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Find Painters in Middlesboro

Jenga Construction & Demolition
5.0(
6
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+11 more

Serving Middlesboro, KY and surrounding areas

Approved

In business since 2023

Free estimates

Offers commercial services

With years of experience serving the area, we are your solution for all your construction needs. We take great pride in our extreme professionalism, timeliness and superior customer service on every job. We make sure to develop a lasting relationship so that the next time service is needed there will be no question on who to call. Check out our 5 star reviews from happy customers! Call us today so we can discuss your needs and make a plan that fits your budget. Satisfaction guaranteed!\n\n

Response time8 hrs
Recommended by100%of homeowners
Avatar for Collins Custom Creations
Collins Custom Creations
3.7(
3
)
Painting or Staining - Small Projects - For Business

Serving Middlesboro, KY and surrounding areas

Approved

In business since 2015

Free estimates

Small jobs welcome

Collins Custom Creations is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.

Complete bathroom remodel
Complete bathroom remodel
Complete bathroom remodel
Complete bathroom remodel
Complete bathroom remodel

+16

Response time1 day
Recommended by66%of homeowners
Avatar for Paint Designs
Paint Designs
5.0(
6
)
Exterior or Interior Surfaces - Paint RemovalInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms+4 more

Serving Middlesboro, KY and surrounding areas

In business since 2001

Free estimates

Credit card accepted

"Addy King and Paint Designs was most professional, courteous and completed the job in a very timely manner. Not only were they detail oriented, but ensured that the residence was clean when before they left the job. I will be using them again and would highly recommend them to other customers."
Tiny house
Tiny house
Tiny house
Tiny house
Tiny house

+8

Response time20 mins
Response rate96%
Recommended by100%of homeowners
Avatar for Volunteer Painting
Volunteer Painting
5.0(
5
)
Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: MediumExterior Home or Structure - Paint or Stain: Small+1 more

Serving Middlesboro, KY and surrounding areas

Free estimates

Small jobs welcome

Credit card accepted

Volunteer Painting is a locally owned professional painting company serving homeowners and businesses throughout the Knoxville area. We specialize in interior painting, exterior painting, cabinet refinishing, and residential repaint projects of all sizes.\n\nOur team focuses on clean, detail-oriented work, clear communication, and dependable scheduling from start to finish. We provide free estimates, transparent pricing, and fast turnaround times without cutting corners.\n\nWhether you’re refreshing a single room or repainting your entire home, we make the process easy and stress-free. Our goal is simple: deliver high-quality results you’ll be proud of and a smooth experience you’ll recommend to others.

Before:
After:
Before:
After:
Before:

+2

L&L Designs
5.0(
6
)
Exterior or Interior Surfaces - Paint RemovalInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 5 + Rooms+1 more

Serving Middlesboro, KY and surrounding areas

In business since 2023

Free estimates

Small jobs welcome

L&L Designs is committed to excellence in every aspect of business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers interests, and make their concerns the basis of our business\n

Response time2 hrs
Response rate90%
Recommended by100%of homeowners
John Yafchak
4.8(
3
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms

Serving Middlesboro, KY and surrounding areas

In business since 2000

Free estimates

Credit card accepted

"We were so happy with John and the job he did painting our bathroom! He was so kind and made sure that we were pleased before he left. He was very thorough and even did caulking which made the room even better than I could have imagined. We will definitely contact him again for future projects."
Response time1 day
Recommended by100%of homeowners
Four Seasons
4.6(
15
)
Interior Home or Surfaces - Paint or StainInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms+10 more

Serving Middlesboro, KY and surrounding areas

I’ve been working in various trades for over 30 years. My goal to help my customers clear their to-do lists whether it be some weed eating and lawn maintenance outside, or some painting and carpentry work inside. My hope is that every customer I work with is fully satisfied and calls me back for their future tasks they need help with around their home. I look forward to speaking with you and earning your business! There is a forty dollar service fee for any jobs 45 minutes or more away

Handymen Project
We installed this new door frame
Fire alarm
Framed in a door
Fire alarm

+33

Recommended by93%of homeowners
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Showing 1-10 of 100

FAQs for painting projects in Middlesboro, KY

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 Middlesboro, KY homeowners’ guide to painting services

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