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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
)
Sealant for Roof - Apply- For BusinessAsphalt Shingle Roofing - Repair - For BusinessFlat, Foam or Single Ply Roofing - Repair- For Business+2 more

Serving Chesterfield, MA and surrounding areas

Approved

In business since 2017

Free estimates

Emergency services offered

"Manny was on time, professional, and pleasant. He replaced our flat roof in one day. It looks great and we hope it will "winter well". Thanks for providing us his name and reviews. Joyce B in Wellesley"
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 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
59 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

"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
73 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 Overstate Roofing Services Inc.
Overstate Roofing Services Inc.
4.3(
62
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairSealant for Roof - Apply+11 more

Serving Chesterfield, MA and surrounding areas

Approved

In business since 2025

Free estimates

Emergency services offered

"5 Stars ! I hired Overstate multiple times . Yani was so polite and professional , I needed to replace my plaster ceilling in 4 different rooms . It started in a small project and slowly I decided working with Yani on a new bathroom remodel , framing and other drywall services . I know that overstate does roofing as well , I?ll definitely consider them when I replace my new roof ."
Roof replacement
Roof replacement
1387 neighbors recently requested a quote
Recommended by1%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

"Install crew was perfect. No dust, no mess. Complete cleanup, and a perfect airtight install. For years we have had winter management strategies. Closing off room on the north side... and running space heater in those rooms during use. After installation of the ProEdge windows these rooms are as warm as the rest of the house. AMAZING! Recent warm days prove the advantage of triple glazed low-E windows, too. Nice and cool inside. I searched for years for new windows that met MY specifications . As a career engineer I am happy to recommend ProEdge to anyone. Their attention to detail is superb."
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

"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 Chesterfield, MA and surrounding areas

Approved

In business since 2006

Free estimates

Warranties offered

"Home Adavisor mandates that I rate a company even though I did not hire them = not fair. I can not attest as to to the quality of their work although they certainly appear to be reputable. I had a small vinyl siding job (2 square) and the rep indicated that they don't really take on small jobs and that his quote would not not be competitive with a local central CT contractor."
Home Improvements
Home Improvements
Home Improvements
Home Improvements
Home Improvements

+37

Response time10 hrs
Response rate93%
53 neighbors recently requested a quote
Request Quote
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Showing 1-10 of 172
Roofing questions, answered by experts

Metal roofs do not inherently leak more than shingle roofs; when properly installed, they are generally less likely to leak. Asphalt shingle roofs are more susceptible to leaks due to factors like wind uplift, damage from extreme weather, moss growth, and ice dams. Over time, asphalt shingles also lose their protective grit, which reduces their waterproofing capabilities. In contrast, metal is a more resilient material that stands up better to heavy precipitation and high winds. However, metal roofs can develop leaks if they are poorly installed, have improperly sealed fasteners, or experience issues from thermal expansion. For this reason, professional installation and regular maintenance are crucial to ensure a metal roof's longevity and superior protection against leaks.

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.

A new roof may improve insulation and ventilation problems that can lead to ice dams, but it’s not a solution for preventing them. All roofs are susceptible to the conditions that cause ice dams, so it’s best to invest your money into insulation and gutter management solutions rather than a new roof if you don’t need a replacement yet.

During the framing process, builders connect the roof to the walls with materials, including metal connectors, plywood panels, and wood blocks. These roof-to-wall connections are important and provide weatherproofing, noise and temperature insulation, protection against pests, and home integrity. The type of connector and method used will vary, depending on your home’s construction and needs, and each has pros and cons in terms of cost, noise insulation, longevity, and reliability. Talk with your home or roofing contractor about the best connectors for your roof and walls, and what they recommend for your home.

A roof replacement can take anywhere from one to 14 days. For most homes, a full replacement that includes tearing off old materials takes about one to two days, though the average project can last up to 12 days. The exact timeline depends on several factors, including the roof's size and complexity, the type of roofing material, the crew size, and weather conditions. Certain materials take longer to install; for example, metal roofs can take seven to 14 days because the material is more difficult to work with than asphalt shingles, wood, or tile. A re-roofing project, where new shingles are installed over old ones, can take half the time or less. It's also important to factor in the time needed to obtain necessary permits. A professional roofing contractor will typically complete the job faster than a DIY approach.

The Chesterfield, MA homeowners’ guide to roofing services

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