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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 CHESAPEAKE ROOFING WINDOWS & SIDING
CHESAPEAKE ROOFING WINDOWS & SIDING
4.9(
106
)

Serving Chester, MD and surrounding areas

Approved

In business since 1987

Free estimates

Warranties offered

"The entire experience with Chesapeake Roofing was great. I had a leak and had 4 roofing companies come out to provide estimates. My experience with all of them was good, but Chesapeake Roofing won the contract because of my interaction with Jack and Kurt. When I first noticed the leak I reached out to Chesapeake Roofing and received a return call within minutes of my inquiry. I was hoping for a repair, but none were successful at stopping the leak. When I finally resigned to the fact that I needed a new roof I reached out to Chesapeake Roofing again and the next day Jack was onsite with his friendly companion K-9 to inspect the roof. Jack helped me understand their process fully, worked with me on pricing, and was able to schedule the replacement the very next week. This was a relief given the leak. On the day the roof was replaced the crew arrived on time and had the entire project completed by midday. Jack even came by during the install to check on things. Per their policy and my instruction, they tarped around the house to protect my bushes, siding, deck, and other valued items. When I returned later that day there was no evidence that anyone had been there except for the beautiful new roof that was installed. The house has two additions and two valleys, making it more complex than a standard roof. Jack checked in once the work was completed and has followed up promptly with questions I have had. The best part... no more leak! I would highly recommend Chesapeake Roofing. Very competitive pricing, quality work, and without question the best customer service I have experienced from a contractor. Thanks guys!"
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+45

Response time1 day
Response rate86%
3 neighbors recently requested a quote
Avatar for Roofing Pups, Roofing & Siding
Roofing Pups, Roofing & Siding
4.7(
65
)

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%
366 neighbors recently requested a quote
Avatar for Spicer Bros. Construction Inc.
Spicer Bros. Construction Inc.
4.6(
78
)

Serving Chester, MD and surrounding areas

Approved

In business since 2002

Free estimates

Warranties offered

"From beginning to the very end, AWESOME! On time for the estimate and on time for the scheduled installation day. Every membership the staff was friendly, knowledgeable, patient with all with questions. The roof replacement was done quickly and cleanup was thorough. We are very happy."
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A sleek new shower with white simulated tile walls and chrome fixtures.
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A beautiful new walk in shower installed with grab bars, shelves, a shower seat, and stylish black fixtures.

+9

Response time1 day
Response rate99%
41 neighbors recently requested a quote
Avatar for Roofing Solutions
Roofing Solutions
4.5(
6
)

Serving Chester, MD and surrounding areas

Approved

In business since 2019

Free estimates

Emergency services offered

"Have been working with Roofing solutions for a couple of years on multiple projects. Every project has been finished quickly and smoothly."
What We Do...
What We Do...
What We Do...
What We Do...
What We Do...

+64

Response time5 hrs
Response rate97%
14 neighbors recently requested a quote
Avatar for JDH Remodeling
JDH Remodeling
5.0(
11
)

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.

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+36

Response time6 hrs
2 neighbors recently requested a quote
Recommended by54%of homeowners
AML Top Quality Construction
4.6(
27
)

Serving Chester, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2009

Free estimates

Emergency services offered

"THE ROOF WAS REPLACED QUICKLY AND EFFICIENTLY WITH NO WASTE OF MATERIAL OR TIME. THE CLEAN-UP WAS TOTAL AND THEY LEFT ME NOTHING TO DO BUT ENJOY MY HARBOR BLUE ROOF. I HAVE RECEIVED MANY COMPLIMENTS. ONE SUGGESTION IS: SIGNAGE FOR AML WAS NOT PUT ON THE LAWN. THANK YOU CASEY AND YOUR PLEASANT WORKMEN."
Response time1 day
6 neighbors recently requested a quote
Recommended by70%of homeowners
Avatar for Canales Service, LLC
Canales Service, LLC
4.7(
117
)

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%
111 neighbors recently requested a quote
Avatar for Economy Restoration, LLC
Economy Restoration, LLC
4.1(
28
)

Serving Chester, MD and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

"Jason is a great asset to the company. They did all that was promised and more. completed the new roof in a timely manor. did many repairs and corrected existing errors in roof. Very satisfied. Would most definitely recommend."
Roof Replacement During Install
Finished Product
Chimney Flashing
Chimney & Step Flashing
Rear Elevation Finished Product

+3

Response time1 day
Response rate89%
20 neighbors recently requested a quote
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Roofing questions, answered by experts

In some cases, yes, you can put a second roof layer over architectural shingles, but it depends on your home’s structural stability and the local building codes where you live. Architectural shingles are thicker and heavier than standard asphalt shingles, so you may need structural reinforcement or a structural engineer’s inspection before proceeding. Additionally, some building departments don’t allow for two roof layers, regardless of the roof type. You should ask a professional if ripping the old roof off before installing the new one is the best option for you.

Ridge vents can last as long as your roof does. As long as your ridge vents were installed correctly by a qualified professional, they will need very little upkeep. Inspecting your ridge vents annually to ensure they aren’t cracked, clogged, or leaking will help prolong their lifespan. 

Yes, a new roof will add value to your home, often providing a return on investment (ROI) of between 60% and 70%. Not only will a new roof boost curb appeal, but savvy homebuyers will also know that a new roof means they won’t have to worry about roof leaks and related damage for years after closing. They’ll also know that they’ll save money by potentially having decades before they need to worry about paying for repairs or replacement.

Furring strips (also called wood stripping) are not always necessary for a metal roof installation, but they are highly recommended and may be required by local building codes or the roofing manufacturer's specifications. There are several key reasons to use them:

  • Energy Efficiency: Furring strips, made of wood or metal, create an air gap between the metal panels and the roof deck. This acts as a thermal break, reducing heat transfer into your home and improving overall energy efficiency.

  • Moisture and Condensation Control: The air gap allows for better airflow, which helps prevent moisture buildup and condensation under the metal panels.

  • Structural Support: They provide a solid, even frame to which you can attach the metal roofing panels.

It is especially important to use furring strips when installing a metal roof over existing shingles. Without them, the roof surface can be uneven, and you will experience greater solar heat gain.

You should tarp a roof whenever roof damage occurs. Missing shingles and holes in your roof can cause roof leaks and problems that come with them. Tarping is a quick way to provide temporary roof protection while you wait for a professional roofer to make 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.