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10 Best Roofers in Pawling, NY

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Written By David Cusick

Last Updated June 2024

Your roof provides many important protections, from keeping your heat in to keeping water out. However, caring for your roof isn't always simple. The snow in Pawling can sit heavily on your roof and potentially cause water damage.

For any problems, big or small, there's a local roofing contractor who can help. Use our guide to connect with one of the best roofers in Pawling.

Top 10 Best Roofers in Pawling

Erie Home

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19 Industrial Ave, Mahwah, NJ 07430 (845) 202-3862 eriehome.com

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Quality customer service

Free inspections

Services Offered

Metal roofs
Quality inspection
Replacement
Roof repair
Asphalt roofs

A-Class Builders, Inc.

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531 NY-52, Carmel Hamlet, NY 10512 (845) 225-2606 aclassbuildersinc.com

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Quality customer service

Customer education

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Skylights
Slate
Replacement
Roof repair

Boss Roofing

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223 Kent Rd building 5 suite 100, New Milford, CT 06776 (860) 355-4376 bossroofingct.com

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Free inspections

Quality customer service

Customer education

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Metal roofs
Flat roofs
Replacement
Roof repair

RK Roofing

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1465 NY-22, Wingdale, NY 12594 (845) 416-0002 rkroofers.com

Quality customer service

Free inspections

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Roof repair
Metal roofs
Replacement

Richie's Roofing Llc

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7 Woods Way, New Fairfield, CT 06812 (203) 994-3019 richiesroofingct.com

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Preventive services

Quality customer service

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Roof repair
Quality inspection
Replacement

Kent Hollow Siding LLC

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29A Bridge St, New Milford, CT 06776 (860) 210-7990 kenthollowsiding.com

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Honors appointment windows

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Customer education

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Replacement
Metal roofs

Able Roofing

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178 Middle River Rd, Danbury, CT 06811 (203) 746-1877 ableroofingct.com

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Flat roofs
Quality inspection
Roof repair
Replacement

Lyndsey Roofing, LLC

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316 Titusville Rd Suite B, Poughkeepsie, NY 12603 (845) 849-1641 lyndseyroofing.com

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Preventive services

No deposit required

Free inspections

Transparent pricing

Customer education

Honors appointment windows

Locally owned

Services Offered

Wood roofs
Quality inspection
Rubber roofs
Slate
Mold remediation
Terra cotta
Solar panel installation
Ventilation
Roof repair
Metal roofs
Flat roofs
Replacement
Asphalt roofs
Skylights
Attic insulation

Flying Colors Roofing and Painters

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13 Belden Hill Rd, Brookfield, CT 06804 (203) 918-8950 flyingcolorsroofing.com

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Reputation for timeliness

Transparent pricing

Customer education

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Roof repair
Replacement
Flat roofs
Asphalt roofs
Wood roofs

Northland Roofing, LLC

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403 Main St Suit 2, Danbury, CT 06810 (203) 448-8793 northlandroofingllc.com

Locally owned

Free inspections

Transparent pricing

Customer education

Transparent project updates

Quality customer service

Services Offered

Replacement
Roof repair
Flat roofs
Quality inspection
Metal roofs
Skylights
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 Pawling?

Budgeting is important when tackling a project as big as replacing your roof. Below, we outline the average price range for replacing a roof on a 1,500 square foot home in Pawling. We also highlight price differences between popular roof materials.

How To Choose a Roofing Company

A new roof installation is a large home renovation that can cost over twenty thousand dollars total. It's crucial to research and find a highly reviewed and recommended roofing company for the job. Here are some important considerations for hiring a roofer.

  • Roofing materials and products: Quality roofing companies sell quality materials that can handle Pawling's weather and last a long time. Be careful of contractors offering extremely inexpensive or generic options. Review shingle samples before committing.
  • Detailed written estimate: Trustworthy roofing companies will provide a comprehensive estimate in writing that outlines the full scope of the work, specific materials, and total cost without hidden fees. Avoid vague quotes or ones that seem dramatically high or low.
  • Experience and credentials: Providers with a decade or more of experience show stability and expertise. Before hiring, verify that a provider has current licenses, bonding, and insurance. Ask about professional certifications, such as those from the National Roofing Contractors Association.
  • References and reviews: Vet companies by examining their latest customer reviews on Google, Yelp, or the Better Business Bureau (BBB) to look for a history of consistently positive reviews. Requesting local references is another great way to learn more about the customer experience.
  • Warranties and guarantees: Reputable roofing companies provide strong guarantees that protect your roof. Look for guarantees on shingles lasting 30+ years, plus at least a 5-year guarantee on labor. Be wary of companies that have less coverage than that.
  • Responsiveness and communication: Your contractor should maintain regular contact throughout, from the estimate to the completion of the project. A representative should answer questions in a timely manner and resolve any worries while working.

Signs Your Roof Needs Repair or Replacement

You may not think about your roof every single day, but it plays a vital role protecting your home. Look out for these common signals that your roof needs to be checked and repaired by a professional roofer.

Roof Age

Your roof's age and material are key factors. Asphalt shingles, the most common residential roofing material, generally last about 20 to 25 years before needing replacement. Have your roof evaluated if it’s approaching or past this lifespan to determine if it needs to be replaced.

Leaks or Water Stains in Your Home

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

Exposed Roof Decking Underneath Shingles

If you can see roof decking or sheathing 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 leaking into your home.

Cracked, Broken, or Missing Shingles

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

Flashing Deterioration Around Roof Penetrations

Metal flashing on your roof seals off valleys, vents, chimneys, and other areas where water can penetrate the roofing system. If the flashing is developing cracks, peeling away, or deteriorating over time, it may leak. Promptly address any flashing issues.

Sagging Roof Line

If you notice your roofline displaying signs of sagging or uneven slopes, it could be a sign of a problem with the structure that requires further inspection by a roofer. A sagging roof deck will worsen over time if not properly supported or replaced.

Frequently Asked Questions About Roofing in Pawling, NY

The best type of roofing material for your home in Pawling will depend on factors such as your budget and how often you're willing to do maintenance.

Metal costs more but is more durable, while asphalt will be cheaper up front but will require more maintenance. Wood roofs have better insulation than many other materials, which can be very beneficial in the winter.

New York does not require roofing contractors to hold a state-level license, however there may be local requirements. You should verify that your contractor meets any local licensing requirements before signing a contract.

Roof replacement normally takes about one to five days. This timeline may be influenced by factors like the weather in Pawling, the accessibility of your roof, and its size. Be prepared for Pawling's rainy weather to delay work.

The best time of year to have your roof replaced is fall or spring. If you try to schedule a project during the wintertime, cold weather in Pawling could extend the working timeline.

There isn't a color that's best for everyone, but you can find yours by evaluating several factors. Your local climate is important to take into consideration because roofs that are a lighter color reflect more heat than darker roofs, therefore keeping your home cooler. You should also consider what color and style your home is, as well as your personal aesthetic preferences.

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