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Top-Rated Painters in Upperville - Updated Nov 2026

Avatar for WOW 1 DAY PAINTING
WOW 1 DAY PAINTING
4.9(
63
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+6 more

Serving Upperville, VA and surrounding areas

Approved

Super Service Award Winner

In business since 2012

Free estimates

Warranties offered

"Wow painted the interior of my home. They did an outstanding job and we can see the quality in their work. It looks great!!!"
Kitchen
4
Interior Roof
Interior ceiling painting
Interior ceiling painting

+50

Response time1 day
Response rate100%
Recommended by96%of homeowners
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Avatar for Paint The DMV, LLC
Paint The DMV, LLC
4.9(
90
)
Exterior Home or Structure - Paint or Stain: MediumInterior Painting or Staining: 3 - 4 RoomsExterior Home or Structure - Paint or Stain: Large+2 more

Serving Upperville, VA and surrounding areas

Approved

Super Service Award Winner

In business since 2019

Free estimates

Credit card accepted

"Marvin and his team were excellent, from estimate through completion of the job. Will definitely hire Paint the DMV again!"
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
4 neighbors recently requested a quote
Recommended by78%of homeowners
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Avatar for Wilbers Painting
Wilbers Painting
4.8(
404
)
Painting or Staining - Small ProjectsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms+13 more

Serving Upperville, VA and surrounding areas

Approved

In business since 2016

Free estimates

Emergency services offered

"They did a wonderful job. We have used Wilber’s Painting for multiple projects."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+166

Response time2 days
11 neighbors recently requested a quote
Recommended by95%of homeowners
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Avatar for Shining Painting LLC
Shining Painting LLC
4.8(
26
)
Painting or Staining - Small ProjectsExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Medium+1 more

Serving Upperville, VA and surrounding areas

Approved

In business since 2013

Free estimates

Emergency services offered

"This company did a great job. They do painting and carpentry very well."
New floor and color
Drywall repair
Drywall repair and new color
New color
Power wash

+6

Response time3 hrs
Response rate96%
15 neighbors recently requested a quote
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Avatar for Mendez Painting Services LLC
Mendez Painting Services LLC
4.5(
323
)
Interior Painting or Staining: 1 - 2 RoomsExterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or Stain+18 more

Serving Upperville, VA and surrounding areas

Approved

Super Service Award Winner

In business since 1995

Free estimates

Warranties offered

"Mr. Mendez and his crew did an excellent job with our skylights installation and painting our shutters and also painting our kitchen and family room. He is very responsive and completed the work very efficiently. Will definitely be calling him again for more painting projects. Highly recommend him. UPDATED AS OF 02/27/2022: Mr. Mendez also replaced our stair railing. He built everything from scratch. He also replaced some light fixtures. He does so much more besides painting. We plan on calling him when we renovate our lower family room."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+83

Response time2 days
1 neighbors recently requested a quote
Recommended by87%of homeowners
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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
Recommended by83%of homeowners
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Avatar for Solises Painting
Solises Painting
4.9(
32
)
Interior Painting or Staining: 1 - 2 RoomsPainting or Staining - Small Projects

Serving Upperville, VA and surrounding areas

Approved

Super Service Award Winner

In business since 1995

Emergency services offered

Warranties offered

"Alfredo and his team installed wallpaper, crown molding and paint. He was very professional, responsive, showed up when expected and fairly priced. I would definitely recommend!"
Drywall
Drywall
Drywall
Tile
Tile

+41

Response time2 hrs
Response rate95%
20 neighbors recently requested a quote
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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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Avatar for F.A. Home Improvement Services, LLC
F.A. Home Improvement Services, LLC
4.7(
75
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsPainting or Staining - Small Projects

Serving Upperville, VA and surrounding areas

Approved

In business since 2004

Free estimates

Emergency services offered

"Looking for someone to paint or do other home improvements? We highly recommend Freddy Arellano of FA Home Improvement. He painted several areas of our new house including trim and doors. He came by Thanksgiving morning to give us a quote and had the job done a week later! Very professional and efficient!"
Stephens city, va Roof paint
Stephens city, va Roof paint
Gore va. Interior painting
Gore va. Interior painting
Gore va. Interior painting

+4

Response time6 hrs
Recommended by95%of homeowners
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Avatar for JSB Painting & Remodeling
JSB Painting & Remodeling
4.9(
10
)
Exterior or Interior Surfaces - Paint RemovalInterior Painting or Staining: 1 - 2 RoomsPainting or Staining - Small Projects

Serving Upperville, VA and surrounding areas

Approved

In business since 2015

Free estimates

Emergency services offered

"Jessica and Saul were flexible when I needed to change painting dates because of a family emergency. On the rescheduled day they arrive on time, took great care to protect our yard and did a phenomenal job repairing and painting our shutters. This was quite the task since we have them on all four sides of our home. When they were done, everything was cleaned up. I would recommend JSB Painting!"
Original picture before we converted it into a room.
Bathroom Remodeling
Bathroom Remodeling
Bathroom Remodeling
Kitchen Remodel

+66

Recommended by100%of homeowners
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Showing 1-10 of 544

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.

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