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Find Painters in Chesapeake

Avatar for All-Pro Painting Inc
All-Pro Painting Inc
4.9(
136
)
Exterior Home or Structure - Paint or Stain: LargeExterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or Stain: Medium+6 more

Serving Chesapeake, VA and surrounding areas

Approved

In business since 1992

Free estimates

Emergency services offered

"Tim Cline and his crew from All Pro Painting did a great job painting the exterior of my house and staining a screened in porch. They were always professional and did outstanding work. I would definitely hire them again for future work and would definitely recommend them to anyone else."
Additional Photos
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+45

2 neighbors recently requested a quote
Recommended by94%of homeowners
Avatar for Splash of Colors, LLC
Splash of Colors, LLC
4.8(
86
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or Stain: MediumExterior Home or Structure - Paint or Stain+4 more

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!"
Additional Photos
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Additional Photos

+32

Response time1 day
2 neighbors recently requested a quote
Recommended by75%of homeowners
Avatar for Nebula Painting & Power-washing
Nebula Painting & Power-washing
5.0(
11
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium+17 more

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
Recommended by90%of homeowners
Avatar for Painting by Michael
Painting by Michael
4.4(
77
)
Interior Painting or Staining: 1 - 2 Rooms

Serving Chesapeake, VA and surrounding areas

Approved

In business since 1985

Free estimates

Customers say: Quick response

"We hired Painting by Michael to paint two downstairs rooms, our 2 story foyer, upstairs hallways and another back stairway area, as well as the ceilings on each of the areas. In fact, once the painting was already underway, we realized the back stairway and its ceiling also needed to be done, and Michael and his crew added that area on to the job with no hesitation. I can not stress enough how excellent this business is !!! I wish I could give them 20 stars rather than 5. Michael made everything easy from the first step, through the job and upon completion. He gave great advice on paint color, such as making it 70% of the full color to give the shade I wanted (he was correct !), and was very meticulous about making sure all the work was done to the highest quality. His crew was very punctual, PLEASANT, EFFICIENT and hard working, as well as being really excellent painters ! They finished everything in 2 days and also came back after the job was done to do a thorough DETAILED inspection of the painting to find and fix any tiny things that may have been missed. They moved and put back our furniture, our drapes and also painted every bit of trim, baseboards, doors and door frames that are in the area of the walls they painted. We didn't even know that they'd do that. To say we are happy with their work is a huge understatement ! The price of the work was very fair too ! Do yourself a favor and get your painting done by Painting by Michael !"
Exterior Painting
 Painting
 Painting
 Painting
 Painting

+19

Recommended by95%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.