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TRUSTED BY CHESTER, MA HOMEOWNERS

  • Average homeowner rating star icon4.2
    Average homeowner rating
  • Verified reviews icon53
    Verified roofing services reviews

Verified Reviews for Roofing pros in Chester, MA

*The Angi rating for Roofing companies in Chester, 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 Chester, 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 October 08, 2025

Find Roofers in Chester

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 Chester, 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
137 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 Chester, 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
58 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 Chester, 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
74 neighbors recently requested a quote
Recommended by92%of homeowners
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Avatar for Power Home Remodeling
Power Home Remodeling
4.1(
547
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairInspection - Roofing+4 more

Serving Chester, MA and surrounding areas

Approved (Corporate)

In business since 1992

Free estimates

Warranties offered

"The Power Home Remodeling crew were very professional, fixed my roof in timely mater, came on time, cleanup excellent and now i hve beautiful new roof."
GAF Fortitude Roof
GAF Fortitude Roof
GAF Fortitude Roof
GAF Fortitude Roof
GAF Fortitude Roof

+20

2051 neighbors recently requested a quote
Recommended by84%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 Chester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1988

Free estimates

Warranties offered

"Excellent job. Courteous professionals. Good communications. On time, on budget, good job policing the grounds, both mine and the neighbor's."
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing

+13

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

Serving Chester, MA and surrounding areas

Approved

In business since 1999

Free estimates

Emergency services offered

"Our company contact Aaron was patient, professional and took the time to educate us about roof components and their installation."
Recommended by87%of homeowners
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Avatar for Vault Roofing
Vault Roofing
4.4(
35
)
Asphalt Shingle Roofing - Install or Replace

Serving Chester, MA and surrounding areas

Approved (Corporate)

In business since 1977

Free estimates

Warranties offered

"Shawndel Evans and Greg Plaskett with Vault Roofing. They were great guys. They came to our house and explained our roof situation. The guys gave us a good deal and helped us get some financing so we could get the rest of the money for our loan. Would recommend Vault roofing!!!"
Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal

+2

219 neighbors recently requested a quote
Recommended by40%of homeowners
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Avatar for ProEdge Remodeling - Roofing
ProEdge Remodeling - Roofing
4.3(
47
)
Asphalt Shingle Roofing - Install or Replace

Serving Chester, 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
Request Quote
Avatar for SOS Powerwash
SOS Powerwash
5.0(
12
)
Roof - Clean

Serving Chester, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2022

Free estimates

Small jobs welcome

"My house and roof look fantastic. The chemical used for treating the moss on a portion of my roof also affected some of my surround plants on the ground. I'm sure they will come back fine next spring. It was worth it to have a clean house and roof."
What We Do...
What We Do...
What We Do...
What We Do...
Front Steps

+42

Response time7 hrs
Response rate97%
28 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 Chester, MA and surrounding areas

Approved

In business since 2006

Free estimates

Warranties offered

"Best group of workers and materials used as awesome.Would use them again and I highly recommend them"
Home Improvements
Home Improvements
Home Improvements
Home Improvements
Home Improvements

+37

Response time10 hrs
Response rate93%
54 neighbors recently requested a quote
Request Quote
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Showing 1-10 of 197
Roofing questions, answered by experts

Roof underlayment usually lasts as long as the roofing material that covers it, as it’s not directly exposed to the elements. In most cases, roofing companies will replace the underlayment each time they install a new roof. In some cases, particularly with slate, clay, or certain metal roofs that can last 50 to 100 years, your underlayment may require replacement within that timeframe, especially if you start to notice roof leaks.

Hiring a reliable roofing contractor requires finding a company in your area with years of experience, holds the necessary licensing, and has a history of positive customer reviews and services. Start by researching whether a roofer you’re considering hiring holds the necessary certifications. Consider requesting customer references from your top contenders. Finally, get quotes from a few roofing companies and decide which provides the best value overall.

The best type of roof vent depends on the size, type, and construction of your roof as well as the environmental conditions in and around your home. In many cases, an active ventilation system that draws in fresh air and exhausts air out through the attic is the most effective. Active ventilation systems include roof ridge vents with baffles, turbine vents, and soffit vents that are used together with another type of vent.

Asphalt shingles are the least-expensive roofing material. They cost around $10,000 for a 1,600-square-foot home compared to $16,500 for metal roofing or $25,000 for slate shingles.

Roofers don’t typically replace vent pipes themselves, but they do handle the flashing and seals around vent pipes when working on a roof. During a roof replacement or repair, roofers inspect the vent pipe flashing for damage, replace deteriorated seals, and ensure the pipe is properly integrated into the roofing system to prevent leaks. If the vent pipe itself is cracked or damaged, a plumber is usually required to replace it, while the roofer ensures the roofing components around the pipe remain watertight.

The Chester, 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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