Top-rated roofers.

Best roofers near Winchendon, MA

Enter your zip and get matched with up to 5 pros

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

Select your specific project to find the pro for you.

TRUSTED BY WINCHENDON, MA HOMEOWNERS

  • Average homeowner rating star icon4.2
    Average homeowner rating
  • Verified reviews icon285
    Verified roofing services reviews

Verified Reviews for Roofing pros in Winchendon, MA

*The Angi rating for Roofing companies in Winchendon, 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 Winchendon, 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 28, 2026

Top-Rated Roofers in Winchendon - Updated Nov 2026

Avatar for Global Home Exteriors, Inc.
Global Home Exteriors, Inc.
4.8(
86
)
Flat, Foam, or Single Ply Roofing - Install or Replace- For BusinessSealant for Roof - Apply- For BusinessAsphalt Shingle Roofing - Repair - For Business+2 more

Serving Winchendon, 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
159 neighbors recently requested a quote
Recommended by97%of homeowners
Request Quote
Avatar for Long Home
Long Home
4.3(
96
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Winchendon, MA and surrounding areas

Approved

In business since 1945

Free estimates

Emergency services offered

"Quick and easy. Roof looks great."
Roof Replacement
Roof Replacement
Roof Replacement
Roof Replacement
Response time10 mins
33 neighbors recently requested a quote
Recommended by84%of homeowners
Request Quote
Avatar for East Coast Metal Roofing, LLC - Massachusetts
East Coast Metal Roofing, LLC - Massachusetts
4.6(
104
)
Metal Roofing - Install or Replace

Serving Winchendon, 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
75 neighbors recently requested a quote
Recommended by92%of homeowners
Request Quote
Avatar for BBS General Construction Inc
BBS General Construction Inc
4.6(
14
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+17 more

Serving Winchendon, MA and surrounding areas

Approved

In business since 2016

Free estimates

Emergency services offered

"They did an awesome job! The roof looks GREAT! Plus the people are very professional and friendly. There will be no other company doing my projects but BBS General Construction Inc. from now on!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+16

Response time10 hrs
11 neighbors recently requested a quote
Recommended by78%of homeowners
Request Quote
Avatar for David Mercier
David Mercier
4.1(
84
)
Flat, Foam or Single Ply Roofing - RepairNatural Slate Roofing - RepairNatural Slate Roofing - Repair- For Business+2 more

Serving Winchendon, MA and surrounding areas

Approved

In business since 1998

Free estimates

Emergency services offered

"Repaired the leak on my slate roof. Very professional and did a good job."
Response time1 day
30 neighbors recently requested a quote
Recommended by90%of homeowners
Request Quote
Avatar for Adam Vaillancourt Roofing & Gutters - Milford
Adam Vaillancourt Roofing & Gutters - Milford
4.9(
13
)
Asphalt Shingle Roofing - RepairAsphalt Shingle Roofing - Install or ReplaceHeating Cable for Roof - Install+6 more

Serving Winchendon, MA and surrounding areas

Approved (Corporate)

Super Service Award Winner

In business since 2004

Free estimates

Small jobs welcome

"This team took the time to really understand leaky roof problem before considering the repairs."
During
During 2
Before
After
After

+7

Response time12 hrs
Response rate100%
82 neighbors recently requested a quote
Request Quote
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 Winchendon, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1988

Free estimates

Warranties offered

JP Carroll is the most trusted roofing company in MA and CT - serving our communities for almost 40 years with over 500 5-star reviews. \n \nWhile all roofs will eventually face problems and fail, homeowners can take many preventative measures to protect their roofs so they last as long as possible. The most important action is to find a professional roofer you can rely on when something goes wrong. Whether you need roof repair, inspection, ice damming prevention, you can count on our trained and certified roofers in Connecticut and Massachusetts for high-quality service every time. As full-service contractor, JP Carroll Roofing is the best choice for prompt and dependable residential and commercial roofing service. We also offer siding, gutter, gutter guard, and replacement window installation as well as gutter cleaning.

JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing
JP Carroll Roofing

+13

65 neighbors recently requested a quote
Request Quote
Avatar for Clear Choice Home Improvements, LLC
Clear Choice Home Improvements, LLC
4.5(
977
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Winchendon, MA and surrounding areas

Approved

In business since 2004

Free estimates

Credit card accepted

"Very professional and job was well done. Roofing crew was incredible"
Before & After
Before & After
Before & After
Before & After
Before & After

+6

Response time3 hrs
129 neighbors recently requested a quote
Recommended by92%of homeowners
Request Quote
Avatar for McGrath Roofing & Exteriors
McGrath Roofing & Exteriors
5.0(
6
)
Asphalt Shingle Roofing - Install or ReplaceFlat, Foam, or Single Ply Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Winchendon, MA and surrounding areas

Approved

Free estimates

Emergency services offered

Warranties offered

"McGraths did ma great job for us on several different roof projects including metal roofing on a porch addition, metal replacement roof on a bedroom wing, and a roof reconfiguration over our mud room/entrance. Most recently they have added a roof over a closet addition to the mud room/entrance."
Metal Roof Princeton
Metal Roof Princeton
Metal Roof Princeton
Asphalt Roof Replacement
Asphalt Roof Replacement

+20

3 neighbors recently requested a quote
Request Quote
Avatar for Vault Roofing
Vault Roofing
4.2(
50
)
Asphalt Shingle Roofing - Repair

Serving Winchendon, MA and surrounding areas

Approved (Corporate)

In business since 1979

Free estimates

Credit card accepted

For homeowners who want to feel confident in their roofing decision, Vault Roofing is the most dependable roofing and gutter replacement company. Vault delivers lasting peace of mind through thoughtful craftsmanship, earned trust, and long-term value, supported by an industry-leading lifetime warranty. \n

Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal
Stunning Curb Appeal

+6

49 neighbors recently requested a quote
Recommended by42%of homeowners
Request Quote
...
Showing 1-10 of 268
Roofing FAQs, answered by experts

Roof work is dangerous and exacting, and a misstep could lead to even more costly repairs, so we do not recommend DIYing. If you are dead set on giving it a go, practice safety measures. Wear a harness, only work during mild weather, and have a partner to help. Potentially DIY-friendly jobs include patching up small leaks, sealing areas around the chimney, and replacing a few shingles.

If a home isn’t properly winterized, the pipes can freeze and burst, causing flooding and massive property damage. It can also leave your house susceptible to pests, which can infest it and cause significant damage. Winterizing a home can prevent many potential issues and save you money on costly repairs.

TPO roofing can last anywhere from 15 to 30 years, or an average of 22 years, but you can extend its life expectancy through proper roof maintenance. For the best chance at realizing the longest life span possible, keep tree branches trimmed so they’re not in contact with the roofing material. Inspect your roof regularly and repair any damage immediately.

Building code allows 24-inch on-center spacing for roof trusses. However, you can install them on 12- or 16-inch centers to handle large loads or other exceptional circumstances. In cases such as covering a wide span or supporting alternative roofing materials, where a structural engineer needs to evaluate or create a design for your trusses, the plans will indicate the spacing. 

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.

The Winchendon, MA homeowners’ guide to roofing services

From average costs to expert advice, get all the answers you need to get your job done.

See all articles