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Find Painters in Chester

Avatar for Southern Painting Solutions
Southern Painting Solutions
4.8(
27
)

Serving Chester, IL and surrounding areas

Approved

In business since 2022

Free estimates

Warranties offered

"I would highly recommend Southern painting solutions for any of your painting and drywall needs, they did an outstanding job my house looks awesome they did such a good job that I have hired them to paint the outside of my home also, all the people that were here working hard everyday we're so nice and helpful to me and they went beyond and above what they needed to do. I can't thank you enough for everything that you've done for me, thank you"
Front door
Front of home
Side of garage
Front of home
Shutters

+121

Response time2 days
Response rate88%
5 neighbors recently requested a quote
Avatar for VMK Remodeling
VMK Remodeling
4.3(
18
)

Serving Chester, IL and surrounding areas

Approved

Super Service Award Winner

In business since 2024

Free estimates

Warranties offered

"I could not be happier with the final product! The first pic is the old bathroom from the 60s when the house was built. The rest are the final rebuild and it looks great. I would highly recommend VMK Remodeling for any project that you might have. I am also going to get a bid on redoing the deck on the back of the house as Vince's company does decks as well! Thanks to his great crew as well, great people to work with."
Response time2 days
Response rate90%
82 neighbors recently requested a quote
Avatar for Weiher's Outdoor Washing
Weiher's Outdoor Washing
New to Angi

Serving Chester, IL and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

I'm a hardworking father, just trying to build a future for my son. I am dedicated to getting the job completed in a timely manner and in a professional manner. Where there's a will there's a way and I am Will professional, prompt and there for you.\n

Deck built
Built pallets
Built pallets
Built pallets
Built pallets

+2

TNT Turnover Services
New to Angi

Serving Chester, IL and surrounding areas

Approved

TNT Turnover Services isn’t just remodeling spaces—we’re transforming them.\n\nWe take outdated, worn, or underperforming areas and turn them into clean, modern, high-impact spaces built to impress and made to last. From kitchens and bathrooms to full property turnovers, our work is driven by precision, quality craftsmanship, and attention to every detail.\n\nAt TNT Turnover Services, we don’t believe in shortcuts—we believe in results. We bring reliability, speed, and professionalism to every project, delivering a smooth, hassle-free experience from start to finish. On time. On budget. Done right.\n\nWhether you’re upgrading your home or preparing a property for its next chapter, we’re here to raise the standard and exceed expectations.

1 neighbors recently requested a quote
Avatar for B&G Painting & Drywall
B&G Painting & Drywall
5.0(
27
)

Serving Chester, IL and surrounding areas

In business since 2012

Free estimates

Emergency services offered

"This was the best experience I’ve ever had with a contractor. Very professional. Very reasonable price. Aurther is very quick and his painting is awesome!! All freehand, no taping. He recommended Sherwin Williams paint, which made all the difference too. Our walls look brand new!! If he sees something that needs attention he will let you know. More than pleased with his work!!!!"
Response time1 day
Recommended by92%of homeowners
Avatar for May Painting & Drywall LLC
May Painting & Drywall LLC
5.0(
8
)

Serving Chester, IL and surrounding areas

In business since 2024

Free estimates

Small jobs welcome

"We hired May Painting and Drywall LLC to prime and paint a rental property, and they did an excellent job! The team was professional, courteous, and clearly skilled at what they do. They paid great attention to detail, ensuring smooth surfaces and even coverage throughout the property. The quality of their work really stood out, and the fresh paint has made a big difference in the overall look of the space. We also appreciated their clear communication and the care they took to leave everything clean and tidy when the job was done. If you’re looking for a reliable painting company that delivers quality work, we highly recommend May Painting and Drywall LLC!"
Finished Drywall, Fresh Paint, New Floor
Sub Floor getting ripped up
In the Middle of the Demo
Last day on the Job
Response time1 day
Recommended by87%of homeowners
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Showing 1-10 of 102

FAQs for painting projects in Chester, IL

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 Chester, IL homeowners’ guide to painting services

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