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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 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
)
Metal Roofing - Install or ReplaceAsphalt Shingle 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%
9 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%
22 neighbors recently requested a quote
Avatar for Roof It All
Roof It All
4.9(
7
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairMetal Roofing - Install or Replace

Serving Cheshire, OR and surrounding areas

Approved

In business since 2015

Free estimates

Credit card accepted

"Bring a homeowner for over 30 years I have came across 2-3 roofing companies. Emilio at Roof It All was very knowledgeable and taught me a few things about roofing that I had no previous knowledge of. That alone says a lot about a company like his. Overall great company and super quality work. The money spent was well worth the final product. And now I donâ t ever have to worry about getting a new roof with the 50 year warranty!"
Roof replacement
Roof replacement
Roof replacement
Roof replacement
Roof replacement

+14

Response time11 hrs
Response rate100%
Recommended by100%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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3 neighbors recently requested a quote
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Roofing FAQs, answered by experts

You only need to replace a roof before moving if it’s extremely old or has more than just a couple minor damages. For instance, leaks, uplifted shingles, or obvious holes are issues no one wants to deal with right when they move in, and will automatically repel potential buyers that might have otherwise been interested.

When it comes to choosing the best roof color for a blue exterior, you have plenty of options. For a classic neutral look, go with a light gray, dark gray, or black roof. Blend gray tones if you want a more eye-catching look for your roof, or go for a different splash of color with a green or even red. Take inspiration from your neighbors if you want your house to fit in on the block.

The most common slope, or roof pitch, for a shed is 4:12 or four inches of height for every horizontal foot. For areas that experience heavy snow loads, a steeper roof of 6:12 or 9:12 is best. 

Roofing estimates vary for many reasons, but the most significant ones include differences in the cost of labor based on the contractor’s experience and overhead costs, as well as the quality of the materials your roofer will use for the job. You should get your estimates itemized and make sure your contractors include details about the materials they plan on using. Doing so allows you to compare not only based on the cost but also the value that you’ll get for your money.

Walking on an asbestos roof can pose a risk. Asbestos roofing materials can become brittle over time, increasing the chances of them breaking or releasing fibers when stepped on. Additionally, walking on an asbestos roof without proper precautions can cause further damage to the material. If possible, avoid touching an asbestos roof in any way and consult with a professional about removing and replacing the roof. 

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.