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Find Painters in Annapolis

Avatar for J.H Painting Services
J.H Painting Services
5.0(
22
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+18 more

Serving Annapolis, MD and surrounding areas

Approved

In business since 2022

Free estimates

Customers say: True professional

"I am very, very happy with the work JH painting did in my home. I needed to have the interior of my 4 bedroom rental property painted. Mr. Taurino reached out to me immediately after I submitted my request on Angie’s List. He was very professional and patient with me because I had a lot of questions about the job. Pleasantly to my surprise JH under the supervision of Mr. Taurino did a tremendously job. They moved and covered furniture prepped the walls by patching all the dents and holes. I recommend JH Painting (Mr. Taurino) to anyone looking for a true professional painting contractor. Thank you JH Painting Services. God bless you and your crew."
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+82

Response time3 hrs
Response rate100%
Recommended by36%of homeowners
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 Annapolis, MD and surrounding areas

Approved

In business since 1998

Free estimates

Emergency services offered

"Mike did an amazing job for a fair price. I didn't want to go with a big company with contracted painters so I was looking for someone that would treat my home as their own and give it the same attention to detail that I would have. I found that in Mike. He completed two medium sized rooms, a half bath and trim within 4 days, repaired the walls where needed, and even offered to come back days later for a touch up after I scratched the walls hanging pictures. Can't beat that service! I will use Mike again and recommend him for all your painting needs. currierb1@gmail.com if you would like additional information"
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
)
Interior Painting or Staining: 1 - 2 RoomsExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Small+18 more

Serving Annapolis, MD and surrounding areas

Approved

In business since 1990

Free estimates

Warranties offered

"We would, will, hire Spiros painting again without hesitation. Their entire team was professional and friendly. They did an outstanding job on the painting, paying attention to details, like smoothing imperfections in the wall we we did not even notice. They were great at providing suggestions on paint colors when we asked their opinion. The kept the house neat and protected at all times, and cleaned up before they left for the day. Our house has very high and streep pitches that they maneuvered like pros. We could not be more pleased with the results and have received numerous compliments. We actually enjoyed our experience with working with them and highly recommend them."
Exterior Painting
Exterior Painting
Interior Painting
4 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 Annapolis, MD and surrounding areas

Approved

In business since 1980

Free estimates

Emergency services offered

"They send two guys, hard to understand when done left it was Friday, hurry to go. Called office left message no one ever called back. But knew I was going to get price to get rest of house painted so just waited. On 4/6/2016. Patrick gave price for rest of house and said he would have guys fix and touch up where other painters missed. He was very nice! But got 4 other prices for same job. Call left message for him to call letting lady in office know I could not afford price he gave me, but would like to have bathroom touch up. Never call me. Try again talked to girl in office told her one of worst jobs I had she was very nice, said someone would call & make right. No One called !!!
Bathroom still can see where medicine cabinet replace 
Forgot to paint around door frame
Bedroom sills sloppy, electric sockets  etc sloppy 
"
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+28

Response time1 day
Response rate100%
3 neighbors recently requested a quote
Perfect Painters
4.5(
77
)
Metal Roofing - PaintExterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or Stain+18 more

Serving Annapolis, MD and surrounding areas

Approved

In business since 2011

Free estimates

Emergency services offered

"Wow! These guys were perfection itself. They arrived on time and got to work immediately. It was a crew of 5 and, boy, were they industrious. The only break they took was for a short lunch. The walls required two coats of paint--and they were so organized that they finished the entire project in one day. Besides painting, they filled in nail holes and repaired cracks where trim had pulled away from the walls because I keep the humidity extremely low in my house all year. They taped, had drop cloths and plastic to protect my floors and furniture (which they moved themselves). I could not have asked for a better experience."
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+16

Response time1 day
1 neighbors recently requested a quote
Recommended by77%of homeowners
Avatar for Chesapeake Painting Services
Chesapeake Painting Services
4.8(
126
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+12 more

Serving Annapolis, MD and surrounding areas

Approved

In business since 2009

Free estimates

Warranties offered

"Chesapeake Painting was EXCELLENT to work with. The project cost was very fair considering it took an extra day to finish. The office staff was great at keeping me updated on scheduling. The painters were wonderful to have here, very considerate and efficient. The work looks amazing and I would absolutely use them again!"
Interior Painting
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+112

Response time1 day
Recommended by95%of homeowners
Avatar for Miguel Team LLC.
Miguel Team LLC.
5.0(
29
)
Interior Home or Surfaces - Paint or StainExterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or Stain+10 more

Serving Annapolis, 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."
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+115

Response time2 days
Response rate97%
1 neighbors recently requested a quote
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Showing 1-10 of 1260

FAQs for painting projects in Annapolis, 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 Annapolis, MD homeowners’ guide to painting services

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