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10 Best Roofers in Pittsfield, MA

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Written By David Cusick

Last Updated April 2024

Maintaining the health of your roof, although important, isn't always easy. When Pittsfield sees heavy rain, damage to your roof is more likely.

Whatever your circumstances are, there's a local roofing expert who understands and can help solve your problem. Read our guide to discover the right roofers in Pittsfield.

Top 10 Best Roofers in Pittsfield

Erie Home

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12 Jupiter Ln Suite 2, Albany, NY 12205 (518) 452-7073 eriehome.com

Transparent project updates

Free inspections

Quality customer service

Services Offered

Metal roofs
Replacement
Asphalt roofs
Roof repair

Klaus Roofing Systems by J Smegal

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449 Pittsfield Rd # 201, Lenox, MA 01240 (413) 655-7663 jsmegalroofing.com

Free inspections

Preventive services

Customer education

Transparent pricing

Quality customer service

Services Offered

Metal roofs
Quality inspection
Asphalt roofs
Skylights
Roof repair
Replacement
Ventilation
Mold remediation

RW Gavin Contracting III

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80 Plinn St, Pittsfield, MA 01201 (413) 841-9112 rwgavincontractingma.com

Transparent pricing

Free inspections

Quality customer service

Customer education

Services Offered

Replacement
Roof repair

Fairview Roofing

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280 Fairview St, Lee, MA 01238 (413) 243-0063 fairviewroof.com

Transparent pricing

Free inspections

Quality customer service

Services Offered

Asphalt roofs
Metal roofs
Wood roofs
Replacement
Roof repair

Berkshire Roofing Co LLC

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2 Castle Hill Rd, Stockbridge, MA 01262 (413) 298-1029 bgrco.net

Preventive services

Transparent project updates

Free inspections

Customer education

Quality customer service

Transparent pricing

Services Offered

Flat roofs
Metal roofs
Asphalt roofs
Replacement

Phelps Brothers Roofing

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1222 US-9, Castleton-On-Hudson, NY 12033 (518) 479-4362 phelpsbrothersroofing.com

Transparent pricing

Customer education

Free inspections

Services Offered

Replacement
Flat roofs
Roof repair

Paragon Roofing,

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1233 US-9, Hudson, NY 12534 (518) 822-0421 paragonroofingny.com

Transparent pricing

Reputation for timeliness

Preventive services

Free inspections

Quality customer service

Customer education

Services Offered

Metal roofs
Replacement
Roof repair
Asphalt roofs

Tier 1 Roofing

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525 4th Ave Unit 303, Troy, NY 12182 (518) 407-3244 tier1roofingllc.com

Transparent pricing

Transparent project updates

Locally owned

Preventive services

Free inspections

Quality customer service

Customer education

Services Offered

Replacement
Quality inspection
Metal roofs
Skylights
Flat roofs
Roof repair
Ventilation
Slate
Wood roofs
Asphalt roofs

James Roberts Roofing

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30 Edwards Rd, Westhampton, MA 01027 (413) 441-0350 robertsroofinginc.net

Transparent pricing

Free inspections

Services Offered

Skylights
Roof repair
Flat roofs
Rubber roofs
Replacement
Slate

Home Evolution Roofing

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22 Crescent Terrace, Cohoes, NY 12047 (518) 639-7663 homeevolution.net

Quality customer service

Customer education

Locally owned

Transparent project updates

Free inspections

Transparent pricing

Honors appointment windows

Services Offered

Roof repair
Quality inspection
Ventilation
Solar panel installation
Asphalt roofs
Rubber roofs
Skylights
Attic insulation
Flat roofs
Replacement
Mold remediation
Slate
Metal roofs
Today's Homeowner Ranking Methodology

Today's Homeowner looks at dozens of datapoints on roofers to come up with our data-driven rankings. It's not possible for a company to pay for preferential treatment in our rankings. We look at the following key factors in determining who should top our list:

  • Company Experience
  • Real User Reviews
  • Company Reputation
  • Accreditations and Licenses
  • Service Area
  • Customer Service
Have questions about our methodology or company ratings? Reach out to FindAPro@TodaysHomeowner.com.

How Much Does a New Roof Cost in Pittsfield?

Budgeting is important when you need to tackle a project as big as roof replacement. Below, we provide the average price range for replacing a roof on a 1,500 square foot home in Pittsfield. We also highlight price differences between popular roof materials.

How To Choose a Roofing Company

Roof installation is a large home improvement project that can cost an amount in the tens of thousands range in the end. It's essential to research and find the most qualified and reputable residential roofing company for the job. Here are the key factors to consider when choosing a roofing contractor.

  • References and reviews: Research companies carefully by examining their Google, Yelp, or Better Business Bureau (BBB) profiles to look for years of consistently positive feedback. You can also request recent local references.
  • Roofing materials and products: Quality roofing materials from leading manufacturers can withstand Pittsfield's weather and endure decades. Be wary of contractors pushing cheap or generic materials. Check shingle samples before deciding.
  • Responsiveness and communication: From estimate to project completion, your contractor should keep in consistent contact with you, answer all questions, and handle any concerns.
  • Warranties and guarantees: The best roofers provide robust manufacturer warranties on shingles lasting over 30 years, together with at least a 5-year labor warranty. Be cautious of companies with less robust coverage.
  • Detailed written estimate: Reputable roofers will provide a comprehensive written estimate that outlines the scope of the work, specific materials, and total cost with no hidden fees. Avoid vague bids or quotes that seem dramatically low or high.
  • Experience and credentials: Companies operating for over a decade demonstrate years of experience on top of expert service and happy clients. Make sure any provider you consider is properly licensed, bonded, and insured. Ask about professional certifications, such as those from the National Roofing Contractors Association.

Signs Your Roof Needs Repair or Replacement

While most homeowners don't think about their roof every day, it plays a key role in protecting your home. Watch for these common signs that your roof may need an inspection and repairs from a professional roofer.

Roof Age

The age and material of your roof are important. Asphalt shingles, the most common residential roofing material, typically last about 20 to 25 years before needing to be replaced. If your roof is nearing or past this lifespan, get a professional inspection to determine if full replacement is needed.

Leaks or Water Stains in Your Home

One of the most obvious signs of a roof problem is leaking. Stains on walls, ceilings, and insulation — or in your attic — usually mean that water is seeping through worn or damaged shingles. Don't ignore small leaks, because even these can encourage mold growth and roof deterioration.

Exposed Roof Decking Underneath Shingles

If you can see the roof deck boards underneath your shingles, it means those shingles are severely curling or losing their seal and need to be replaced. Shingles should lie flat to keep water from entering your home.

Cracked, Broken, or Missing Shingles

Check your shingles thoroughly from ground level or a steady ladder. Look for ones that are cracked or that are missing granules. Over time, storms can cause surface damage. To keep your roof in repair, replace any missing shingles or ones that are openly gaping.

Flashing Deterioration Around Roof Penetrations

Roof flashing seals off valleys, vents, chimneys, and other areas that pass through the roof. If the metal flashing is damaged, coming loose, or deteriorated, it can leak. Have any issues with roof flashing fixed right away.

Sagging Roof Line

An uneven roofline may be a sign of a structural issue that requires professional attention. Without taking steps to fix or replace it, a sagging roof will continue to worsen.

Frequently Asked Questions About Roofing in Pittsfield, MA

The best type of roofing material for your home in Pittsfield will depend on several factors, including your budget and how often you want to do maintenance.

Asphalt is more budget-friendly, while materials like metal are more expensive but last longer. Even if you don't need to worry about sun reflectivity, you may choose something like a clay roof for the aesthetic value and protection from fire and pests. Wood roofs have better insulation than some other types, which can save you money during cold winters.

For smaller home improvement jobs, a contractor in Massachusetts might need only a Home Improvement Contractor (HIC) registration. For bigger projects, a contractor or company will need a Construction Supervisor License (CSL) along with the HIC registration. Both are provided by the Office of Consumer Affairs and Business Regulation.

The contractor whom you sign a contract with must hold an HIC registration; for bigger jobs, the CSL may be held by someone else, for example if work is subcontracted out.

Roof cleaning generally costs around $480 in Pittsfield. The exact price will depend on the size of your roof, its material, how many levels it has, and how thorough the cleaning will need to be.

Your roof can impact how energy-efficient your home is. For example, a good roof helps you spend less energy heating your home during the winter months. Some materials (like metal) are more energy-efficient than others.

Usually, you should clean your roof about once a year. If there are a lot of trees on your property, your roof may need an extra cleaning in the fall. Your roof may also need an extra cleaning if there's a buildup of leaves, mold, mildew, or moss.

After your roof has been installed, check the roof's appearance. If it looks uneven or not uniform, this is a sign that the roof was not installed well. Also, make sure the flashing wasn't reused. Properly installed flashing is important to keep leaks and water damage at bay. Finally, you'll want to see that your contractor placed an underlayment between the shingles and sheathing of your house. This helps prevent leaks and extends the life of your roof.

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