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Find Painters in Chesapeake

Avatar for All-Pro Painting Inc
All-Pro Painting Inc
4.9(
135
)

Serving Chesapeake, VA and surrounding areas

Approved

In business since 1992

Free estimates

Emergency services offered

"This is the 3rd time that I have used All Pro Painting and the company continues to deliver excellent results. I had a tight timeline to complete the work and Tim was able to accommodate. The All Pro team arrived and completed the project on time and the house looks great. Highly recommended."
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+45

1 neighbors recently requested a quote
Recommended by95%of homeowners
Avatar for Wilbers Painting
Wilbers Painting
4.8(
402
)

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2016

Free estimates

Emergency services offered

"Wilber's Painting was able to rehab the townhouse in an adequate amount of time. He knew that special paint needed to be applied to block odors and stains, before new paint could be applied to the walls and ceiling. He fixed ceilings with water damage and repaired drywall. He worked diligently and the rehab was very successful. I highly recommend Wilber's Painting."
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+166

Response time2 days
2 neighbors recently requested a quote
Recommended by95%of homeowners
Avatar for Splash of Colors, LLC
Splash of Colors, LLC
4.8(
85
)

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2005

Free estimates

Warranties offered

"Splash of Colors painted the interior and exterior of my house back in 2008. Wally did a superior job so there was no question that I would call him back again for my current painting needs. I sincerely appreciate his prompt and professional service and I highly recommend him! Splash of Colors is the BEST!"
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+32

Response time1 day
Recommended by76%of homeowners
Avatar for Ben Tokarz Painting
Ben Tokarz Painting
5.0(
17
)

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

"I was in a pinch and needed my bedroom painted. Also painted my mother’s house before she moved. BTP came out and gave a very competitive quote both times. Exceeded my expectations. Thanks for making it easy."
Original wood cabinets
Bathroom
Pressure washed and stained deck.
Exterior Painting Project
Start of the job.

+83

Response time8 hrs
Response rate94%
Recommended by94%of homeowners
Avatar for Nebula Painting & Power-washing
Nebula Painting & Power-washing
5.0(
10
)

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2020

Free estimates

Credit card accepted

"Eric Painted all of the interior of my tri level home. He was kind, professional, and very detail oriented. He went above and beyond, making sure that every wall and ceiling were meticulously coated. This was not an easy task since my walls were going from being green and red to all white! This is the best paint job my home has ever had! I will definitely use his services again in the future and refer him to everyone I know. Thanks again, Eric!"
Before
Commercial Pressure-washing
Chalkboard wall
After
Commercial Pressure-washing

+65

Response time1 day
1 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Custom Brush Painting
Custom Brush Painting
5.0(
25
)

Serving Chesapeake, VA and surrounding areas

Approved

Super Service Award Winner

In business since 2018

Free estimates

Emergency services offered

"Great job and timely. Moved furniture and covered everything including floors. They recommended a satin finish for easy cleaning and it turned out great. Price was very competitive. Thanks and they will be on the top of the list for the next painting project. Kimberly"
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+57

Response time1 day
Response rate96%
Recommended by64%of homeowners
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FAQs for painting projects in Chesapeake, VA

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 Chesapeake, VA homeowners’ guide to painting services

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