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TRUSTED BY WINCHENDON, MA HOMEOWNERS

  • Average homeowner rating star icon4.2
    Average homeowner rating
  • Verified reviews icon272
    Verified roofing services reviews

Find Roofers in Winchendon

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
166 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

"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 JP Carroll Roofing
JP Carroll Roofing
5.0(
10
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business

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

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 Winchendon, MA and surrounding areas

Approved

In business since 2025

Free estimates

Emergency services offered

"Needed a roof inspection done for my business. They handled my case with care and were very polite and knowledgeable. They gave me the official documents I needed and made sure all the details were available to me about what was going on with my roof."
Roof replacement
Roof replacement
1393 neighbors recently requested a quote
Recommended by1%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
60 neighbors recently requested a quote
Recommended by92%of homeowners
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Showing 1-10 of 262
Roofing questions, answered by experts

The lifespan of asphalt shingles is typically between 15 and 30 years, depending on the type of shingle and other factors. Standard 3-tab shingles have the shortest lifespan, around 10 to 15 years. Architectural shingles last longer, averaging 20 to 25 years. Luxury or designer asphalt shingles are the most durable, with a lifespan of 40 years or more. Climate, installation quality, and regular maintenance also play a significant role in how long your shingles will last. Signs that they need replacement include granule loss, bald spots, and roof leaks.

While the terms are often used interchangeably, wood shakes and wood shingles have notable differences, primarily in their manufacturing and appearance. Wood shingles are machine-cut on both sides, resulting in a smooth, thin, and uniform product. In contrast, wood shakes are typically hand-split or sawed on only one side, giving them a more textured, natural, and rustic appearance. Due to these manufacturing differences, shakes are generally thicker, heavier, and less uniform than shingles. They are also more expensive. Homeowners seeking a more rustic aesthetic often choose shakes, while those preferring a more uniform look may opt for shingles. Both are installed in an overlapping pattern to create a durable, weather-resistant roof.

The size of the dumpster will determine how many squares of shingles can fit in a dumpster. You can place between 4 to 20 squares of shingles in most standard containers.

It’s the reverse of home de-winterization. To winterize, you purge your plumbing system (including your water heater and all piping) of water. Some experts also recommend filling fixtures with an antifreeze solution. Other tasks involve winterizing sprinklers, sealing foundation vents, check weatherproofing around doors and windows, and more.

Homeowners insurance typically covers roof repairs or replacement if the damage is caused by a sudden, accidental event or a covered peril, such as a storm, wind, hail, fire, or a falling tree. However, insurance will not cover repairs or replacement for issues stemming from a lack of maintenance, normal wear and tear, or a roof that is simply old and at the end of its lifespan. If a leak or damage occurs due to neglect, you will likely have to pay for repairs out of pocket.

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.