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

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
161 neighbors recently requested a quote
Recommended by97%of homeowners
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

"Long Roofing went above and beyond when installing our roof and gutter. The job turned out more difficult than we thought it would be but Long Roofing made me feel comfortable and reassured that they would fix everything. Everyone involved from the salesperson to customer service listened to our needs and treated me with respect. The roof looks amazing. I don't want to get into price, but even though you may get someone less expensive, using Log Roofing was well worth a little extra cost"
Roof Replacement
Roof Replacement
Roof Replacement
Roof Replacement
Response time10 mins
31 neighbors recently requested a quote
Recommended by84%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 Winchendon, MA and surrounding areas

Approved

In business since 2015

Free estimates

Warranties offered

"After a great deal of research into different metal roofing companies, we decided to call East Coast Metal Roofing. Dave Harrison came to our house, walking us through all the steps and answering whatever questions we had. We felt very good about our decision. The roofing team arrived earlier this past week. I didn't know that sort of worth ethic was still out there, but we were incredibly impressed! The care taken to protect the home and surrounding features, the constant clean up and the amazing skill to put our roof on so beautifully. Neighbors have commented on what a beautiful roof it is and we agree! They finished in a couple days and that night the rains came! No more worrying about a compromised roof! Thank you, Dave! Please convey our thanks to all members of the team at ECMR that made this possible. We are beyond thrilled with our decision and highly recommend ECMR to anyone contemplating a metal roof. Well worth the investment in our home."
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
79 neighbors recently requested a quote
Recommended by92%of homeowners
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

"Fast, efficient, had to stop twice for a rain shower and did my roof in 6 hrs and 45 mins start to finish including clean up. Roof is almost 1800 sq ft. The job supervisor was here for the entire thing. They are awesome"
Before & After
Before & After
Before & After
Before & After
Before & After

+6

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

7 neighbors recently requested a 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
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Showing 1-10 of 267
Roofing FAQs, answered by experts

As with any roofing material, there are benefits and drawbacks to consider before installing roll roofing. On the plus side, roll roofing is budget-friendly, lightweight, and comparatively easy to install. It is also ideal for low-sloped roofs and lasts around 10 years. The cons of roll roofing, however, include its low durability compared to roofing materials, restricted color choices, and low ROI.

Pros:

  • Low-cost

  • Lightweight

  • Cut to size

  • Easy and quick installation 

  • Designed for low-sloped roofs

  • Waterproofs your roof for an average of 10 years

  • Easy to purchase and transport

Cons:

  • Less durable than asphalt shingles

  • More prone to cracks and tears

  • Short life span

  • Not as many color or style choices

  • Not as aesthetically pleasing as shingles, wood, or clay tiles

  • Not preferred for a higher home resale value

Complete house winterization goes above and beyond the list we created above. In addition to everything listed, full house winterization also includes:

  • Performing a home energy audit.

  • Preparing your deck and patio for winter.

  • Learning how to start a snowblower.

  • Replacing smoke detector batteries.

  • Installing outlet gaskets.

  • Installing storm doors.  

Roofing jobs can be expensive due to the required materials and the dangerous nature of the labor. The cost to repair a roof ranges from $390 to $1,920, with an average cost of $1,150, depending on what kind of roof you have and any accessibility concerns. Replacing a roof is much more expensive at $5,890 to $12,800.

In general, you should consider replacing your roof if more than 30% of it is damaged. This includes several missing shingles, large spots of granule loss, extreme curling or cracking, structural damage to the roof's decking, or multiple areas of leaks. All of these issues could indicate compromised structural integrity that requires roof replacement.

If you need to replace the roof over your attached garage, a roofing contractor can perform what is called a partial roof replacement that only affects garage roofing. However, it's important to keep in mind that only replacing a portion of your roof creates a situation where your roofing has two different lifespans. You will also miss out on the opportunity for a full roof warranty. In some cases, having two different roofs on your home could increase risks for leaks. When replacing the roof on a detached garage, homeowners have the option to make the project bigger by upgrading their home roof alongside their garage roof. However, this isn't necessary if your home has a newer, properly functioning roof. It is better to try to match the new garage roof to your home's existing roof instead.

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.