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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 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 Fly By Might LLC Pressure Washing & Window Cleaning
Fly By Might LLC Pressure Washing & Window Cleaning
4.8(
57
)
Roof - Clean

Serving Cheshire, OR and surrounding areas

Approved

In business since 2001

Free estimates

Warranties offered

"We have used this company for years. They do excellent work and work efficiently. Property is always cleaned up nicely when they are done. We have had roof cleaning/maintenance, gutters cleaned, windows washed, decks driveway and sidewalks power washed."
Roof before
Roof after
Fence staining
Driveway
Walkway

+2

3 neighbors recently requested a quote
Recommended by94%of homeowners
Avatar for ProShield Exteriors
ProShield Exteriors
4.8(
19
)
Asphalt Shingle Roofing - Install or ReplaceMetal Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For Business+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%
11 neighbors recently requested a quote
Avatar for Roof It All
Roof It All
4.7(
14
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - Install or Replace - For BusinessAsphalt Shingle Roofing - Repair+13 more

Serving Cheshire, OR and surrounding areas

Approved

In business since 2015

Free estimates

Credit card accepted

"Emilio and his team were very attentive and helpful with our roof. They cleaned up every single day and they had a dedicated project manager that was communicated anything that came up or was needed. I would highly recommend talking to Emilio and his team because of their professionalism and their attention to detail. They were not the cheapest company, and witnessing the level of professionalism we received, we would be glad to have paid even more than what we did."
Roof replacement
Roof replacement
Roof replacement
Roof replacement
Roof replacement

+14

Response time11 hrs
Response rate100%
1 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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3 neighbors recently requested a quote
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Roofing FAQs, answered by experts

The four types of roof sheathing are plywood, oriented strand board (OSB), planks, and tone-and-groove boards. The overwhelming majority of homes use the first two (especially OSB) and the other two are not often seen outside of special use cases. Methods of sheathing include solid sheathing, open sheathing where there are gaps, and plank sheathing. Most roofs are solid sheathing.

Moving a chimney is possible, but it is a very complex process that requires professional expertise, knowledge of building codes, and safety protocols. Most homeowners find it easier to remove the fireplace and build a new fireplace and chimney in the new location of your home. Talk to your chimney pro about all your options, their costs, and pros and cons. 

The proper specifications for furring strips can vary, so you should always consult the roofing manufacturer's guidelines or your roofer. However, general recommendations are as follows:

  • Thickness: Furring strips are typically 1 to 1-1/2 inches thick, meaning standard 1-by or 2-by lumber works well. In areas with extreme winds, a thinner strip may be preferred to limit how much air can get under the roof and cause uplift. A thicker strip can add slightly more insulation but will also increase installation costs.

  • Spacing: The recommended spacing for furring strips is between 12 and 24 inches apart on center. Proper spacing is crucial for ensuring good airflow, adequate drainage, noise reduction, and better energy efficiency. The ideal spacing can depend on the roof's pitch and the specific type of metal roofing being installed.

The lifespan of an impact-resistant roof averages 30 to 50 years, depending on the quality of the shingles and the amount of wear and tear it endures. Some high-quality shingles may last even longer. For comparison, a standard asphalt roof lasts about 20 years, so choosing an impact-resistant option can increase your roof's lifespan by 50% or more, particularly in regions prone to extreme weather.

The short answer is, yes, cedar shakes do last longer than asphalt shingles. But the long answer is, it depends on maintenance. Asphalt shingles last about 20 years, while cedar shingles typically last about 30 years with proper maintenance. If they are very well maintained and installed in an area with a mild, drier climate, they can last up to 50 years.

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.