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Find Painters in Chesapeake Beach

Avatar for J.H Painting Services
J.H Painting Services
5.0(
14
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+18 more

Serving Chesapeake Beach, 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."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+82

Response time3 hrs
Response rate100%
1 neighbors recently requested a quote
Avatar for F. Chavez Painting and General Construction, Inc.
F. Chavez Painting and General Construction, Inc.
4.2(
146
)
Interior Painting or Staining: 1 - 2 RoomsExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Medium+3 more

Serving Chesapeake Beach, MD and surrounding areas

Approved

In business since 2000

Free estimates

Emergency services offered

"Chavez Painting and General Construction did an excellent job painting our bedroom and fixed the cracks in the crown molding! As it turns out, one of our gutters was clogged. Chavez came to our home the next day and cleaned all of our gutters. Great job! Would hire him again!"
House Exterior
House Exterior
Exterior Project
Exterior Project
Exterior Painting

+50

Response time2 days
1 neighbors recently requested a quote
Recommended by96%of homeowners
Rafferty Coatings
4.3(
173
)
Metal Roofing - PaintMetal Roofing - Paint- For Business

Serving Chesapeake Beach, 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
34 neighbors recently requested a quote
Recommended by91%of homeowners
Avatar for ARM Premium Painting
ARM Premium Painting
4.9(
7
)
Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: SmallInterior Painting or Staining: 1 - 2 Rooms+1 more

Serving Chesapeake Beach, MD and surrounding areas

Approved

In business since 2015

Free estimates

Credit card accepted

ARM Premium Painting delivers expert interior, exterior, residential and commercial painting, cabinet painting, drywall install and repair, LVP flooring, and epoxy floor coating in Upper Marlboro and Southern Maryland. Licensed and insured (MHIC #136627), we provide detailed prep, skilled application, reliable timelines, and clean, respectful worksites.

Response time5 hrs
Recommended by28%of homeowners
Apex Remodeling
4.3(
260
)
Painting or Staining - Small Projects

Serving Chesapeake Beach, MD and surrounding areas

Approved

Super Service Award Winner

In business since 1993

Free estimates

Emergency services offered

"We had scheduled our wood floors to be resurfaced with another company, but while the rooms were all cleared out, it was a good time to repair drywall and paint. Henry sent someone immediately to give us an estimate. We only had 5 days to work with before the floors were to be started. His crew started the very next day! All were professional and respectful. They repaired spots we didn't know existed! Henry visited twice, once as the men were working and the next to inspect the completed job. He was available by phone at any time for questions/concerns. Although we thought the price was expensive like other reviewers, considering what they did on the timeline given and the excellent results, we would definitely use them again. We have already given their card to the neighbors."
Response time1 day
305 neighbors recently requested a quote
Recommended by91%of homeowners
Avatar for Jose Solano Remodeling, LLC
Jose Solano Remodeling, LLC
5.0(
9
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 5 + RoomsExterior Home or Structure - Paint or Stain: Large+3 more

Serving Chesapeake Beach, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2018

Free estimates

Credit card accepted

"I expect high quality work, and was pleased with the end results of numerous handyman and painting projects performed in my home by Jose Solano. He has an excellent work ethic; and is a creative problem solver, who handles tasks with skill, precision, and care. He is courteous, efficient, organized, hardworking, and reliable. Based on the experience I had with the painting and handyman projects performed at my home, I highly recommend his services."
Response time1 day
Response rate96%
15 neighbors recently requested a quote
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Showing 1-10 of 509

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

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