Keith provided the level of detail I was looking for and he did a great job in going over the siding products Alliance offered to detailing all the necessary steps in the process. The installation process went very smoothly and was completed in a timely manner. The crew led by Serg were extremely professional, knowledgeable and focused. I could not be happier with the work they did and Serg kept me updated on how the project was progressing and was quick to reach out to me with any questions he had on the proposed installation approach. Therefore, I would recommend Alliance for any home improvement needs that you may need addressed. Lastly, I was so satisfied with the siding installation Alliance did I am now having them replace the two entry doors to my garage. Thank you again Sergiy, Keith, Serg and the rest of the installation crew. CFP Sr."
Home Improvements
Home Improvements
Home Improvements
Home Improvements
Home Improvements

+37

Response time10 hrs
Response rate93%
55 neighbors recently requested a quote
Request Quote
Avatar for Advanced Seamless Gutters
Advanced Seamless Gutters
4.4(
210
)
Metal Roofing - Install or Replace

Serving Chesterfield, MA and surrounding areas

Approved

In business since 1999

Free estimates

Emergency services offered

"great product just still waiting for them to come adjust roof heat cable pinched under new gutter"
BASEMENT RE-FINISHING
MOLD CERTIFICATION
Hatchway
Footer
Hatchway Foundation Walls

+63

Response time1 day
Response rate86%
127 neighbors recently requested a quote
Request Quote
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Showing 1-10 of 169
Roofing questions, answered by experts

You can put new shingles over old shingles, but most municipalities only allow for two layers of shingles before you have to rip off the old roof and start fresh. In some areas, only a single layer of shingles is allowed due to the weight a bundle of shingles adds to your structure. In most cases, it’s a good idea to remove your old shingles before you install new shingles, especially if you suspect that a roof leak may have compromised the decking underneath.

Thatched roofs last for between 30 and 50 years in most cases, which is longer than most asphalt roofs. However, getting that life span from your thatched roof requires more maintenance than you’d need for most other materials, including fireproofing, brushing, cleaning, and rethatching as the material gets worn down. You’ll also need routine inspections to ensure you’re not at risk of leaks.

In most cases, no, roofers won’t need to come inside. Some reasons roofers may need to come inside are to assess ventilation. inspect roof leaks, or check for any structural concerns.

Depending on the condition of your roof, you may be able to add flashing to it. If you’re looking for a way to maintain its integrity while saving some money, you should ask a roofing pro if this is an option. Keep in mind that if your roof is in poor shape, a full replacement may be necessary before flashing is installed.

Asphalt shingles, wooden shakes, and slate or clay roofing tiles are often replaceable without having to replace the entire roof. It's possible to replace just a few shingles or tiles without much trouble in the case of wind damage or other minor problems. DIYers can perform the task in some situations. However, professional repair is always the best bet when it comes to roofing.

The Chesterfield, MA homeowners’ guide to roofing services

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

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