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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 - Install or ReplaceMetal Roofing - Install or ReplaceFlat, Foam, or Single Ply Roofing - Install or Replace+5 more

Serving Chester, MA and surrounding areas

Approved

In business since 2017

Free estimates

Emergency services offered

"I had a leak that can be seen from a ceiling. Called several roofing companies and got no reply back. Used home advisor and have Andrea called me and scheduled the visit promptly for Freddy to come and check the leak. Freddy was very professional, identified the leak that was due to improper seal of one of the skylights and fixed it right away. He also checked my other skylights and some had the same problem which he fixed. Freddy checked my roof for issues and provided tips for maintenance so it can last long. Definitely will recommend Global Home Improvement, Inc as a honest and very professional company !"
Roof Replacement
Roof Underlayment
Roof Installation
Roof Prep & Install
Shingle Installation

+1

Response time8 hrs
180 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

"They would not do the complete job that I needed, i.e., they would only do the exterior roofing work while I needed interior work done as well."
Roof repair
Repairs
Roof maintenance.
New roof
Asphalt shingles, new roof.

+1

Response time10 hrs
50 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

"The cost of metal roof is more than asphalt but this roof comes with 50 year guarantee. Since this is our third roof , I wish we had this option years ago. Roof looks great"
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
61 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 Chester, 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

Request Quote
Avatar for Power Home Remodeling
Power Home Remodeling
4.1(
546
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+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

3067 neighbors recently requested a quote
Recommended by84%of homeowners
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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

"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 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

"They called me and came over the same day. The deck looks great and they worked very hard."
What We Do...
What We Do...
What We Do...
What We Do...
Front Steps

+42

Response time3 hrs
Response rate89%
26 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

"Hard working crew, professional , polite answered all questions. Once siding completed removed unused material and cleaned the area. definitely recommend"
Home Improvements
Home Improvements
Home Improvements
Home Improvements
Home Improvements

+37

Response time9 hrs
Response rate92%
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 Chester, MA and surrounding areas

Approved

In business since 1999

Free estimates

Emergency services offered

"The options and costs were explained well to me. The old gutters were removed without damage to my house. The old gutters were disposed of. The new gutters were neatly and professionally installed. They cleaned up after themselves. I was very pleased with the workmanship."
BASEMENT RE-FINISHING
MOLD CERTIFICATION
Hatchway
Footer
Hatchway Foundation Walls

+63

Response time3 days
68 neighbors recently requested a quote
Recommended by92%of homeowners
Request Quote
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Showing 1-10 of 190
Roofing questions, answered by experts

A cool roof can be worth it in the right climate. Cool roofs are excellent at reflecting solar heat away from your home, so if you live in a warm or hot climate, they can be a great roofing choice. Some cool roofing materials are even eligible for tax credits. However, they cost more than traditional roofing and don’t retain heat as well as traditional roofing, so they’re not ideal if you live in a cold climate.

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.

Roof leaks develop quickly and can cause serious damage to your house and in extreme cases, quite nearly ruin it. Roof leaks have been known to affect even the foundations of a home, so taking care of any issues as soon as they pop up—or even before—is of the utmost importance.

Architectural shingles typically last between 20 and 30 years. While some manufacturers provide warranties for 30 to 50 years, particularly for extreme weather, achieving such a long lifespan is uncommon. The actual life of your shingles can be shorter if you live in an area prone to strong winds, hailstorms, or other severe weather. To avoid the risk of roof failure and costly water damage from leaks, it is recommended to replace your roof before it reaches the end of its expected life. Scheduling regular roof inspections every few years is a good way to assess your roof's condition and determine the best timeline for replacement.

A tarp can temporarily stop a roof leak, but how long the solution works heavily depends on the placement and size of the leak. While a tarp can be a temporary solution, it’s crucial to have a professional inspect and repair the leak as soon as possible to implement a permanent fix.

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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