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Find Painters in Annapolis

Avatar for J.H Painting Services
J.H Painting Services
5.0(
21
)
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

"J.H. Painting Services did great exterior work on my home this weekend. I had exterior siding and deck power washed, front door painted, and brick foundation painted. All work was done at a high level of quality and in a timely manner. Communication for planning each of the tasks easy and reliable. Contractor arrived on time. I highly recommend for power washing and paint jobs."
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+82

Response time3 hrs
Response rate100%
Recommended by38%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
)
Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: SmallInterior Painting or Staining: 1 - 2 Rooms+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
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 Annapolis, MD and surrounding areas

Approved

In business since 1980

Free estimates

Emergency services offered

"This company did a great job from scheduling to the end of the job. Pat, who did the estimate, was on time, courteous and answered all my questions. He made sure I knew how long the job would take, how much paint was required, and how to prepare the area.  The two-man painting crew arrived on time and got right to work.  They were meticulous and ensured drop clothes were on our hardwood floors.  They also covered all the handrails and the hardwood stairs.  Not a paint drop anywhere and they didn't use my sink even though we offered!  They were also super fast.  The work was done a half day early!  Will definitely use them again.
"
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+28

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

Serving Annapolis, MD and surrounding areas

Approved

In business since 2011

Free estimates

Emergency services offered

"This company is awesome! They painted my house inside and out flawlessly! They also installed gorgeous vinyl plank flooring and carpet. I can’t say enough about the quality of the work! Workers were great and very efficient. The only glitz was in communication and that was partially because I’m difficult to reach. Would definitely give them a high recommendation!"
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+16

Response time1 day
2 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
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+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%
Recommended by66%of homeowners
Avatar for JK Paint by Design
JK Paint by Design
4.9(
20
)
Interior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + RoomsInterior Surfaces - Paint or Stain- For Business

Serving Annapolis, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2017

Free estimates

Warranties offered

"Very courteous and professional. Did a wonderful job. Make sure you impress exactly what type of paint you want. We wound up with satin and we wanted semi-gloss. Also, make sure you remove all of your painting fixtures and electronic mounts ahead of time. They will be thrown away."
Blast of Learning Center
Blast of Learning Center
Blast of Learning Center
Blast of Learning Center
Blast of Learning Center

+11

Response time3 hrs
Response rate91%
35 neighbors recently requested a quote
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Showing 1-10 of 1257

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.