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Find Painters in Middletown

Avatar for Five Star Painting of Montgomery County
Five Star Painting of Montgomery County
4.8(
90
)

Serving Middletown, MD and surrounding areas

Approved

In business since 2000

Free estimates

Warranties offered

"Kenny and his team did an exceptional job painting a few rooms and walls in a new house my family and I are moving into. The painting project consisted of 3 rooms and an accent wall. His team arrived promptly and got right to work. Overall, extremely satisfied with the finished product, quality of work, and price. I would consider hiring them again for their services on future projects."
Nook/Office
Family Room
Family Room
Sitting Room
Kitchen Remodel

+21

18 neighbors recently requested a quote
Recommended by90%of homeowners
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Avatar for Monsan Painting
Monsan Painting
5.0(
14
)

Serving Middletown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2001

Free estimates

Emergency services offered

"I highly recommend Monsan Painting. He arrived on time ,explained exactly what he was going to do, and followed through on every detail plus went above and beyond . The work was professional, neat and done as promised. I’m very pleased with the results and would definitely hire him again."
Painting steps
Painting steps
Painting steps
Bedroom
Bedroom

+15

Response time2 hrs
13 neighbors recently requested a quote
Recommended by50%of homeowners
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Avatar for E & I Painting Contractors, Inc
E & I Painting Contractors, Inc
5.0(
15
)

Serving Middletown, MD and surrounding areas

Approved

In business since 2015

Free estimates

Credit card accepted

"Professional , courteous and paid attention to detail , I would definitely recommend this company for your painting needs"
Exterior Painting
Finish Product
Floor Refinishing
Floor Refinishing
Floor Refinishing

+12

Response time9 hrs
Response rate96%
19 neighbors recently requested a quote
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Avatar for Pena Bros Construction LLC
Pena Bros Construction LLC
4.7(
12
)

Serving Middletown, MD and surrounding areas

Approved

In business since 2024

Free estimates

Offers commercial services

"Wow! Not sure how to say it more...just wow! Edwin, Leo, and the Pena team are amazing. They painted the exterior and interior of my home. Took about 2-weeks which isn't bad for such a big job. They were pleasant, experienced, and went over and beyond my expectations. On the exterior of my home, they found rotten wood behind my chimney (which I never would have seen) and replaced the wood immediately. In the interior of my home, they moved heavy furniture to paint behind. Absolutely amazing! I chose wisely with Pena Brothers. I would hire them again without hesitation. I highly recommend Pena Brothers Construction. Thank you Edwin and team for a job well done. Extremely pleased with the outcome."
6 neighbors recently requested a quote
Recommended by41%of homeowners
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Avatar for Guerrero's Services LLC
Guerrero's Services LLC
4.9(
15
)

Serving Middletown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2019

Free estimates

Credit card accepted

"Went great. Came when they said and quality of work is excellent. Cleaned up area after they were finished. Would definitely recommend them."
Painting - exterior Project
Painting - exterior Project
Additional Photos
Additional Photos
Additional Photos

+17

3 neighbors recently requested a quote
Recommended by78%of homeowners
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Avatar for Emerson Paints
Emerson Paints
4.4(
7
)

Serving Middletown, MD and surrounding areas

Approved

In business since 2017

Free estimates

Credit card accepted

"Actually they painted most of the interior of the house and did an amazing job. Will use them again!"
Interior before and after
Exterior before and after
Interior before and after
Interior before and after
Exterior before and after

+15

Response time2 hrs
8 neighbors recently requested a quote
Recommended by50%of homeowners
Request Quote
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Showing 1-10 of 399

FAQs for painting projects in Middletown, MD

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 Middletown, MD 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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