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TRUSTED BY CHESAPEAKE BEACH, MD HOMEOWNERS

  • Average homeowner rating star icon4.4
    Average homeowner rating
  • Verified reviews icon510
    Verified roofing services reviews

Top-Rated Roofers in Chesapeake Beach - Updated Nov 2026

Avatar for Presidential Exteriors LLC
Presidential Exteriors LLC
4.7(
179
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceTraditional Tile Roofing - Install or Replace+26 more

Serving Chesapeake Beach, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2015

Free estimates

Warranties offered

"Replacing a roof can be an intimidating project but Presidential Exteriors put us at ease. We were guided through the process and everything went smoothly. The roof looks phenomenal and it's clear the crew put a lot of attention to detail into the job. Very happy and would highly recommend Presidential Exteriors! Specific thanks to David, Nick, Samantha, Shane and the crew!"
Newly installed roof
Windows & Garage Door Replacement
Finished product with brand new siding.
Newly installed roof
Windows & Garage Door Replacement

+44

Response time1 day
Response rate100%
32 neighbors recently requested a quote
Avatar for Roofing Pups, Roofing & Siding
Roofing Pups, Roofing & Siding
4.7(
74
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace+1 more

Serving Chesapeake Beach, 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%
172 neighbors recently requested a quote
Avatar for AROCON Roofing & Construction
AROCON Roofing & Construction
4.5(
1,458
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair

Serving Chesapeake Beach, MD and surrounding areas

Approved (Corporate)

In business since 2008

Free estimates

Emergency services offered

"Service went great. Available dates were a little backed up but reasonable. The technicians, Mikey and Garret, showed up on time and called with a 20 min ETA. Service was well explained, with pictures, and honest assessment of the roof's condition was given without aggressive upselling. Work was conducted quickly and done well. I used Arocon for my roofing needs at a prior residence and will use their services again."
Standing Seam Roof on Turrent
Standing Seam Roofing job in Mount Airy, MD.
EPDM Rubber Roofing
EPDM Rubber Roofing
Additional Photos

+6

Response time9 hrs
Response rate100%
94 neighbors recently requested a quote
Avatar for The Gutter & Roofing Crew
The Gutter & Roofing Crew
4.8(
72
)
Asphalt Shingle Roofing - Install or Replace - For BusinessFlat, Foam or Single Ply Roofing - Repair- For BusinessFlat, Foam, or Single Ply Roofing - Install or Replace- For Business+3 more

Serving Chesapeake Beach, MD and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

"Miguel was very nice, very knowledgeable about the landscaping questions we asked, and the work was well priced. Edmund cleaned out all the rain gutters and cleaned off the decks afterward, and provided details about our roofs condition that we would have never known. The roof inspection is part of the gutter cleaning package, which was very helpful. We have very steep roofs and he made it look easy, which I know first hand, it is not. We really had a great experience, we will recommend them and hire them again."
Gutters Cleaned Upper Marlboro
Gutters Cleaned
Gutters Cleaned
Huntingtown
Bowie

+2

Response time11 hrs
Recommended by98%of homeowners
Avatar for Charm City Roofing
Charm City Roofing
4.3(
43
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Chesapeake Beach, MD and surrounding areas

Approved

In business since 2008

Free estimates

Emergency services offered

"Charm City Roofing did an excellent job installing my new roof! From start to finish, the team was professional, punctual, and very knowledgeable. They explained the entire process clearly, completed the work efficiently, and left everything clean and neat afterward. The quality of the installation is outstanding, and I feel confident knowing my home is well protected. I highly recommend Charm City Roofing to anyone looking for reliable and top-notch roofing services!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+37

Response time8 hrs
Response rate100%
2 neighbors recently requested a quote
Avatar for John Krause Construction
John Krause Construction
4.4(
169
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+26 more

Serving Chesapeake Beach, MD and surrounding areas

Approved

In business since 1998

Free estimates

Emergency services offered

"John Krause Construction recently replaced my roof. I am very pleased with the quality of the work and the price we paid. Their crew was professional and courteous, and a pleasure to work with. They took extra care to clean up my entire yard and ensure I was happy with the job. I would highly recommend this company for any and all home improvement projects."
Pool House Exterior with Floor-to-Ceiling Windows & Doors, Two Pergolas, & Cupola with Windows
Modern Farmhouse Kitchen
Luxury Bathroom Renovation with Free-Standing Clawfoot Tub & Chandelier
Pool House - Side Entrance
Modern Farmhouse Kitchen with Farmhouse Sink, Pull-Down Faucet, Stainless Steel Range, Range Hood, Double Wall Oven, and Dishwasher

+113

Response time2 days
Response rate100%
14 neighbors recently requested a quote
...
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Roofing FAQs, answered by experts

Roofing material costs vary depending on the type of material you choose and whether you install it yourself or hire a roofer. Shingles are the most affordable option and cost between $70 and $400 per square, metal roofing is between $100 and $1,500 per square, and concrete tile is between $300 and $1,000 per square.

Yes, you should seal and cap an unused chimney to protect it from damage. Sealing the structure helps prevent moisture damage, which can lead to issues like cracks, spalling, efflorescence, and damaged mortar joints. Capping the chimney is also crucial to prevent blockages, damage from invasive critters, and downdrafts, while still allowing for proper air ventilation to manage moisture. For the best results, consult a chimney professional to select the right type of chimney or flue cap for your home. It's also wise to continue with annual chimney inspections to maintain the structure's integrity.

It’s possible for a roofing estimate to change after the initial assessment, but in most cases, it shouldn’t. There’s always the risk that something unexpected will happen that causes prices to go up, like discontinued materials or your roofer discovering previously hidden damage to your decking when ripping off the old roof. However, experienced roofers should account for these circumstances in their initial estimates. Roofing contracts are binding, so always check your contract for language about how and why your numbers could change.

You can negotiate roofing payment terms with a contractor, but if you’re working with a reliable, trustworthy roofing contractor, the quote they gave you is probably fair. It’s often not worth haggling over the cost of the job unless you feel it is particularly unfair. If you do, get quotes from other roofing companies to compare prices.

While you technically can add a roof over shakes or shingles, it’s not a good idea. Roofing over existing roofing creates a moisture barrier underneath the new roof and since the trapped material is wood, you can expect a moisture problem. While you could get away with installing a new roof over asphalt or steel, wooden roofs should be removed, new underlayment installed, and the new roof installed over that. Also, the extra weight would add strain to your roof structure.

The Chesapeake Beach, MD homeowners’ guide to roofing services

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