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10 Best Roofers in Chester, NY

More than 250 people have received a free quote in the last 60 days.

Last Updated: February 25, 2025

Caring for your roof is critical to protecting you and your home, but isn't always an easy task. Especially during the rainier parts of the year, the roof on your Chester home may be prone to damage.

For any issues, large or small, there's a local roofing contractor who can help. Our guide can help connect you with one of the top roofers in Chester.

Top 10 Best Roofers in Chester

Advertisement This site receives compensation from some of the companies featured in this listing, which may impact where and how products appear. When you click "Get Quote," you will be connected with partners who may contact you with information related to your inquiry. This listing doesn't feature all companies, products, or offers that may be available.

Erie Home

Erie Home Logo

Our Rating

User Rating

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

Transparent project updates

Free inspections

Quality customer service

Services Offered

Roof repair
Quality inspection
Asphalt roofs
Replacement
Metal roofs

Lyndsey Roofing, LLC

Lyndsey Roofing, LLC Logo

Our Rating

User Rating

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

Reputation for timeliness

Transparent pricing

Preventive services

Locally owned

Customer education

Free inspections

Quality customer service

No deposit required

Services Offered

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

Allied Roofing Solutions

Allied Roofing Solutions Logo

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577 Market St, Elmwood Park, NJ 07407 (201) 773-0633 alliedroofingsolutions.com

Customer education

Free inspections

Quality customer service

Preventive services

Transparent pricing

Reputation for timeliness

Locally owned

Services Offered

Rubber roofs
Roof repair
Attic insulation
Quality inspection
Flat roofs
Asphalt roofs
Metal roofs
Skylights
Slate
Ventilation
Replacement
Solar panel installation

SmartRoof - Roofing and Solar

SmartRoof - Roofing and Solar Logo

Our Rating

User Rating

959 US-46 Suite 403, Parsippany-Troy Hills, NJ 07054 (856) 681-7892 smartroofinc.com

Transparent project updates

Reputation for timeliness

Quality customer service

Free inspections

Customer education

Transparent pricing

Preventive services

Services Offered

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

Skyward Roofing - Yonkers

Skyward Roofing - Yonkers Logo

Our Rating

User Rating

277 Morsemere Ave, Yonkers, NY 10703 (914) 915-8238 skywardroofing.com

Quality customer service

Customer education

Free inspections

Preventive services

Reputation for timeliness

Transparent pricing

Services Offered

Rubber roofs
Replacement
Asphalt roofs
Wood roofs
Terra cotta
Metal roofs
Skylights
Flat roofs
Mold remediation
Foam roof
Slate
Roof repair
Quality inspection

Four Seasons Roofing & Construction

Four Seasons Roofing & Construction Logo

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User Rating

13 Samuel Ave, Clifton, NJ 07013 (862) 318-3997 4seasons-construction.com

Free inspections

Transparent pricing

Honors appointment windows

Customer education

Quality customer service

Preventive services

Services Offered

Mold remediation
Metal roofs
Roof repair
Dormers
Replacement
Flat roofs
Slate
Wood roofs
Quality inspection
Asphalt roofs
Terra cotta

B&W Group Inc. Roofing and Solar

B&W Group Inc. Roofing and Solar Logo

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User Rating

222 Purchase St # 201, Rye, NY 10580 (914) 403-6752 roofingwestchesterny-hq.com

Free inspections

Preventive services

Transparent pricing

Customer education

Quality customer service

Services Offered

Solar panel installation
Skylights
Replacement
Quality inspection
Asphalt roofs
Metal roofs
Terra cotta
Slate
Roof repair
Wood roofs
Flat roofs

Skyward Roofing

Skyward Roofing Logo

Our Rating

User Rating

1575 2nd Ave, New York, NY 10028 (646) 568-4399 skywardroofing.com

Free inspections

Preventive services

Quality customer service

Transparent pricing

Customer education

Services Offered

Mold remediation
Replacement
Terra cotta
Slate
Quality inspection
Asphalt roofs
Skylights
Roof repair
Flat roofs
Rubber roofs
Wood roofs
Metal roofs

London Construction Services

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Our Rating

User Rating

165 Overmount Ave, Woodland Park, NJ 07424 (800) 666-5605 londonlcs.com

Customer education

Transparent project updates

Free inspections

Reputation for timeliness

Transparent pricing

Quality customer service

Services Offered

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

Precision Roofing Inc.

Precision Roofing Inc. Logo

Our Rating

User Rating

22 Kerr Ln, Southfields, NY 10975 (845) 351-2009 precisionroofinginc.com

Quality customer service

Customer education

Free inspections

Preventive services

Transparent project updates

Locally owned

Transparent pricing

Honors appointment windows

Services Offered

Quality inspection
Wood roofs
Slate
Skylights
Roof repair
Replacement
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 Chester?

For a project as involved as roof replacement, price is important. Below is the typical price range to replace a roof on a 1,500 square foot home in Chester. We also compare costs for popular roofing materials.

How To Choose a Roofing Company

A new roof installation is a major home renovation that can run tens of thousands of dollars. It's crucial to research and find a top-rated, trusted roofing company for the job. Here are some important considerations for hiring a roofer.

  • Detailed written estimate: Trustworthy roofing contractors will offer a comprehensive written estimate. This estimate should outline the complete work scope, materials required, and total price with no hidden fees. Steer clear of unclear bids, or ones that seem much too high or low.
  • Experience and credentials: Companies operating for over a decade have a proven history and track record of expert service and happy clients. Only consider companies that are properly licensed, bonded, and insured. Inquire about professional certifications, such as those from the National Roofing Contractors Association.
  • Roofing materials and products: Quality roofing materials from top brands are able to handle Chester's weather and last for decades. Beware of contractors who push extremely low-cost or generic products. Inspect shingle samples before deciding.
  • Warranties and guarantees: A reliable roofer will provide robust manufacturer warranties that cover shingles for 30+ years along with at least a 5-year workmanship warranty on labor. Be wary of shorter warranty periods.
  • 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. Also ask for recent local references.
  • Responsiveness and communication: From quote to project completion, your contractor should keep in consistent contact with you, respond to all questions, and resolve any concerns.

Signs Your Roof Needs Repair or Replacement

You may not think about your roof every single day, but it protects your home in important ways. Look out for these common signals that your roof needs to be inspected and repaired by a professional roofer.

Roof Age

The age and material of your roof are important. Asphalt shingles, the most popular residential roofing material, typically last 20–25 years before needing to be replaced. If your roof is approaching or past this lifespan, have it evaluated to determine if full replacement is needed.

Leaks or Water Stains in Your Home

One of the most obvious signs of a roof issue is leaking. Stains on ceilings, insulation, and walls — or in your attic — usually mean 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

Visible roof decking or sheathing under your shingles is a sign that those shingles are severely curling or losing their seal. This means it's time for replacement. Shingles should lie flat to stop water from getting into your home.

Cracked, Broken, or Missing Shingles

Inspect your roof shingles from the ground or a steady ladder. Look for cracking or missing granules. Storms that bring strong winds can cause surface damage over time. To keep your roof in good shape, replace any shingles that have come loose or have open gaps.

Flashing Deterioration Around Roof Penetrations

Roof flashing makes a watertight seal around chimneys, vents, valleys, and other areas where water can penetrate your roof. Cracked, peeling or deteriorated flashing can allow leaks. We recommend promptly resolving any flashing issues that come up.

Sagging Roof Line

An uneven roofline may indicate a structural issue that requires professional evaluation. Without properly addressing and resolving the issue, a sagging roof will get worse over time.

Frequently Asked Questions About Roofing in Chester, NY

The best type of roofing material for your home in Chester will depend on a number of 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. You also might choose a material like wood for its environmentally friendly nature.

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

It generally takes between one and five days to replace a roof. Variables that could influence the timeline include the accessibility of your roof, its size, and the weather in Chester during the timeframe. Chester tends to see a lot of rain, which might delay the project.

Your roof can absolutely 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.

A professional will either pressure wash or "soft wash" your roof, depending on the material and how much cleaning is needed. Power washing is not recommended for certain roof types like asphalt shingles. When soft washing your roof, your contractor might use chemicals like bleach and detergent, and tools such as brooms and brushes.

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