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Find Painters in Chesterton

Avatar for Five Star Painting of Merrillville
Five Star Painting of Merrillville
4.9(
15
)

Serving Chesterton, IN and surrounding areas

Approved

In business since 2018

Free estimates

Warranties offered

"I highly recommend Five Star Painting of Merrillville! They did an excellent job painting the interior (walls and ceilings) of our house! We also had them repair drywall from installing new can lights and now you cannot even tell where the damage was. They are so detailed and really go above and beyond! If you need help picking colors, they have a great eye and give tailored recommendations for your specific space. So much time is spent prepping the walls before painting even begins - not just fixing the holes from things like picture hangers but looking for nail pops, cracks, uneven spots, you name it - they want the end result to be as close to perfect as possible. The crew was friendly, on time, organized, and clean. Overall great customer service and communication from start to finish and very competitive pricing. I really cannot say enough good things about my experience with Five Star Painting. Use them!"
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+31

2 neighbors recently requested a quote
Recommended by93%of homeowners
Avatar for Bryant's Decorative Painting
Bryant's Decorative Painting
5.0(
21
)

Serving Chesterton, IN and surrounding areas

Approved

In business since 2020

Free estimates

Small jobs welcome

"Couldn't have hired a nicer person. My laundry room was gutted from water damage and I needed someone i could trust. He got someone to do the drywall and then he painted everything the way I wanted. We found a couple of popped screws which happens sometimes. He fixed them and repainted over those areas. I will be hiring him again for future projects."
Shutter Renewal
Shutter Renewal
Porch Renovations
Porch Renovations
Porch Renovations

+1

Response time6 hrs
Response rate95%
1 neighbors recently requested a quote
Avatar for MNM Painting and Decorating
MNM Painting and Decorating
4.7(
26
)

Serving Chesterton, IN and surrounding areas

Approved

Free estimates

Emergency services offered

Customers say: True professional

"First I had Guillermo come out for interior painting of my large living room with cathedral ceilings and foyer, then asked them to come back for exterior house painting. Highly recommend!"
Additional Photos
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+38

Response time1 day
2 neighbors recently requested a quote
Recommended by75%of homeowners
Avatar for RJE Painting Company
RJE Painting Company
5.0(
6
)

Serving Chesterton, IN and surrounding areas

Approved

In business since 2017

Free estimates

Warranties offered

"Amazing experience from start to finish! The team was professional, friendly, and paid attention to every detail. They showed up on time, kept everything clean, and the quality of the work exceeded my expectations. The paint came out looking flawless and completely transformed the space. I’m extremely happy with the results and would definitely recommend them to anyone looking for reliable, high-quality painting services!"
Exterior painting
Exterior painting
Exterior painting
Exterior painting
Interior painting

+16

6 neighbors recently requested a quote
Stuart Lorenz
4.7(
21
)

Serving Chesterton, IN and surrounding areas

Approved

In business since 1990

Free estimates

Customers say: Quick response

"I just had my home painted ..literally the entire house. He completed the work by the agreed upon time. He was very organized and at end of each day left everything clean and staged for the next day. I was extremely pleased with the quality of his work. He very easy to work with. I highly recommend him."
Response time11 hrs
6 neighbors recently requested a quote
Recommended by90%of homeowners
Avatar for Fritts Custom Finishing Co.
Fritts Custom Finishing Co.
5.0(
5
)

Serving Chesterton, IN and surrounding areas

Approved

Free estimates

Offers commercial services

Family Owned & Operated since 1997\nWe specialize in bringing a high quality finish to any space.\nFritts Custom can handle any job from residential to commercial. \nInterior and Exterior coatings

Response time3 hrs
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FAQs for painting projects in Chesterton, IN

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 Chesterton, IN homeowners’ guide to painting services

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