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Find Painters in Middleton

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

Serving Middleton, WI and surrounding areas

Approved

Super Service Award Winner

In business since 2000

Free estimates

Warranties offered

"Five Star Painting was highly efficient and helpful throughout the process. Their explanations of the process, information on the procedure and paint/ stain choice, flexible scheduling, commitment to follow agreed-upon schedules, were welcome. They delivered a fantastic product, this with minimal interference with our own life routine, and at a highly competitive cost. I would recommand them to anyone interested in outdoor or indoor painting services."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+606

Recommended by98%of homeowners
Avatar for Five Star Painting of Madison WI
Five Star Painting of Madison WI
4.8(
194
)

Serving Middleton, 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
48 neighbors recently requested a quote
Recommended by93%of homeowners
Avatar for College Works Painting - Madison
College Works Painting - Madison
4.3(
404
)

Serving Middleton, 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"
Exterior Painting
Exterior Painting
Exterior Painting
Exterior Painting
Exterior Painting

+12

Recommended by84%of homeowners
Avatar for VR Painting & Contracting
VR Painting & Contracting
5.0(
18
)

Serving Middleton, WI and surrounding areas

Approved

In business since 2015

Free estimates

Warranties offered

"Rolando and his team were excellent to work with. Very responsive, professional, and efficient. The work looked great when complete and was reasonably priced for the job. There were a couple areas missed that I didn't catch until after they had left (they were painting a rental unit for me, not my primary residence); I think those were simply a miscommunication, I had no concern that those were intentionally skipped, and they were easy for me to touch up on my own. I would definitely hire them again for future painting projects!"
Painting
Painting
Painting
Painting
Painting

+213

Response time4 hrs
1 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Ultra Painting, LLC
Ultra Painting, LLC
4.9(
19
)

Serving Middleton, 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."
Ceiling Repaint
Master Bedroom
Living Room
Living Room
Kitchen

+15

Response time2 days
Response rate94%
6 neighbors recently requested a quote
Avatar for Southeast Homeworks
Southeast Homeworks
5.0(
10
)

Serving Middleton, WI and surrounding areas

Approved

In business since 2025

Free estimates

Emergency services offered

"Louis was great to talk with for the estimate, explaining in detail the work that needed to be done. Colin did great work on our drywall patch around a new shower surround install. Colin took the needed time over a few very humid days to allow the drywall compound to dry and shrink between layers, before he finished a nice job of painting. Our thanks to both for a nice fresh bathroom!"
Geometric Mural 1
Geometric Mural 2
Dining Area
Classic Kitchen
Kitchen & Dining

+42

1 neighbors recently requested a quote
Avatar for 4 Lakes Painting, LLC
4 Lakes Painting, LLC
4.9(
9
)

Serving Middleton, 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
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Showing 1-10 of 325

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

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