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Find Painters in Madison

Avatar for Five Star Painting of Madison
Five Star Painting of Madison
4.9(
51
)
Exterior Home or Structure - Paint or Stain: MediumExterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 3 - 4 Rooms+1 more

Serving Madison, WI and surrounding areas

Approved

Super Service Award Winner

In business since 2000

Free estimates

Warranties offered

"5 Star Painting did a fabulous job on everything from helping us select the perfect color to meticulously painting the entire house and deck. We are so happy with the outcome. The entire process went very smoothly and we recommend them to anyone looking for painting services."
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+606

1 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for PETERS PAINTING CONTRACTORS
PETERS PAINTING CONTRACTORS
4.9(
92
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+18 more

Serving Madison, 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,"
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+52

Response time4 days
Response rate100%
Recommended by97%of homeowners
Avatar for TRINITY QUALITY PAINTING
TRINITY QUALITY PAINTING
5.0(
38
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+5 more

Serving Madison, WI and surrounding areas

Approved

In business since 1986

Free estimates

Warranties offered

"I highly recommend this company. This has probably been my best experience with a painting contractor. Angel (owner) and Cesar were great to work with. Very professional with a high level of expertise that was demonstrated all throughout the job. High quality work and extremely neat (a very high bar when it comes to painting!). Regular updates throughout the project were excellent. Many interior rooms done as well as the garage. The two photos do not begin to highlight the high quality of the work."
Response time1 day
Response rate100%
Recommended by82%of homeowners
Avatar for Ultra Painting, LLC
Ultra Painting, LLC
4.9(
20
)
Interior Painting or Staining: 3 - 4 RoomsExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium+4 more

Serving Madison, WI and surrounding areas

Approved

In business since 2019

Free estimates

Warranties offered

"I had a crew from Ultra Painting stain my exterior & paint the window frames and they did a wonderful job! They were very meticulous with a display of high quality & perfection! I will likely reach out to them for future home improvement jobs at my house!"
Ceiling Repaint
Master Bedroom
Living Room
Living Room
Kitchen

+15

Response time1 day
Response rate96%
11 neighbors recently requested a quote
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Showing 1-10 of 414

FAQs for painting projects in Madison, 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 Madison, WI homeowners’ guide to painting services

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