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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 - Install or Replace- 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
149 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

"Nancy & Bob Gosselin New Roof (2023) We are returning customers with the Welch family having had a roof replacement 24 years ago with the 1st Welch roofing company. Dave Welch is the 2nd generation & partners with Adam Quenneville. We appreciated their attention to detail from Dave's presentation to answering all of our questions. The roof was completed in two days with Dave coming and going on both days making sure his crew was taken care of and to see if we had any questions. A huge thanks to Fernando and his crew who worked from dawn to dusk while only stopping for a lunch break leaving our property spotless. We highly recommend Dave Welch & Adam Quenneville.Nancy"
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 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
80 neighbors recently requested a quote
Recommended by92%of homeowners
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Avatar for JP Carroll Roofing - Western Mass
JP Carroll Roofing - Western Mass
5.0(
10
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairInspection - Roofing

Serving Chesterfield, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1988

Free estimates

Warranties offered

"Awesome . Great communication, left the property spotless"
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing

+13

8 neighbors recently requested a quote
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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

"I had my roof replaced. The salesperson was knowledgeable and very personable. Bridget was amazing. Communication was great throughout the entire process and I was satisfied with the results."
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%
17 neighbors recently requested a quote
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Avatar for Precision Roofing and Sealcoating
Precision Roofing and Sealcoating
4.3(
6
)
Flat, Foam or Single Ply Roofing - RepairFlat, Foam or Single Ply Roofing - Repair- For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace+1 more

Serving Chesterfield, MA and surrounding areas

Approved

In business since 2020

Free estimates

Emergency services offered

"They did a great job sealing my driveway!"
Parking lot repair & seal
Striping
Driveway reseal
Parking lot reseal
Raynham ma

+2

11 neighbors recently requested a quote
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Avatar for Clean From The Curb Up
Clean From The Curb Up
5.0(
5
)
Roof - Clean

Serving Chesterfield, MA and surrounding areas

Approved

Free estimates

Warranties offered

Credit card accepted

"The crew from Clean from the Curb Up did an absolutely incredible job. They were very communicative, respectful, and did quality work in an amazingly short amount of time. I’ll happily hire them again."
Clean From The Curb Up
Hotel Window Cleaning
Hotel Window Cleaning
Residential Exterior
Residential Exterior

+1

44 neighbors recently requested a quote
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Showing 1-10 of 175
Roofing questions, answered by experts

While a few icicles on your roof are standard, a large accumulation can be a sign of a bigger problem, such as poor insulation. This is particularly true if you are also dealing with ice dams. If you have numerous large icicles, it is recommended to have a roofing contractor diagnose potential insulation issues and create a plan to solve them.

The short answer is, yes, cedar shakes do last longer than asphalt shingles. But the long answer is, it depends on maintenance. Asphalt shingles last about 20 years, while cedar shingles typically last about 30 years with proper maintenance. If they are very well maintained and installed in an area with a mild, drier climate, they can last up to 50 years.

Though cedar shakes often get confused with shingles, there are a few key differences between wood shakes and wood shingles. For one, cedar shingle prices are lower, although shingles are less durable than wood shakes. Cedar shakes are thicker than shingles (shingles range from about 3/8 to 1/2 inches thick, compared to 1/2 to 3/4 inches thick for shakes). Wood shakes are handmade, while shingles are usually machine-made. Also, wood shakes work better on steeper roofs than shingles do. While the cost of cedar shingles is more budget-friendly, there are many great reasons to choose shakes.

Yes, it’s possible to replace drip edge flashing without removing shingles, but it’s not a good idea. You’ll have to lift the bottom shingles up to remove the old drip edge, install the new material, and then lay the lifted roofing material over the new drip edge. Bending roof shingles can cause damage, and if you have ongoing issues with roof leaks that prompt drip edge replacement, it’s a good idea to consider a roof and drip edge replacement to avoid ongoing issues.

Asphalt shingles have varying thicknesses across the length, so failing to stagger shingles from one row to the next will leave you with bulges and bumps if the thicker sections stack on top of each other. Not only is this unappealing, but it increases the risk of water intrusion. Stagger each new row by 6 inches to avoid this issue.

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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