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Top-Rated Roofers in Cheshire - Updated Nov 2026

Avatar for Orezona Bldg & Roofing Co. Inc
Orezona Bldg & Roofing Co. Inc
4.6(
36
)
Asphalt Shingle Roofing - RepairFlat, Foam or Single Ply Roofing - RepairAsphalt Shingle Roofing - Repair - For Business+14 more

Serving Cheshire, OR and surrounding areas

Approved

In business since 2005

Free estimates

Emergency services offered

"I live in a four plex where the roof was replaced. The crew could not have been kinder or more accomodating. I have to walk with a cane & I'm not too mobile some days. They made sure all the pathways were clear of wastes, nails and debris. Even stopping from their lunch break to make sure I was able to walk safely on the side walk. And it was not just one crew person, but all of them were so nice, respectful & curtious. Could not recommend them highly enough!!"
Additional Photos
Response time1 day
Response rate100%
2 neighbors recently requested a quote
Avatar for High Ridge Roofing and Construction
High Ridge Roofing and Construction
4.9(
25
)
Asphalt Shingle Roofing - Install or ReplaceFlat, Foam, or Single Ply Roofing - Install or ReplaceMetal Roofing - Install or Replace

Serving Cheshire, OR and surrounding areas

Approved

In business since 2017

Free estimates

Credit card accepted

"Absolutely highly recommend High Ridge Roofing. Dennis and Eli are great! The crew are hard working, polite and got the job done to our perfection. Reliable, on time both days, and clean up was awesome. ( even cleaned up our broken twigs from our trees) Thank you High Ridge!"
Full Roof Replacement
Full Roof Replacement
Full Roof Replacement
Front View
Close up

+24

4 neighbors recently requested a quote
Recommended by64%of homeowners
Avatar for Good As New Roofing
Good As New Roofing
5.0(
16
)
Roof - Clean

Serving Cheshire, OR and surrounding areas

Approved

In business since 2010

Free estimates

Emergency services offered

"Great communication. Timely and clear details. Made sure our roof was not only well cleaned of algae but got the gutters and did a good inspection of whole roof. We’ll definitely work with Gabriel again"
Pressure Washing
Pressure Washing
Pressure Washing
Pressure Washing
Pressure Washing

+28

3 neighbors recently requested a quote
Recommended by18%of homeowners
Avatar for Quinn Services
Quinn Services
4.8(
22
)
Roof - Clean

Serving Cheshire, OR and surrounding areas

Approved

Customers say: True professional

Quinn Services brings over 10 years of hands-on experience and dependable expertise to exterior property care. We specialize in a comprehensive range of maintenance services to keep your property looking its best:\n**Window Cleaning: Crystal-clear windows to brighten your home.\n**Gutter Cleaning: Ensuring proper drainage and protecting your foundation.\n**Roof Cleaning & Moss Removal: Safely clearing debris and preventing moss damage.\n**Deck Revitalization: Restoring the beauty and longevity of your outdoor living spaces.\n**Pressure Washing: Expert cleaning for houses, fences, and driveways.\nWe take pride in our trade, guarantee our work, and offer flexible scheduling to fit your needs.\n\nCall us directly today at 503-739-0855 for a quote!

Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+18

Response time1 day
Recommended by90%of homeowners
Avatar for ProShield Exteriors
ProShield Exteriors
4.8(
19
)
Metal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Repair+10 more

Serving Cheshire, OR and surrounding areas

Approved

Super Service Award Winner

In business since 2003

Free estimates

Emergency services offered

"We hired A&E construction and painting to put on a new roof, paint our entire home exterior, and install new gutters. Their bids were significantly lower than all others and they worked with us on our timeline. They were respectful of our budget and didn’t push us to do more than was necessary. We upgraded the vents in our roof for a very reasonable price. The neighbors stopped by frequently to comment on how wonderful it looks! I’m now hiring them for some inside work. I trust them to do quality work at reasonable prices. I highly recommend A&E !!!"
Drywall & Finish
Siding Replacement
New power skylights
Siding Replacement
Interior Painting

+894

Response time2 days
Response rate100%
10 neighbors recently requested a quote
Avatar for Tornado Roofing LLC
Tornado Roofing LLC
4.7(
6
)
Asphalt Shingle Roofing - Install or Replace

Serving Cheshire, OR and surrounding areas

Approved

In business since 2025

Free estimates

Credit card accepted

With several years experience, we work hard to bring each customer the best possible service and quality available. We look forward to working with you on your next project. We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer’s needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job. We welcome your questions and thank you for your interest. Call today!

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4 neighbors recently requested a quote
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Roofing FAQs, answered by experts

No, you can’t use your home’s square footage. You have to calculate your roof’s square footage, and then you may have to convert your square footage measurement to correspond with how the roofing material is measured. For instance, some roofing is sold in “squares,” which equals the total square footage of the roof divided by 100. Shingles are sold in bundles that may not correspond to the number of squares you need. Metal roofing is sold as sheets, so determine the amount of square feet each panel will cover and then divide the total square footage by the coverage area.

Copper roofing works well in all kinds of climates, but it’s ideal in humid climates because it naturally repels fungus, moss, and algae. This makes it one of the best roofing options for Cape Cod homes in the Northeast, as well as homes in the humid southern states and snowy northern states. That said, copper is vulnerable to thermal expansion. If you live in a climate that has extreme temperature changes, your contractor will need to consider this during the installation process.

Many homeowners believe that a modern home looks better with a flat roof than a sloped roof. A flat roof can provide several aesthetic benefits for modern homes. Among the pros and cons of a flat roof for a modern home design are the clean lines and straight edges that it delivers to improve curb appeal.

Metal roofing offers durability, energy efficiency, and resistance to extreme weather conditions. It can reduce cooling costs, has a longer lifespan than traditional materials, and provides a sleek, modern appearance, adding value to a property.

You shouldn’t put a new roof underlayment over an old one for a few reasons. Old felt must be removed in order to assess the condition of your roof decking, such as rotting wood or other structural issues. Also, if your roofer doesn't install a fresh layer of felt as is required by shingle manufacturers, your warranty may be voided. Finally, old underlayment removal is often included in the cost of roof repair or replacement, so there's no real benefit to leaving it on before installing a new layer.

The Cheshire, OR homeowners’ guide to roofing services

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