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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(
90
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium+4 more

Serving Chesapeake, VA and surrounding areas

Approved

In business since 2005

Free estimates

Warranties offered

"SPLASH OF COLOR, LLC A PERFECT WORKING RELATIONSHIP FROM START TO FINISH. FATHER AND SON DUO. THEY DID AN OUTSTANDING JOB ON MY EXTERIOR HOUSE PAINT JOB. THE ARE SO GOOD I HIRED THEM TO PAINT MY KITCHEN CABINETS, STAINED AND REPLACE DAMAGE WOOD ON THE DECK. THEY DID AN OUTSTANDING JOB. I HIRED THEM TO PAINT 15 DOORS IN MY HOUSE AND (3) THREE BATHROOMS. IN A SPAN OF (3) DAYS. 6-22-26 THROUGH 6-24-26. THEY WERE PROFESSIONAL, PUNCTUAL AND THE QUALITY OF WORK IS EXCELLENT. JOYCE BRIGHT 757 270 3627"
Additional Photos
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+32

Response time1 day
3 neighbors recently requested a quote
Recommended by72%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

"I had Painting by Michael paint the outside of my home - vinyl siding and brick. This is an excellent company to do your project. Michael keeps his appointments and is supportive in the decision making process. He and his crew are happy, arrive on time, work diligently and do a wonderful job. Best of all Michael stands behind his work, responds to questions and concerns and resolves all completely. I would highly recommend this company for any painting project. I just love the transformation from a boring home to a show stopper. A great experience overall."
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.