Top-rated roofers.

Get matched with top roofers in Chesterfield, MA

Enter your zip and get matched with up to 5 pros

Need a pro for your roofing project in Chesterfield, MA?

Select your specific project to find the pro for you.

TRUSTED BY CHESTERFIELD, MA HOMEOWNERS

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

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

"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 time3 days
138 neighbors recently requested a quote
Recommended by97%of homeowners
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
54 neighbors recently requested a quote
Recommended by69%of homeowners
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
74 neighbors recently requested a quote
Recommended by92%of homeowners
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+10 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
1415 neighbors recently requested a quote
Recommended by1%of homeowners
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%
50 neighbors recently requested a quote
...
Showing 1-10 of 172
Roofing questions, answered by experts

Hip roofs tend to cost a bit more than other common styles of roofs. Because of the complex labor needs required to build a hip roof properly, you can expect to spend more on labor if you choose to go with a hip roof over a less complicated roof style.

Before hiring a roofing contractor, it's wise to ask several key questions. Inquire if they are licensed for roof replacement and repair and if they hold any special certifications. Ask if they will be completing all the work themselves or subcontracting parts of it. It's also important to understand the project timeline, whether they will remove the old roof or place new shingles on top, and how they will handle cleanup after the project is complete. Finally, ask about warranties for both work and materials, what recourse you have if issues like leaks arise, and if they can provide customer references.

Generally, hailstones that are one inch in diameter or larger can cause significant damage to a roof. However, smaller hail can also cause damage, particularly when accompanied by strong winds, if it strikes an aging or poorly maintained roof, or if hailstorms are frequent in your area. Hail that is ¼ inch (pea-sized) or smaller poses a minimal risk of immediate, permanent damage, but cumulative impacts can cause deterioration over time. The extent of the damage also depends on the roofing material; hail-resistant tiles like slate or certain types of asphalt shingles can withstand impacts better than other materials. If you are concerned about potential damage after a storm, it is always a good idea to have a professional roofer conduct an inspection.

You can damage your shingles if you use the wrong type of paint on them. You should always use acrylic latex paint specifically formulated for shingles. Other types of paint may trap moisture, which can cause bigger problems like rot and mildew. Considering that roof replacement costs $9,100 on average, it’s definitely best to avoid making this mistake.

Besides using the right paint, remember that painting your shingles will require increased maintenance.

If you’re looking for a cost-effective alternative to a traditional chimney, consider having a dummy chimney installed. Dummy chimneys can either be aesthetic-only or fully functional and can be installed on both new and older homes. Whether installed to match your neighborhood’s aesthetic or to vent your chimney, dummy chimneys are made out of a Glass-Reinforced Plastic (GRP) core, then covered with brick or stone slips to look like a traditional chimney.

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.