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Find Painters in Upperville

Avatar for Paint The DMV, LLC
Paint The DMV, LLC
4.9(
86
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsExterior Home or Structure - Paint or Stain: Large+3 more

Serving Upperville, VA and surrounding areas

Approved

Super Service Award Winner

In business since 2019

Free estimates

Credit card accepted

"Marvin and his paint crew did an outstanding job painting the front and back of my house! As requested, they also caulked around the windows and painted my front door with the paint color I provided. Marvin even stopped in and touched a couple areas that required additional paint. Overall, I am happy with the paint project results on the front and back of my house. I would definitely recommend Paint the DMV to anyone needing their painting projects completed."
Exterior Deck Staining
Front before. Needs cleaning, but some marks are from constant sun.
Before
Old deck that needed new stain. Started replacing bad boards
Final product

+29

Response time12 hrs
2 neighbors recently requested a quote
Recommended by82%of homeowners
Avatar for Wilbers Painting
Wilbers Painting
4.8(
402
)
Exterior Home or Structure - Paint or Stain: MediumInterior Painting or Staining: 1 - 2 RoomsExterior Building - Paint or Stain - For Business+13 more

Serving Upperville, 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."
Additional Photos
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Additional Photos

+166

Response time2 days
2 neighbors recently requested a quote
Recommended by95%of homeowners
Kris' Painting Service Inc
4.4(
39
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+16 more

Serving Upperville, VA and surrounding areas

Approved

In business since 1999

Free estimates

Warranties offered

"They were excellent in both being timely and on the quality of their service. They took care of a little problem that they brought to our attention before we even noticed it. I would highly recommend Kris' Painting."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+43

Response time1 day
2 neighbors recently requested a quote
Recommended by83%of homeowners
Jeff Newlin Painting
4.8(
30
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium+3 more

Serving Upperville, VA and surrounding areas

Approved

In business since 1982

Free estimates

Customers say: Quick response

"Jeff, his dad David and their crews did a wonderful job of painting our new home...My wife and I are very happy and the quality of the work is top notch. They are friendly and easy to work with. I will certainly use them again and will recommend them to anyone..."
Exteriors
Exteriors
Exteriors
Exteriors
Exteriors

+27

Response time2 hrs
Recommended by95%of homeowners
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Showing 1-10 of 546

FAQs for painting projects in Upperville, 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 Upperville, VA homeowners’ guide to painting services

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