Serving Madison, WI and surrounding areas
Approved
Super Service Award Winner
In business since 1994
Free estimates
Customers say: True professional
"1451 Dale Painting did exceptional work on our house. Their attention to detail from prep to final painting was fantastic. I will be referring to everyone we know that is looking for a painting contractor."
Serving Madison, WI and surrounding areas
Approved
Super Service Award Winner
In business since 2000
Free estimates
Warranties offered
"We are so thrilled with how the painting in our livingroom & kitchen turned out. The newly painted cabinets look great! Alisa's color consultation prior to painting was very much appreciated. The crew and project manager arrived on time, were respectful, had a huge work ethic and everything was immaculate when they left. We hadn't done anything to the house since we bought it 20 years ago and their team repaired cracks in the ceiling and the work they did is great. We felt listened to, we knew we could ask questions and never felt rushed. The walk throughs for the estimate, prepaint & finished paint job were very useful. The whole project took very little time. Thank you, Five Star Painting Team!"
+606
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,"
+52
Serving Madison, WI and surrounding areas
Approved
In business since 2010
Free estimates
Offers commercial services
"Carlos and his crew were on time, friendly, efficient and tidy, cleaning up every day when they were finished. They did a fabulous job painting the interior of our townhome. They also patched and repaired dings in the walls prior to painting, often pointing out areas I would not have noticed. The walls and ceilings are now beautiful, thanks to them. I highly recommend Diaz Painting."
Serving Madison, WI and surrounding areas
Approved
In business since 1986
Free estimates
Warranties offered
"Angel and his crew were professional and courteous with their work. I was given daily updates on their progress. Trinity painting goes above and beyond for their customers.Wallworth the price ."
Serving Madison, WI and surrounding areas
Approved
Super Service Award Winner
In business since 2016
Free estimates
Warranties offered
"Five Star Painting of Madison did a great job on our exterior painting project. Price was very good and the crew was timely, efficient and friendly. They took care to protect windows and house from the paint."
+574
Serving Madison, WI and surrounding areas
Approved (Corporate)
In business since 1993
Free estimates
Warranties offered
"We are very impressed and pleased with working with Drew and his crew from our first meeting to the last walk around with Drew. They listened to what we pictured in our minds then guided us through the process of selecting colors. Drew and his crew started by pressure washing our home. Then they came and rapidly and professionally prepped our home for painting. Next the came and painted our home with the three colors we picked for different areas of the exterior of our home. They are great young men who worked not stop, always cleaned up at the end of the day. The entire process took four days. We have Cedar siding, many wood framed windows and cement block lower all being painted with three different stain and paint colors. They were courteous and positive and seemed to enjoy the work they did so well. We are completely satisfied with their professionalism and beautiful job they did on our home. John Bigham. Mankato Mn"
+12
Serving Madison, WI and surrounding areas
Approved
In business since 2015
Free estimates
Warranties offered
"He is a professional painter, fast, very detail oriented and listens to what I need done, I will use him again no questions ask"
+213
Serving Madison, WI and surrounding areas
Approved
In business since 1981
Free estimates
Emergency services offered
"Michael responded timely and provided a detailed estimate onsite. Matched the exterior paint and the project was completed in three days! Very detailed painting and zero drips!"
+39
Serving Madison, WI and surrounding areas
Approved
In business since 2019
Free estimates
Warranties offered
"We are so pleased with the service received from Ultra Painting! Kenzie actually exceeded our expectations. We had two bedrooms painted. The project was completed in one day! At the time of the estimate, Kenzie explained the process involved, how long the project might take, and advised how many coats of paint needed in each room. I was so impressed with his professionalism and passion for the trade. On the day of the service, he arived on time, moved the furniture around as needed and then moved it all back to the original places. He was focused on doing and completing a quality job! I am keeping his name on file for future projects. We recommend Ultra Painting whole-heartedly and will contact them for future business."
+15
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.
From average costs to expert advice, get all the answers you need to get your job done.
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