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TRUSTED BY CHESTER, MD HOMEOWNERS

  • Average homeowner rating star icon4.6
    Average homeowner rating
  • Verified reviews icon672
    Verified roofing services reviews

Find Roofers in Chester

Avatar for Roofing Pups, Roofing & Siding
Roofing Pups, Roofing & Siding
4.7(
65
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Chester, MD and surrounding areas

Approved (Corporate)

Super Service Award Winner

In business since 1994

Free estimates

Credit card accepted

"There's nothing worse that dealing with pooring rain and strong winds and then hearing the drip, drip sound of water coming into your home due to a damaged roof. I reached out to roofing repair companies through Angie's list and Roofing Pups responded. Marcus came out the next day and put my fears at ease. The bad news was that I needed a new roof. He showed me my options available, categorized as "good", "better" and "best". Despite my choosing the lowest option, he still threw in some discounts and upgrades at no additional cost. I signed the contract and he arranged for someone to come out at tarp my roof. He even went the extra mile of going to Home Depot and setting up buckets in my attic to catch the water still coming in. The roofing crew came out two days later and gave me a beautiful new roof. They then meticulously cleaned the area. It was great working with Roofing Pups. I couldn't be happier and highly recommend!"
Roof Install
ROOFING PUPS
ROOFING PUPS
ROOFING PUPS
PROJECTS

+4

Response time1 day
Response rate93%
371 neighbors recently requested a quote
Avatar for JDH Remodeling
JDH Remodeling
5.0(
11
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Chester, MD and surrounding areas

Approved

In business since 2009

Free estimates

Emergency services offered

At JDH Remodeling, we specialize in enhancing and protecting your home with a comprehensive range of services. As expert roofing contractors, we ensure your roof is robust and reliable. Our gutter services are designed to effectively manage water flow, preventing damage to your home. We also offer siding solutions that not only add aesthetic appeal but also provide essential protection against the elements. Our insulation services improve energy efficiency, enhancing comfort and reducing costs. Additionally, our window installation services bring natural light and style into your home while ensuring durability and performance. Trust JDH Remodeling for quality craftsmanship and exceptional service.

Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+36

Response time6 hrs
2 neighbors recently requested a quote
Recommended by54%of homeowners
AML Top Quality Construction
4.6(
27
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Chester, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2009

Free estimates

Emergency services offered

"Casey and his crew have been my go-to team over the last 10years and on several projects, from complete rehabs from roofing. soffits and fascia, outside, to the new kitchen and baths inside! My wife especially LOVES the screened -in porch they added on to our family home, and she's fussy about the quality of work to say the least. They have traveled far and wide across the Eastern Shore and even rehabbed a rental for me in Dover! Good work is hard to find nowadays, but Casey and crew clean up after themselves daily, and most importantly are REASONABLE in their rates !"
Response time1 day
6 neighbors recently requested a quote
Recommended by70%of homeowners
Avatar for Canales Service, LLC
Canales Service, LLC
4.7(
117
)
Asphalt Shingle Roofing - RepairNatural Slate Roofing - RepairAsphalt Shingle Roofing - Install or Replace - For Business+8 more

Serving Chester, MD and surrounding areas

Approved

In business since 2018

Free estimates

Credit card accepted

"Very detail oriented and professional. Excellent service. Very prompt to respond and fast completion of new roof in one day. The owner of the business always answers his phone right away. I highly recommend Canales Roofing."
New Roof Installation
New Roof Installation
New Roof Installation
Roofing project
Roof replacement

+12

Response time1 day
Response rate85%
109 neighbors recently requested a quote
Avatar for AJB Contractors LLC
AJB Contractors LLC
5.0(
9
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business

Serving Chester, MD and surrounding areas

Approved

In business since 2025

Free estimates

Credit card accepted

We invite you to experience a tradition of customer satisfaction that will exceed your greatest expectations. Our professionalism and quality workmanship will accurately reflect your taste and lifestyle. From conception to completion, we work with you until the job is done. We are ethical, honest, and easy to communicate with.\n\nCall us today you'll be pleased you did. Thank you\n\n

Response time4 hrs
Response rate99%
6 neighbors recently requested a quote
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Roofing questions, answered by experts

The lifespan of an impact-resistant roof averages 30 to 50 years, depending on the quality of the shingles and the amount of wear and tear it endures. Some high-quality shingles may last even longer. For comparison, a standard asphalt roof lasts about 20 years, so choosing an impact-resistant option can increase your roof's lifespan by 50% or more, particularly in regions prone to extreme weather.

Many states require roofers to be licensed, and some states don’t mandate licensing. You can use Angi’s state licensing tool to check if a roofing company holds the proper licensing for your area. A licensed roofing contractor will provide reliable roof installation service, leading to a reduced risk of leaks in the future, which can be expensive to repair. Paying more for a licensed roofer upfront often means paying less over time.

Hail damage is bad for a roof because it can leave the roof vulnerable to the elements. Hail may leave more than dents or scratches behind. It can actually cause the shingles to crack, which means water can leak into your home from the roof. Hail can also wear down the granules on the shingles. Without these granules, the shingles are weaker and more vulnerable to the elements, particularly wind. If the hailstorm is accompanied by high winds, it may take your shingles with it.

Many roofers remove satellite dishes as part of their services, especially during roof repairs or replacements. However, they typically won’t reconnect or reinstall the dish. If you no longer need the dish, roofers can dispose of it, but for reuse, you may need a satellite technician to handle reinstallation.

Properly installed chimney flashing can last anywhere from 15 to 50 years. However, flashing generally only needs to be replaced when it is damaged, corroded, or no longer creates a watertight seal. Several factors influence its longevity, including the material type, quality of installation, and local climate. For example, copper flashing tends to last longer than galvanized steel. Large storms and extreme weather can also damage flashing, potentially requiring earlier replacement. To ensure its longevity, it is recommended to have your chimney and roof inspected annually. A professional can assess the flashing's condition and recommend any necessary repairs.

The Chester, MD homeowners’ guide to roofing services

From average costs to expert advice, get all the answers you need to get your job done.