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Find Painters in Oregon

Avatar for Five Star Painting of Madison
Five Star Painting of Madison
4.9(
51
)

Serving Oregon, WI and surrounding areas

Approved

Super Service Award Winner

In business since 2000

Free estimates

Warranties offered

"We highly recommend Five Star Painting! Everyone that we had contact with was professional, friendly, efficient, and responsive. We had ceilings and walls in 4 rooms and 3 hallways painted and they finished in 1.5 days. And it all looks so good! Very reasonable pricing. Meticulous work. We will definitely use them for any future painting needs."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+606

Recommended by98%of homeowners
Avatar for PETERS PAINTING CONTRACTORS
PETERS PAINTING CONTRACTORS
4.9(
91
)

Serving Oregon, WI and surrounding areas

Approved

In business since 1977

Free estimates

Emergency services offered

"We currently have Peters Painting doing interior painting of a large part of our house including cabinets. In 40 years with multiple painters we have never had such a great experience, Eric was so helpful in arranging the painting and making sure this complex job was done correctly, The crew of Steve, Reggie, and Jason were compulsive about detail work and did an amazing job and were so pleasant to deal with, This company is top-of-the line quality but reasonably priced, I would recommend them to anyone. They are a community treasure,"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+52

Response time1 day
1 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for Five Star Painting of Madison WI
Five Star Painting of Madison WI
4.8(
194
)

Serving Oregon, WI and surrounding areas

Approved

Super Service Award Winner

In business since 2016

Free estimates

Warranties offered

"Employees were very personable and did excellent work. It's the second time that they have either painted or stained for me and I wouldn't hesitate to use them again. I never even bothered to look for another company because I was so pleased the first time around."
Before and After
Before and After
Before and After
Before and After
Before and After

+574

Response time4 hrs
46 neighbors recently requested a quote
Recommended by93%of homeowners
Avatar for College Works Painting - Madison
College Works Painting - Madison
4.3(
404
)

Serving Oregon, WI and surrounding areas

Approved (Corporate)

In business since 1993

Free estimates

Warranties offered

"Dan and his team meticulously painted the exterior of our home. I was impressed with his professionalism from beginning to end. His due diligence alleviated any prior concerns undertaking this project."
Exterior Painting
Exterior Painting
Exterior Painting
Exterior Painting
Exterior Painting

+12

Recommended by84%of homeowners
Avatar for Southeast Homeworks
Southeast Homeworks
5.0(
10
)

Serving Oregon, WI and surrounding areas

Approved

In business since 2025

Free estimates

Emergency services offered

"Louis was very friendly and inquisitive during his walkthrough and was very forthright in the estimate provided. On our appointed day, Colin was prompt, friendly, and very skilled in getting our paint jobs done. We are very satisfied with the results and would recommend Southeast Homeworks and use their services again."
Geometric Mural 1
Geometric Mural 2
Dining Area
Classic Kitchen
Kitchen & Dining

+42

Response time3 hrs
Response rate89%
1 neighbors recently requested a quote
Avatar for 4 Lakes Painting, LLC
4 Lakes Painting, LLC
4.9(
9
)

Serving Oregon, WI and surrounding areas

Approved

In business since 2019

Free estimates

Credit card accepted

"Aneil and the staff were very professional. The project was thoroughly discussed with us before they started. Aneill made excellent color suggestions. They arrived when expected and completed the project when anticipated. The things in our home were well cared for while the crew was painting. I would recommend Aneil and 4 Lakes Painting to anyone!"
Historical Restoration
Historical Restoration
Response time3 days
Recommended by100%of homeowners
Avatar for Tr3s Painting LLC
Tr3s Painting LLC
5.0(
6
)

Serving Oregon, WI and surrounding areas

Approved

In business since 2020

Free estimates

Small jobs welcome

"Fred did an amazing job painting our nursery. He helped us choose the perfect colors, made thoughtful suggestions, and was extremely professional throughout the entire process. The work was completed quickly, and the final result turned out absolutely perfect. We couldn’t be happier and would highly recommend him to anyone looking for quality work done efficiently and beautifully."
Before
Before
In the procces
In the procces
Almost Done

+17

1 neighbors recently requested a quote
Avatar for CertaPro Painters
CertaPro Painters
4.3(
75
)

Serving Oregon, WI and surrounding areas

Approved

In business since 1971

Free estimates

Credit card accepted

"I would recommend this company to my friends and family. The quality and value were top notch and I truly enjoyed working with all members of this team. We are so very happy with our newly painted home!"
Garage Painting
Interior Prep
Exterior
Exterior
Interior

+1

Recommended by94%of homeowners
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Showing 1-10 of 286

FAQs for painting projects in Oregon, WI

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 Oregon, WI homeowners’ guide to painting services

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