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Top-Rated Painters in Simpsonville - Updated Nov 2026

Avatar for Abbyart Decorative Painting
Abbyart Decorative Painting
4.8(
62
)
Interior Home or Surfaces - Paint or StainInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms+10 more

Serving Simpsonville, MD and surrounding areas

Approved

In business since 1998

Free estimates

Emergency services offered

"My sisters and I hired Mike while working to prepare our father's home for sale. Our father had recently moved to an assisted living facility and our goal was to have the house ready to sell as soon as possible. I found Mike on Angie's List and I am SO glad I did! We hired Mike to repair and replace tile in two bathrooms. But, we quickly learned that Mike's skills extend far beyond complex tile work. As the renovations continued, Mike did a variety of jobs for us including painting, plumbing and woodworking, Mike is extremely easy to work with, flexible, and a terrific problem-solver. Our dad's home is about 35 years old and presented us with a variety of unique challenges. Mike was our savior, offering solutions. and going way above and beyond what we asked of him many times. Don't let his company name fool you - Mike knows a great deal about many aspects of home repair and renovation. He is flexible and great with timelines. Since my sisters and I do not live in the area, Mike became our eyes and ears at our dad's house as a variety of repair people arrived to do their work. He is trustworthy, kind, and reasonably priced. I hope you can see from this review that we cannot recommend Mike Lipiner highly enough!"
Fireplace Wall
Support Pillar
Fireplace Accent
Master Bath Faux Marble
Master Bath Faux Marble

+8

Recommended by96%of homeowners
Avatar for Spiros Painting
Spiros Painting
4.7(
71
)
Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: SmallInterior Painting or Staining: 1 - 2 Rooms+18 more

Serving Simpsonville, MD and surrounding areas

Approved

In business since 1990

Free estimates

Warranties offered

"We had a fabulous experience with Spiro's. Spiro and his son, Dionysios, came out to my at the scheduled time for a free estimate, went over my expectations and their suggestions in detail, and provided a quote. The price was little more than I originally hoped to pay for painting, but after going over all the work that would have to be done because of the space and different materials in the room (for example, prepping/sanding of shelves), it seemed fair. In fact, I don't think I would have gotten a much better price from anyone else who would have done the job right. They were able to come to my house less than a week after providing the quote, and showed up on time with a team of three (Spiro, Jose, and Leo). They got the whole job done in one day and it looks AMAZING. My basement, which previously looked like a half-finished dungeon, now looks light and airy, and like a cozy, finished space that we can use as a den/playroom. It's amazing what a really good paint job can do! They even got my bookshelves (which had been partially destroyed by the waterproofers who had to jackhammer through the floor underneath them) looking great again. They were such a nice team of guys and on top of that, Spiro insisted that we try some of his delicious homemade Greek lunch with us, which was delicious. My 1 year old twins gobbled up that phyllo dish so fast, they barely came up for air! I would absolutely hire this company again for painting. They were professional, warm and friendly, and extremely skilled. Thanks, guys!"
Exterior Painting
Exterior Painting
Interior Painting
3 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for Annapolis Painting Services
Annapolis Painting Services
4.6(
125
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms+10 more

Serving Simpsonville, MD and surrounding areas

Approved

In business since 1980

Free estimates

Emergency services offered

"Cleaning went well with 3 guys and done in one day. They called to coordinate the day to start of the staining which let us avoid a dinner party we were having. A team of 8 stained for 2 consecutive days. They left the site clean. The price was about the same as we paid a one-man company 3 years earlier and about $1k less than another quote we got for the work. We were very pleased and will have them quote any future painting we need done."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+28

Response time1 day
Response rate100%
3 neighbors recently requested a quote
Avatar for Miguel Team LLC.
Miguel Team LLC.
4.9(
31
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium+6 more

Serving Simpsonville, MD and surrounding areas

Approved

Emergency services offered

Customers say: True professional

"Miguel’s Team painting services was truly exceptional. We initially hired Miguel to paint our kitchen cabinets from their original wood stain to a dark forest green. Our cabinet colors came out great, and the service was reasonably priced.  Miguel’s Team did such an excellent job that we also hired them to repaint our entire house."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+115

Response time2 days
Response rate97%
Recommended by62%of homeowners
Avatar for Sheldon & Sons Inc
Sheldon & Sons Inc
4.6(
319
)
Interior Painting or Staining: 5 + RoomsExterior Home or Structure - Paint or Stain: LargeMetal Roofing - Paint+9 more

Serving Simpsonville, MD and surrounding areas

Approved

In business since 1972

Free estimates

Credit card accepted

"The painter’s showed up promptly and were very professional. They finished the job ahead of schedule and made a requested upgrade while they were here without a fuss. I will definitely use them for my next paint project!"
Interior Painting of Living Room - After
Interior Painting of Hallway / Stairs- After
We offer Cabinet Painting at Sheldon & Sons as well!
Additional Photos
Additional Photos

+111

Response time1 day
4 neighbors recently requested a quote
Recommended by86%of homeowners
Marathon Painting & Staining
4.6(
58
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium+6 more

Serving Simpsonville, MD and surrounding areas

Approved

Super Service Award Winner

In business since 1982

Free estimates

Emergency services offered

"Marathon Painting & Staining did a fantastic job painting my exterior block foundation walls and three exterior porches. I met at the house with Bob, who is very professional and pleasant, as we discussed the work and schedule. The painters arrived as expected and were prompt, courteous and professional. The result far exceeded my expectation. Marathon transformed my house into a real gem. Bob and the painter returned to check the work and make sure I was pleased with the job. I highly recommend Marathon Painting & Staining and would certainty hire them again."
Response time10 hrs
Response rate100%
Recommended by80%of homeowners
Avatar for Five Star Painting of Bethesda
Five Star Painting of Bethesda
4.3(
78
)
Interior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + RoomsInterior Surfaces - Paint or Stain- For Business

Serving Simpsonville, MD and surrounding areas

Approved

In business since 2000

Free estimates

Warranties offered

"Our project was repainting the interior of a 3 bedroom, 2 bath house. The previous painter used dirty brushes and rollers, leaving dirt and bumps on all of the walls and molding. Lee was wonderful to deal with. He was aware of the level of detail required for our special project and insured everything was taken care of. We could not be happier with Five Star Painting."
Foyer
Foyer
Family Room, View 1
Family Room, View 1
Family Room, View 2

+212

Response time7 hrs
Recommended by88%of homeowners
Rafferty Coatings
4.3(
173
)
Metal Roofing - PaintMetal Roofing - Paint- For Business

Serving Simpsonville, MD and surrounding areas

Approved

Super Service Award Winner

In business since 1999

Free estimates

Credit card accepted

"We had Phil from Rafferty Painting here for the last 1.5 days. He made a 5 sided angular box around a fire sprinkler head, covered it with drywall and painted it to perfectly match the wall. He then fixed cracks in the ceiling and painted it to match.(others said it couldn't be matched). He arrived on time, cleaned up after himself and was very friendly and courteous. The final price was comparable to estimates from other contractors and we are happy with his work. I don't know about the other painters/carpenters at Rafferty but I would definitely recommend Phil."
Loghtning Protection
Response time2 days
20 neighbors recently requested a quote
Recommended by91%of homeowners
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FAQs for painting projects in Simpsonville, 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 Simpsonville, MD homeowners’ guide to painting services

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