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Top-Rated Painters in Cascadia - Updated Nov 2026

Avatar for Tri-Stone Painting
Tri-Stone Painting
5.0(
5
)
Exterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 5 + RoomsExterior Building - Paint or Stain - For Business+8 more

Serving Cascadia, OR and surrounding areas

Approved

In business since 2016

Free estimates

Credit card accepted

We take great pride in our experience, expertise, quality and customer service that we provide to meet your 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 a professional manner. Our reputation is based on service, safety and quality, regardless of how large or small the job.

Photo Gallery
Photo Gallery
Photo Gallery
2 neighbors recently requested a quote
Avatar for FITZPATRICK PAINTING INCORPORATED
FITZPATRICK PAINTING INCORPORATED
4.6(
5
)
Exterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 1 - 2 Rooms+5 more

Serving Cascadia, OR and surrounding areas

Approved

In business since 1994

Free estimates

Emergency services offered

We are committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests and make their concerns the basis of our business.

Photos
69 neighbors recently requested a quote
Avatar for CASA PAINTING PROS LLC
CASA PAINTING PROS LLC
New to Angi
Interior Painting or Staining: 1 - 2 RoomsExterior Home or Structure - Paint or Stain: SmallPainting or Staining - Small Projects

Serving Cascadia, OR and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

CASA PAINTING PROS LLC is the leader in providing our customers with the highest quality service in an honest, efficient, and professional way. Our pledge is to create successful relationships with our customers, employees and community by building trust, treating every project with the utmost integrity and exceeding expectations. We look forward to working with you! \n

6 neighbors recently requested a quote
V & G PAINTING AND CLEANING LLC
New to Angi
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium+4 more

Serving Cascadia, OR and surrounding areas

Approved

In business since 2019

Credit card accepted

Offers commercial services

V & G PAINTING AND CLEANING LLC is a locally owned and operated company that values honesty and integrity in all aspects of our business. Our dedicated team of professionals have years of hands-on experience, to provide innovative ideas and suggestions tailored to your projects. Our services are customized to your individual needs, paying close attention to the details of each project that we are involved with. Please feel free to contact us today!

Avatar for Masters Roofing LLC
Masters Roofing LLC
5.0(
5
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+1 more

Serving Cascadia, OR and surrounding areas

Approved

In business since 2019

Free estimates

Emergency services offered

At Masters Roofing, we believe getting a new roof should be a straightforward, stress-free experience. We provide professional residential roofing services throughout Central Oregon, with a focus on quality workmanship, honest recommendations, and treating every home like our own. Whether you need a complete roof replacement, repair, or simply want a professional assessment of your roof’s condition, our experienced team is here to help. We offer free estimates, financing options, and take the time to explain your options so you can make an informed decision. Our goal is simple: install a roof you can feel confident in and provide the kind of service that earns your trust and your recommendation. We look forward to earning your business!

Portland Metal Roof
Portland Metal Roof
Portland Metal Roof
Portland Metal Roof
Portland Metal Roof

+15

7 neighbors recently requested a quote
Guildcraft Exteriors
New to Angi
Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: MediumExterior Home or Structure - Paint or Stain: Small

Serving Cascadia, OR and surrounding areas

Approved

In business since 2025

Free estimates

Credit card accepted

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. \n \n

Avatar for JT CONSTRUCTION & PAINTING LLC
JT CONSTRUCTION & PAINTING LLC
5.0(
6
)
Interior Painting or Staining: 1 - 2 Rooms

Serving Cascadia, OR and surrounding areas

In business since 2024

Free estimates

Credit card accepted

"I highly recommend JT Construction & Painting LLC. The work was excellent, Jose completed ahead of schedule and very neatly done. Jose, the owner, was friendly and took great care while painting, ensuring that no paint got on my plants. Even though it was a gray day when he finished, he came back the next day to do a full walk-through to make sure the job met my expectations. I wouldn?t look for anyone else Jose is your guy!"
Exterior paint
Exterior paint
Response time7 hrs
Recommended by16%of homeowners
...
Showing 1-10 of 68

FAQs for painting projects in Cascadia, OR

Most homeowners opt for semi-gloss or high-gloss paint to make the baseboards stand out against the walls. If you’d rather keep things subtle, matching the wall sheen with eggshell or satin also works well. When your trim has nicks or dents, reach for a flatter, matte finish—it hides minor imperfections better than a shiny coat.

Stripping old paint from trim costs $1 to $3 per linear foot. Pros use specialized tools and techniques to lift away existing layers without gouging the wood, then prep the surface for a fresh finish. While it adds to your budget, proper removal protects the molding and sets the stage for a smoother, longer-lasting paint job.

Tackling the baseboards first often leads to crisper lines. Painting trim first lets you tape off the boards instead of the walls, so you’re less likely to splatter color where you don’t want it. Any stray marks on the wall get covered when you roll on the final coat, making the whole process faster and tidier.

You can absolutely paint baseboards in place. Leaving them installed avoids the risk of cracking or misaligning the boards when they’re reattached. With thorough cleaning, light sanding, and careful taping, a pro—or an experienced DIYer—can achieve a sharp, factory-smooth finish while saving you the hassle of prying off and reinstalling trim.

Painting almost always beats replacement in cost. Swapping out baseboards runs about $150 in DIY materials or roughly $1,100 with a pro, while repainting costs about $50 in supplies and $1 to $5 per square foot for labor. Unless the boards are warped or severely damaged, a fresh coat delivers the same visual upgrade for a fraction of the price.

Paintable caulk and wood filler are the go-to fixes for nail holes in baseboards. Wood filler sands flush for a glass-smooth surface, while caulk provides a flexible seal that won’t crack as the house settles. Either way, patching those tiny divots before you prime ensures your finished baseboards look seamless.

The Cascadia, OR homeowners’ guide to painting services

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