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Best roofers near Cheshire, OR

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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

"Jason was responsive, punctual, and honest. When his crews arrived, they got right to work and worked hard until the job was done. The roof looks great and I am confident that my leaks are gone. The guys made sure to close the gates as they worked so my dogs would not escape and they thoroughly cleaned up when they were done. Great experience--- I believe that Jason and his crew recognize that customers pay their bills and that personal referrals are like gold. I feel like they went out of their way to make sure that I had a great experience; however I suspect that my experience is the Orezona standard. Give Jason a call, you won't regret it."
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 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 Clear Glass & More LLC
Clear Glass & More LLC
5.0(
48
)
Roof - Clean

Serving Cheshire, OR and surrounding areas

Approved

Super Service Award Winner

In business since 2023

Free estimates

Small jobs welcome

"Michael cleaned our roof and did a great job. When his employee couldn’t make the scheduled appointment, he stepped in and did the work himself. We also hired his company to clean our windows and they always seem to go the extra mile to make sure things are done right."
Window cleaning
Window cleaning
Window cleaning
Window cleaning
Window cleaning

+3

Response time2 days
Response rate99%
23 neighbors recently requested a quote
Avatar for Quinn Services
Quinn Services
4.8(
22
)
Roof - Clean

Serving Cheshire, OR and surrounding areas

Approved

Customers say: True professional

"I would recommend Quinn Services & I definitely plan on using them again. Michael was very friendly, professional & efficient. The price I paid to have our gutters cleaned was very fair & reasonable."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+18

Response time1 day
Recommended by90%of homeowners
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

Generally, roof flashing is installed under the shingles to create a watertight seal and prevent moisture from seeping in and causing damage. However, the exact placement can depend on the type of flashing. For instance, with step flashing, the shingles and flashing overlap each other, meaning the flashing is technically both over and under the shingles. Flashing also typically goes beneath the house siding and is often not visible from the ground.

The most common roof pitch is 4:12, which means a rise of 4 inches for every 12 inches of horizontal run. However, roof pitch varies widely based on roof design, climate, and even the roofing materials you plan to install. Your building type also plays a role, as flat roofs are common on commercial buildings and some modern homes.

Homeowners insurance sometimes covers roof decking, but it depends on the cause of damage and whether the decking was properly installed. If the roof decking was damaged by a severe storm, then it will likely be covered. Insurance may also pay for roof decking work if building codes require it. However, insurance won’t cover damage caused by normal wear and tear or poor maintenance practices.

You can damage your shingles if you use the wrong type of paint on them. You should always use acrylic latex paint specifically formulated for shingles. Other types of paint may trap moisture, which can cause bigger problems like rot and mildew. Considering that roof replacement costs $9,100 on average, it’s definitely best to avoid making this mistake.

Besides using the right paint, remember that painting your shingles will require increased maintenance.

It’s always a good idea to have a lawyer review any legally binding contract before signing, including roofing contracts. Most contracts have straightforward language that’s easy to understand, but getting advice from an attorney before signing could save you from being locked into a contract you don’t want to move forward with. Having a lawyer review your contract can also help protect you if your roofing professional defaults on their side of the agreement.

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.