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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

"I am extremely satisfied with the product and services. The installation was efficient and properly done. I have used this company before for roofing and trust their work."
Additional Photos
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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(
64
)

Serving Chester, MD and surrounding areas

Approved

Super Service Award Winner

In business since 1994

Free estimates

Credit card accepted

"Informative and friendly first meeting, complete with detailed photos of the entire roof and an explanation of the process, followed by 1-day installation of a new roof, with excellent workmanship and a hardworking crew."
Roof Install
ROOFING PUPS
ROOFING PUPS
ROOFING PUPS
PROJECTS

+4

Response time1 day
Response rate93%
420 neighbors recently requested a quote
Avatar for Power Home Remodeling
Power Home Remodeling
4.3(
884
)

Serving Chester, MD and surrounding areas

Approved (Corporate)

Super Service Award Winner

In business since 1992

Free estimates

Warranties offered

"Overall the installation went well except the "bowing" in the portion of the roof over the garage. We contacted Power on several occasions, but we haven't received a proper response yet. Below is the email we sent to Power. Power did acknowledge receiving the email, but nothing has happen so far. Email: You replaced our roof April 23, 2022 – project number 35-74502. We’re pleased with the replacement except for the portion over the garage…it’s bowing. Below, is our account of the events detailing how we have tried to resolve this issue. March 26, we met with sales team, Chris Pierson and Christy. We were assured that the bowing over the garage would be addressed and corrected since we were getting a brand-new roof, down to the decking/framing. The replacement should resolve this issue unless it’s structural. Brandon, project manager came out March 30 to check the readiness of the installation; to verify the frame could support the new roof. During the appointment, he mentioned that he would be on site the day of install. The roof was replaced on April 23rd. No on-site manager ever came on site, the lead guy of the work crew was not an effective communicator. We engage beyond the one time he asked for an extension cord. I called POWER and left a message with Chris Pierson that same day after the crew left to express my dissatisfaction with the roof over the garage. POWER came out to inspect/QA the project at completion (the roof) on April 25th, I believe his name was Zach. We pointed out the concaved roof on the garage. He stated that portion may be a structural issue and Power could not address that. I asked him how much would it cost to replace it? He thought about it for a minute or so, then stated it could be replaced, but it would be “redo” and he quoted us a price of approx. $8900. He proceeded to say that he could knock it down to about $7800 if we added an additional project to replace the house trim. This is when he mentioned that they have company meetings on Tuesdays in the morning and he was sure this project would be discussed. He acknowledged that POWER’s communication could have been better (better details in the project notes). We waited few days thinking that someone from POWER would reach out and when that didn’t happen, we called Chris Pierson (the POWER sales guy) on April 28th. During this call, Chris scheduled another QA/follow up appointment for May 9th at 10:00am; he said Dylan, a service manager would come out. On May 9th no one showed up. About 10:20am, we called POWER only to find out that we did not have an appointment for that day. We were not the appointment list. We then rescheduled for 10am the next day, not even 10 minutes later POWER called back to inform us that unfortunately they were not going to be able to make it because of some staff meeting. I recall asking “is the meeting all day”. That’s when we were told that the next available date was June 16th; feeling like we had no choice we accepted the June 16th date at 6pm to allow both of us to be present for the meeting. Upset and feeling like we were about to get the runaround, we placed a call to GreenSky (financing team) to inform them of the matter since loan was activated and payments would begin soon. After sharing the situation with the GreenSky rep, she took notes, and we submitted a complaint because again we felt like we were about to get the run around. On June 12th, we had a call with the assigned GreenSky caseworker. He advised that we should continue to try and resolve the matter with POWER. On June 16th around 1:50pm, I received an apologetic call from Terry, apologizing for being late, that his prior appointment ran over, he was out in the sticks and phone reception was not all that great. I mentioned that our appointment wasn’t until 6pm as so my husband could be home. I was told that I must be mistaken because they don’t make appointments after 6pm, his latest appointment would be around 4:00pm. He said that my husband really didn’t need to present, it would be a quick look and since he was in the area. He asked for a summary of the situation; I gave him the run down. He asked if I could send him a few pictures, which I texted him a few of the garage roof. He said he got the jest of it. He apologized and asked what could they do… we said that we would be open to a knocking something off the price or repairing the area. He said let me call my office. He called us back to say that someone from senior management would be calling us to try and resolve this that evening of June 16th, but still haven’t heard from him or POWER."
Fresh Curb Appeal
Full Home Remodel - Siding, Windows, and Gutters
Fresh Curb Appeal
Full Home Remodel - Siding, Windows, and Gutters
Fresh Curb Appeal

+31

29 neighbors recently requested a quote
Recommended by92%of homeowners
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%
40 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.

Additional Photos
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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

"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
)

Serving Chester, MD and surrounding areas

Approved

In business since 2018

Free estimates

Credit card accepted

"I am a commercial contractor, and I had a roof emergency which turned into a nightmare,! These guys are great, dependability, integrity, trustworthy, and above all Great workmanship and professionalism. Cannot say enough about Eric, he is a great guy and does what he says and keeps his standards high. I will definitely use them again for other projects and recommend them to anyone looking to cut to the chase and hire a professional contractor at an affordable price."
New Roof Installation
New Roof Installation
New Roof Installation
Roofing project
Roof replacement

+12

Response time1 day
Response rate85%
114 neighbors recently requested a quote
Avatar for AJB Contractors LLC
AJB Contractors LLC
5.0(
9
)

Serving Chester, MD and surrounding areas

Approved

In business since 2025

Free estimates

Credit card accepted

"AJB Contractors contacted, quoted a price, and emailed the contract for to sign. The next day my roof was repaired. I will definitely use this company for any future home projects. Danny was the point of contact, he was great."
Response time4 hrs
Response rate99%
6 neighbors recently requested a quote
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Roofing questions, answered by experts

Yes, shingles should overhang the drip edge, typically between 1/2-inch and 3/4-inch. An overhang shorter than 1/2-inch can allow wind-driven rain to get under the shingles and damage the roof deck or fascia. Conversely, an overhang longer than 3/4-inch increases the risk of shingles getting caught by strong winds, which can lead to roof uplift. Always check your local building code for exact overhang requirements in your area.

During the framing process, builders connect the roof to the walls with materials, including metal connectors, plywood panels, and wood blocks. These roof-to-wall connections are important and provide weatherproofing, noise and temperature insulation, protection against pests, and home integrity. The type of connector and method used will vary, depending on your home’s construction and needs, and each has pros and cons in terms of cost, noise insulation, longevity, and reliability. Talk with your home or roofing contractor about the best connectors for your roof and walls, and what they recommend for your home.

Asphalt shingles are the least-expensive roofing material. They cost around $10,000 for a 1,600-square-foot home compared to $16,500 for metal roofing or $25,000 for slate shingles.

Yes, gable vents can let water in. That being said, this usually only occurs during extreme conditions like heavy rainfall. You can prevent water from entering through gable vents by adding a screen that traps the water before it can enter.

Technically speaking, yes, verbal agreements and “handshake deals” can be legally binding contracts that will hold up in court, but the suing party will need to be able to prove that the parties entered into the contract. Even though verbal and handshake deals can be binding, it’s risky to rely on these types of agreements for anything, including roofing projects. Always aim to get your contract in writing, and make sure it includes all terms and that you don’t agree to additional terms that don’t appear in the contract.

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.