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Find Painters in Cross Plains

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

Serving Cross Plains, 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
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Additional Photos
Additional Photos

+606

Recommended by98%of homeowners
Avatar for VR Painting & Contracting
VR Painting & Contracting
5.0(
18
)

Serving Cross Plains, WI and surrounding areas

Approved

In business since 2015

Free estimates

Warranties offered

"I am a first-time homebuyer who needed a fair amount of painting done, and I am more than pleased with the end result both in terms of the quality of the painting and with what it ended up costing me. I would highly recommend VR Painting to anyone looking for painters, and I would do business again with them in the future without a second thought."
Painting
Painting
Painting
Painting
Painting

+213

Response time6 hrs
1 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Michael's Painting
Michael's Painting
4.4(
62
)

Serving Cross Plains, WI and surrounding areas

Approved

In business since 1981

Free estimates

Emergency services offered

"We have hired Michael's Painting a few times, (recently last fall for our garage) to paint our house and detached garage. It is a very personal and professional experience. Michael is quick to respond and personally shows up throughout the project. His team takes pride in their work and are immaculate with clean up. Our garage from last fall looks great! We will hire Michael's Painting again and again."
Exterior Painting
Exterior Painting
Before
After
Before

+39

Response time2 days
1 neighbors recently requested a quote
Recommended by81%of homeowners
Avatar for Ultra Painting, LLC
Ultra Painting, LLC
4.9(
19
)

Serving Cross Plains, WI and surrounding areas

Approved

In business since 2019

Free estimates

Warranties offered

"We reached out to Kenzie for a couple of painting projects. He responded to our online inquiry within minutes & set up a time to give an estimate. He provided a fair estimate that day. On painting day, he came first thing in the morning, matched the paint, and the projects were completed that day. They did a great job; taking great care to cover our belongings & cleaned up afterwards. Kenzie's communication throughout the process was amazing! My husband & I are both realtors, and we know how challenging it can be to have contractors communicate AND do a fantastic job. We will definitely recommend Kenzie/Ultra Painting to our clients."
Ceiling Repaint
Master Bedroom
Living Room
Living Room
Kitchen

+15

Response time1 day
Response rate96%
7 neighbors recently requested a quote
Avatar for Southeast Homeworks
Southeast Homeworks
5.0(
10
)

Serving Cross Plains, 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 rate100%
Avatar for O.G. Property Services
O.G. Property Services
4.9(
42
)

Serving Cross Plains, WI and surrounding areas

Approved

Super Service Award Winner

Warranties offered

Customers say: True professional

"I don’t think there is anything Oscar can’t do. He put up screens, fixed electrical issues, installed an air conditioner, fixed door jams so that our doors would lock, added a handrail to the basement and sanded and painted holes on the wall. I can’t say enough good things about Oscar’s work. He is very personable too. I highly recommend Oscar for any job you might need done."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+15

Response time3 days
Recommended by85%of homeowners
Avatar for CertaPro Painters
CertaPro Painters
4.3(
75
)

Serving Cross Plains, 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 238

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

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