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Roofers and Gutter Specialists in Pittsfield, MA

From tiling repairs to new guttering, find a Roofing Company on Houzz.

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Pittsfield / 50 mi
Roofing & Gutters
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139 Professionals

Featured Reviews for Roofers and Gutter Specialists in Pittsfield, MA

Dougs Carpentry & Roofing
Roofers and Gutter Specialists in Pittsfield, MA
Average rating: 5 out of 5 stars8 August 2022
“Doug and his son, Dakota have been a delight to work with. They are consistently hard working despite scorching temperatures; have maintained a sense of humor; and have addressed our concerns about our roofing issues with competence and a deep knowledge base. They also explain things in understandable terms. We have used many local contractors in the past and he is the first we would rehire without hesitation. We look forward to working with him again, as there seems to be no shortage of home improvement projects.”
Giroux Home Improvement LLC
Roofers and Gutter Specialists in Pittsfield, MA
Average rating: 5 out of 5 stars17 August 2016
“Professional, reliable & a company you can trust. Helped me out immensely with my Roof! Good rates and very high quality work. If you need a good roofer, call GHI”
Penske Roofing Company
Roofers and Gutter Specialists in Pittsfield, MA
Average rating: 5 out of 5 stars14 September 2022
“So professional and courteous, they were fantastic whit working within our schedule and the place looks fantastic, can’t remember having a company with work ethic, so happy to have had them help us with our project. Thanks Penske Roofing. Chris R.”
Vermont Roofing Co. Inc.
Roofers and Gutter Specialists in Pittsfield, MA
Average rating: 5 out of 5 stars8 July 2014
“New metal roof on portion of house. They were very knowledgeable, timely with the quote, on-time with the job, neat, fast, and did excellent work. The quote was not the lowest, or the highest, but I feel I got the best bang for the buck. There was a little problem with chimney flashing which I am sure that they will make good.”
C W Construction
Roofers and Gutter Specialists in Pittsfield, MA
Average rating: 5 out of 5 stars14 June 2016
“They were excellent. They were timely, did an excellent job, were neat and considerate of others around them. I would hire them again in a second.”
Vista Home Improvement
Roofers and Gutter Specialists in Pittsfield, MA
Average rating: 5 out of 5 stars23 July 2013
“Great job with window replacements. Courteous, completed job as described and in a timely fashion. Clean up was great. Windows are awesome!”
Pinnacle Building LLC
Roofers and Gutter Specialists in Pittsfield, MA
Average rating: 5 out of 5 stars19 September 2022
“Hello my name is Bruce, I am writing in regards to Drew McCarthy at pinnacle roofing. Drew did an amazing job on my standing seam roof. His skill set is wonderful. He was not only on time but early a couple days. He was very organized and clean. I would recommend him to anyone and everyone. He was such a blessing. I will be using him in the future for any jobs he can do. Thank you, Bruce Dewitt”
River Valley Roofers
Roofers and Gutter Specialists in Pittsfield, MA
Average rating: 5 out of 5 stars6 January 2013
“Extremely knowledgeable and compassionate! I would recommend to anyone in need of a new Roof to get a quote from this company!”
Elite Roofing
Roofers and Gutter Specialists in Pittsfield, MA
Average rating: 5 out of 5 stars23 January 2014
“I do alot of rehab type loans as a Realtor. I try to save my clients money and get great service for them. Brian from Elite Roofing is just the company I can trust to get the job done for a reasonable and very quickly. I highly recommend this company!”
Major Home Improvements LLC
Roofers and Gutter Specialists in Pittsfield, MA
Average rating: 5 out of 5 stars16 April 2016
“I called Major Home Improvements when I found evidence of ice dams leaking into the attic. During his initial visit and throughout the proposal process, owner Vasilie Kukharchuk walked me through all the details and offered many suggestions on a variety of different topics (e.g. ice & water blocking materials, types of shingles, ridge vents vs gables, warranties). He never pushed any particular solution, only looking to make sure I understood my options and received the products & services most appropriate. After settling on a fair price, the materials arrived the day before and I discovered that some were even better quality than what we had selected! The team of workers arrived at 7am and went non-stop until mid-afternoon, with Vasilie checking in several times to be sure all was going to my satisfaction. After finishing, the crew spent a lot of time cleaning up and collecting all discarded scraps & nails. The roof looks great and I would recommend Major Home Improvements to anyone looking for a fair & honest roof repair company.”
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Roofer or Gutter Specialist FAQs
Signs that your roof may need repair include:
  • Leakage signs such as water stains, damage, or dripping on the ceiling or walls could indicate a roof leak.
  • Cracked, loose or missing roof tiles.
  • A sagging or uneven roofline could signify structural issues.
  • Damaged or deteriorated flashing around chimneys, or separation from roof edges can lead to water penetration.
  • The presence of moisture or mould in the attic can indicate roof leaks or inadequate ventilation.
Just answer a few questions to get matched with a local Roofers.
Or browse through the list of trusted Roofers in Pittsfield on Houzz:
  1. See Pittsfield Roofers profiles, dive into their work photos and check out customer reviews.
  2. Reach out to the pro(s) you want, then share your vision to get the ball rolling.
  3. Request and compare quotes, then hire the Roofer that perfectly fits your project and budget limits.
There are 208 Roofers, registered on Houzz in Pittsfield.
Why Hire Builders on Houzz?
139Local Pros on Houzz Who Serve Pittsfield, MA
3,500+Total Number of Reviews Left by Homeowners
A home is more than a roof over your head, but you probably won’t feel that way when yours starts leaking. And if that clogged guttering isn’t dealt with, water ingress and structural damage could be just round the corner when our famous British weather kicks in. Don’t wait until you have an emergency on your hands – a beautiful new roof can really be the perfect finishing touch to your home and that smart new guttering won’t go unnoticed. And of course, with something this critical you wouldn’t want to trust anything less than an expert, so call in Pittsfield, MA roofers and gutter cleaning professionals for your re-roofing or guttering job.

Why should I hire Pittsfield, MA roofers to handle my roofing and guttering?


Although it may require some additional investment, working with roofing contractors will mean you have a reassuringly deep bank of knowledge to draw upon when it comes to what action is taken and which materials are most suitable. Do you need a full roof replacement or can it just be patched? Should you use EPDM proofing, invest in fibreglass roofing or consider metal roofing? Will the roof structure support your chosen roofing material? Do you need gutter cleaning or to have your gutters replaced? Roofers can also advise you on more specialist areas such as roof insulation and rainwater harvesting.

What roofing material should I choose?


There are a wide variety of materials available and your Pittsfield, MA roofers can help you decide which option is best. You might look at clay, slate or concrete tiles and your choice will depend on cost, the style of your home and the local roofing style. In the North West of the UK you will see a lot more slate tiling, whilst in the South East there is an abundance of clay roofs. If you are in a conservation area you may find that your choices are more limited and you may need to look for reclaimed tiles; local Pittsfield, MA roofing contractors will be knowledgeable in this area, so ask for their advice, too.

How do I find good Pittsfield, MA guttering specialists and roofers?


Search for Pittsfield, MA roofers and gutter cleaning specialists in the Find a Pro section of Houzz. Read their profiles, try to match their core skills with the problem in hand – some specialise in flat roof repair using roofing felt, others only work with roof tiles – and then see what previous customers have to say about their quality of service. Ask for personal recommendations from friends and family. Ideally your shortlisted roofing and gutter specialists or experts are members of the National Federation of Roofing Contractors (NFRC), the Guild of Master Craftsmen or the Federation of Master Builders (FMB). Each trade organisation demands a high level of expertise and imposes a code of conduct on its members. TrustMark is a government-endorsed scheme that independently assesses tradespeople and allows you to lodge a complaint if necessary – look out for that. Call them round for a consultation and make sure you request a written quote. Cheapest is not necessarily the best; more importantly, who can you work with?

Important questions to ask before hiring Pittsfield, MA roofers or gutter cleaning specialist


  • How long have you been a roofer and how many projects like this have you completed?
  • Please can I speak to a few previous clients or read references?
  • Who will be working on the project?
  • Do you offer a free, no-obligation consultation?
  • Please can you talk me through the different stages of the job and how long it will take to complete?
  • Is your proposed solution in accordance with local building regulations?
  • How much disruption will there be?
  • Should it be a repair or a full re-roof?
  • What materials would you recommend for my roof? Should I consider clay tiles, concrete tiles or slate tiles?
  • Will you need scaffolding?
  • Do you carry out gutter cleaning services too? Or will you replace all my gutters?
  • Is your quote inclusive of VAT and all materials?
  • Is your work under warranty?
  • If there are problems after completion, will you address those free of charge?


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