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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 William Richmond, Inc.
William Richmond, Inc.
5.0(
154
)
Asphalt Shingle Roofing - Install or Replace

Serving Chesapeake Beach, MD and surrounding areas

Approved

In business since 2014

Free estimates

Emergency services offered

"William Richmond, Inc. removed and installed a new asphalt roof for our house and shed. We experienced a quick turnaround from estimate to installation. Mr. Richmond provided a detailed explanation of the products he would install and of the expectations on the overall project. Communication was excellent throughout the project. The roofing crew arrived on time, completed our project in a day, and did an excellent job in cleaning up after the install. We would highly recommend the services of William Richmond, Inc. We look forward to working with Mr. Richmond on future projects."
Complete exterior remodel
Complete exterior remodel
Complete exterior remodel
Complete exterior remodel
Complete exterior remodel

+121

Response time8 hrs
4 neighbors recently requested a quote
Recommended by96%of homeowners
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

"Roof & window we're repaired immediately. They showed up the following day after my initial call and provided an accurate estimate. Work commensed right after I signed the contract. The siding took a bit longer due to difficulty matching my 16 yr. old siding (an exact match was no longer being manufactured). I learned this is a common problem. Once an acceptable match was found; the work was completed promptly and correctly. Every effort was made to satisfy me (the customer) and they succeeded. I would hire them again for future needs."
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

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.

As with any roofing material, there are benefits and drawbacks to consider before installing roll roofing. On the plus side, roll roofing is budget-friendly, lightweight, and comparatively easy to install. It is also ideal for low-sloped roofs and lasts around 10 years. The cons of roll roofing, however, include its low durability compared to roofing materials, restricted color choices, and low ROI.

Pros:

  • Low-cost

  • Lightweight

  • Cut to size

  • Easy and quick installation 

  • Designed for low-sloped roofs

  • Waterproofs your roof for an average of 10 years

  • Easy to purchase and transport

Cons:

  • Less durable than asphalt shingles

  • More prone to cracks and tears

  • Short life span

  • Not as many color or style choices

  • Not as aesthetically pleasing as shingles, wood, or clay tiles

  • Not preferred for a higher home resale value

The golden ratio for roof pitch is 1:1.62. It’s simply a standard aspect ratio that home and building designers and architects use when deciding how steep a roof should be to maintain visual appeal. The golden ratio can apply to any home or structure with a visible roof that isn't considered a flat roof.

No, ice dams aren’t a standalone sign that you need a new roof. Ice dams can form on new roofs, as issues with the insulation inside your home are often the underlying problem. However, if you notice signs of roof damage from ice dams, you might need to hire a local roofer for repair or partial replacement.

A roof overlay will last an average of 15 years, compared to the 20 to 30 years or more that a full roof replacement for a shingle roof will last. An overlay’s lifespan may be shortened even further if there’s underlying damage to the existing roof or structural problems with the roof supports.

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.