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Top-Rated Painters in Lake Oswego - Updated Nov 2026

Avatar for Aguirre Painting, LLC
Aguirre Painting, LLC
4.9(
94
)
Interior Painting or Staining: 1 - 2 RoomsPainting or Staining - Small ProjectsInterior Painting or Staining: 3 - 4 Rooms+3 more

Serving Lake Oswego, OR and surrounding areas

Approved

In business since 2006

Free estimates

Emergency services offered

"After getting 3 quotes Aguirre Painting was the best. They were also very professional and organized. The paint job they did for me was beautiful. Before and after the job the owners met with me to make sure they knew what I wanted and that the job was done correctly. I highly recommend this company and I will be using them again."
Exterior Painting
Exterior painting
Exterior painting
Exterior painting
Exterior painting

+110

Response time12 hrs
Response rate88%
4 neighbors recently requested a quote
Avatar for DISTINCTIVE ENTERPRISES & PAINTING LLC
DISTINCTIVE ENTERPRISES & PAINTING LLC
4.9(
173
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+18 more

Serving Lake Oswego, OR and surrounding areas

Approved

Super Service Award Winner

In business since 2008

Free estimates

Warranties offered

"Carlos and his amazing team efficiently and effectively completed the painting of my two-story home to my extreme satisfaction. Everything from the prep work to the painting to the clean up more than exceeded my expectations. If I could give them more than five stars, I would I highly recommend this company for your painting needs."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+9

Response time6 hrs
Recommended by93%of homeowners
Avatar for Sunshine Painting PDX Inc
Sunshine Painting PDX Inc
4.6(
348
)
Interior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms

Serving Lake Oswego, OR and surrounding areas

Approved

In business since 1997

Free estimates

Emergency services offered

"I can highly recommend Sunshine Painting. Samantha was always very professional, prompt in her visits and always returned calls and emails. We required some siding and dry rot repair, which Ben repaired expertly. The crew painted our tall house with great care and attention. They discovered some additional dry rot while working, so we put a pause on the project to allow repairs on that, before they returned to finish up. The finished result is outstanding. Their pricing is straightforward and reasonable. Can highly recommend, so happy!"
BEFORE
AFTER
Additional Photos
Additional Photos
Additional Photos

+38

Response time3 days
Recommended by93%of homeowners
Avatar for Muir Painting
Muir Painting
4.7(
300
)
Exterior Home or Structure - Paint or Stain: MediumExterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 3 - 4 Rooms+1 more

Serving Lake Oswego, OR and surrounding areas

Approved

Super Service Award Winner

In business since 1973

Free estimates

Warranties offered

"We recently hired Dan Muir and his crew from Muir Painting to paint the exterior of our home, and we couldn't be happier with the results. The attention to detail was outstanding. His foreman, Matt, and the rest of the crew did meticulous prep work and painting all the way up to the final clean-up. Dan is professional, easy to communicate with, and clearly takes pride in his work. If you want a high-quality paint job that looks like it will last, look no further!""
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+20

1 neighbors recently requested a quote
Recommended by91%of homeowners
Avatar for Sunnyside Painting, LLC
Sunnyside Painting, LLC
4.8(
78
)
Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: MediumExterior Home or Structure - Paint or Stain: Small+5 more

Serving Lake Oswego, OR and surrounding areas

Approved

In business since 2010

Free estimates

Small jobs welcome

"We give Sunnyside Paint an A++++++++++ on painting the interior of our home. Gene and his crew were very efficient and professional. Done in a timely fashion with lots of attention to detail. They prepped surfaces, filled holes, patches and cracks. Only using the best quality of paint and reasonable price. We had a scent added to the paint . Wow! Our home smells and looks fabulous! We are very happy with the outcome. We highly recommend them."
Railings and staircase Refinish
Vancouver - Indoor Paint
Walls, Ceiling, Doors & Trims Paint
Vancouver - Indoor Paint
Vancouver - Indoor Paint

+203

Response time11 hrs
Response rate92%
5 neighbors recently requested a quote
Avatar for Fresh Start Painting, LLC
Fresh Start Painting, LLC
4.9(
61
)
Exterior Home or Structure - Paint or Stain: SmallInterior Painting or Staining: 5 + RoomsExterior Home or Structure - Paint or Stain: Large+4 more

Serving Lake Oswego, OR and surrounding areas

Approved

Super Service Award Winner

In business since 2020

Free estimates

Small jobs welcome

"Carlos was dependable, on time and professional. His prices are fair, and when they came out to power wash before painting, he even noticed some dry rot and caulking that needed to be fixed. He did that for a very reasonable price and even washed some very high windows I couldnâ t get to since we bought the house eight years ago. I am so impressed and appreciate his professionalism and honesty. I will definitely hire Fresh Start painting again when I need the rest of my house painted or even the interior. Great experience!"
Prep work
Before
Shed
Before shed
after home

+17

Response time1 day
14 neighbors recently requested a quote
Recommended by85%of homeowners
Avatar for D & N Colors Painting, LLC
D & N Colors Painting, LLC
5.0(
22
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+10 more

Serving Lake Oswego, OR and surrounding areas

Approved

In business since 2016

Free estimates

Warranties offered

"D&N Colors was a great choice for painting the exterior of our home. Chebo, the owner, is a true professional and knows about color, paint and its application. In addition to the exterior, he was able to paint some interior areas of our home and match the color exactly. I would highly recommend him and feel very confident he would do an outstanding job"
Response time3 hrs
Response rate85%
3 neighbors recently requested a quote
Avatar for PDX ROSE CITY PAINTING
PDX ROSE CITY PAINTING
4.9(
32
)
Exterior Home or Structure - Paint or Stain: MediumExterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or Stain+10 more

Serving Lake Oswego, OR and surrounding areas

Approved

Free estimates

Emergency services offered

Warranties offered

"This job entailed painting the entire interior of a 3,100 square foot condo with extensive millwork and cabinetry. The friendly team did a superb job of prepping followed by expert painting. They showed up on time and communication was great. I highly recommend PDX Rose City Painting."
Painting - Interior Project
Painting - Interior Project
Painting - Interior Project
Painting - Interior Project
Painting - Interior Project

+9

Response time2 days
Response rate100%
1 neighbors recently requested a quote
Avatar for Shades of Rose Painting, Inc.
Shades of Rose Painting, Inc.
4.8(
218
)
Exterior Home or Structure - Paint or Stain: MediumExterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or Stain+5 more

Serving Lake Oswego, OR and surrounding areas

Approved

In business since 1999

Free estimates

Warranties offered

"I chose Shades of Rose Painting solely from the reviews on Angie's List and  wasn't disappointed. 
Tyler was professional from beginning to end. We went through a major remodel on our home several years ago and Tyler was more responsive and professional than any contractor we've ever worked with. He and his crew were on time the day of the job and for every meeting, did the work as promised and at the agreed upon cost., and touch-up was done in a timely manner. Any questions or concerns I had were addressed quickly and to my satisfaction. Working with Tyler was a pleasure and I have no hesitation recommending him and his company highly.
"
2 neighbors recently requested a quote
Recommended by97%of homeowners
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FAQs for painting projects in Lake Oswego, 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 Lake Oswego, OR homeowners’ guide to painting services

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