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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

"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(
15
)
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 by20%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 - 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%
11 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%
24 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 Elite Enclosures
Elite Enclosures
4.4(
35
)
Asphalt Shingle Roofing - Install or ReplaceAsphalt Shingle Roofing - RepairSealant for Roof - Apply

Serving Cheshire, OR and surrounding areas

Approved

Super Service Award Winner

In business since 2024

Free estimates

Credit card accepted

"Our two-story home was in dire need of exterior painting and weather damage repairs. Elite Enclosures team is skilled and responsible, polite, positive and efficient. Adam Martin strives to communicate with us, so that we have full understanding of the project. The crew are polite, friendly and good humored, but constantly working. The weather damage required a new man-door frame installation and the double garage door needed dry rot removal and mold removal, including siding replacement. The resulting repairs are exceptional and we are impressed. We have hired the same business to replace a dry-rotted fence and build a new gate, all done well!"
Painting - Exterior Project
Handymen Project
Painting - Exterior Project
Handymen Project
Painting - Exterior Project

+1

Response time1 day
Response rate100%
3 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

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.

Yes, shingles should overhang the drip edge, typically between 1/2-inch and 3/4-inch. An overhang shorter than 1/2-inch can allow wind-driven rain to get under the shingles and damage the roof deck or fascia. Conversely, an overhang longer than 3/4-inch increases the risk of shingles getting caught by strong winds, which can lead to roof uplift. Always check your local building code for exact overhang requirements in your area.

Flapping shingles, or shingles that are lifting or curling away from your roof, can be glued back into place using roofing cement or sealant. Apply the glue underneath the shingle, then press it down firmly. You can leave a brick on top of the shingle to hold it in place overnight while the sealant dries.

A cool roof can be worth it in the right climate. Cool roofs are excellent at reflecting solar heat away from your home, so if you live in a warm or hot climate, they can be a great roofing choice. Some cool roofing materials are even eligible for tax credits. However, they cost more than traditional roofing and don’t retain heat as well as traditional roofing, so they’re not ideal if you live in a cold climate.

Sometimes, a local authority won’t approve a request for a roofing permit. This may be because of incomplete documentation, unclear project plans, processing delays, or insufficient communication. There may also be discrepancies with building codes.

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.