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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
167 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
73 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
1387 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
58 neighbors recently requested a quote
Recommended by92%of homeowners
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Showing 1-10 of 262
Roofing questions, answered by experts

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.

Yes, removing a chimney is a difficult and major undertaking. Chimneys often provide structural support to a home, so if it's a load-bearing structure, you'll need to take extra precautions to maintain your home's integrity. A project of this complexity typically requires a structural engineer, a masonry contractor, and a demolition crew. The removal process may involve taking the chimney out brick by brick from inside the walls. The cost for chimney removal can range from $2,000 to $10,000, depending on the job's complexity. Due to the difficulty and cost, some homeowners opt to remove the fireplace and seal the chimney at the top and bottom, sometimes also removing the visible exterior portion at the roofline.

The cost to replace a roof typically ranges from $8,700 to $22,000, with a national average of around $9,200. The total cost depends on the size of your roof and whether you need a full replacement or can simply place new shingles over the old ones. A full replacement, which is necessary if the roof is several decades old or has multiple layers, is more expensive. This process involves tearing off the old roofing materials, inspecting and repairing the underlying structure, and then installing the new roof.

Asphalt shingles are the least-expensive roofing material. They cost around $10,000 for a 1,600-square-foot home compared to $16,500 for metal roofing or $25,000 for slate shingles.

A properly installed, high-quality tarp can be left on a roof for up to 90 days. However, this is only a temporary measure and not a substitute for proper roof repair or replacement. Thinner tarps or those exposed to heavy wind and rain may not last the full 90 days, so it's important to monitor the tarp's condition to ensure it continues to protect your roof from the elements.

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.