Top-rated painters.

Get matched with top painters in Madison, SD

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Find Painters in Madison

Indigo Construction LLC
4.8(
11
)

Serving Madison, SD and surrounding areas

Approved

In business since 2025

Free estimates

Credit card accepted

Indigo Construction is a locally owned construction company dedicated to helping homeowners improve, expand, and add value to their spaces. We specialize in egress window installation, basement finishing, drywall, painting, flooring, and carpentry, delivering code-compliant work with a strong focus on safety, durability, and craftsmanship. From functional upgrades to full interior transformations, Indigo Construction provides dependable service, clear communication, and quality results you can trust.

Cordell Painting Company
5.0(
3
)

Serving Madison, SD and surrounding areas

In business since 2005

Free estimates

"Stephanie was a God send, my inlaws own the home and I live in Florida, I needed some I could trust to do the job without taking advantage of the fact that I wouldn't be able there. My in-laws loved her and her crew and they love how their home looks. This was no easy job the house hadn't seen new paint in 30 yrs."
Response time10 mins
Response rate100%
Recommended by100%of homeowners
Avatar for Buckets & Brushes
Buckets & Brushes
4.6(
7
)

Serving Madison, SD and surrounding areas

In business since 2010

Free estimates

Emergency services offered

"We are so thankful for Dan and his team. We had nearly our entire house painted and are very satisfied with his work! Dan cares about his work and the custom satisfaction."
Exterior Home
Exterior
Exterior
Exterior Home
Exterior

+21

Response time2 days
Recommended by85%of homeowners
...
Showing 1-10 of 56

FAQs for painting projects in Madison, SD

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, SD homeowners’ guide to painting services

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