Top-rated roofers.

Get matched with top roofers in Chester, MD

Enter your zip and get matched with up to 5 pros

Need a pro for your roofing project in Chester, MD?

Select your specific project to find the pro for you.

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
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+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."
Additional Photos
A sleek new shower with white simulated tile walls and chrome fixtures.
Additional Photos
Additional Photos
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.

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
)

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

"Jordan Taylor was our rep and did an outstanding of explaining the entire process to us, including how to submit the roof replacement to insurance due to a wind storm. He was super responsive for every question, and he personally got our HOA approval, then walked it through the town govt to get the permit! On the day of installation, his team worked efficiently and quickly, and our roof was completed by late afternoon, including full and thorough cleanup. Jordan came back the next day to walk the property to make sure all garbage was picked up. Economy Restoration will also provide a Quality Control person to go up on the roof for the final inspection, which really gives us a secure feeling. Our roof is amazing, along with the entire process and the pricing is very fair. I highly recommend Jordan and Economy Restoration!"
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
...
Showing 1-10 of 296
Roofing questions, answered by experts

Using an ice and water shield underlayment under a metal roof is a good way to protect the roof and your home from damage in colder climates that see a lot of winter weather. Traditional underlayment isn’t effective underneath a metal roof, though, so be sure to install one specifically made for metal roofs to get the best protection.

A gable roof costs between $13,000 and $30,000, depending on the size of your roof, the materials you use, and the type of gable roof you install. If you’re building a gable roof for new construction or as part of a major home remodel, your pricing will also depend on the type of roof trusses you use, how accessible your property is, and some other factors.

Most roof leaks occur where shingles meet or where there are sealants or seams in the materials. This is common around skylights and at any point there is a break in the roof such as corners and edges. Roofing materials are incredibly strong and resistant when overlapping, but any change in that can cause gaps where water can enter.

Thatched roofs last for between 30 and 50 years in most cases, which is longer than most asphalt roofs. However, getting that life span from your thatched roof requires more maintenance than you’d need for most other materials, including fireproofing, brushing, cleaning, and rethatching as the material gets worn down. You’ll also need routine inspections to ensure you’re not at risk of leaks.

Whether a metal or shingle roof is better for you depends on your preferences. Standing seam metal roofs require little to no maintenance, but if you install a screw-down metal roof where the fasteners are exposed, the gaskets on the fasteners will dry rot and need to be replaced. Generally, screw-down metal roofs need to be re-screwed every 15 to 20 years.

Metal roofs are energy-efficient and have extended warranties, while asphalt shingles are less durable than most. They tend to lose color and get damaged over time, and absorb heat from the sun.

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.