Top-rated painters.

Get matched with top painters in Chesterland, OH

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Find Painters in Chesterland

Avatar for North Coast Premier Painters, LLC
North Coast Premier Painters, LLC
5.0(
29
)
Exterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms+4 more

Serving Chesterland, OH and surrounding areas

Approved

Super Service Award Winner

In business since 2018

Free estimates

Emergency services offered

"Walt and his crew were amazing. Walt was extremely responsive, showed up when he said he would. We were having our bricks, painted a new color and our siding and windows frames painted a different color. My husband was concerned about painting the bricks, but Walt assured us that the product he was using would last many years. Adam, who did the actual painting, had an amazing attention to detail. On our final walk-through, he noticed things we did not. I would highly recommend them. They finish the job when they said they would and we ended up with a beautiful looking house."
Response time1 day
Response rate99%
9 neighbors recently requested a quote
Avatar for Dave Dolan Painting, Inc.
Dave Dolan Painting, Inc.
4.7(
46
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or Stain: Large

Serving Chesterland, OH and surrounding areas

Approved

In business since 1985

Free estimates

Offers commercial services

"Dave's quote was very competitive. He is thorough and professional and his team worked hard to get the job done. The project included power wash and some siding repairs. I would highly recommend Dave Dolan to anyone who would like their house painted."
concrete stainig
Assisted Living
Assisted Living
concrete staining
historic barn

+52

Response time6 hrs
Response rate89%
Recommended by100%of homeowners
Uncle D Painting
4.7(
28
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms+7 more

Serving Chesterland, OH and surrounding areas

Approved

Super Service Award Winner

In business since 2007

Free estimates

Emergency services offered

"Excellent work. Great 2-person crew using high quality primer (one coat) and paint (two coats). I recommend Uncle D painting for anyone looking to paint their kitchen cabinets."
Handymen Project
Painting - Interior Project
Painting - Interior Project
Painting - Interior Project
Painting - Interior Project

+39

Response time2 days
Response rate100%
Recommended by66%of homeowners
Avatar for K.A.S. Painting & Decorating, Inc.
K.A.S. Painting & Decorating, Inc.
4.7(
16
)
Exterior Home or Structure - Paint or Stain: MediumExterior Home or Structure - Paint or Stain: SmallInterior Painting or Staining: 1 - 2 Rooms+1 more

Serving Chesterland, OH and surrounding areas

Approved

In business since 2009

Free estimates

Credit card accepted

"Kirk did a wonderful job painting our living room, bathroom, and kitchen. Initially I did not like the color in the living room. Kirk was very patient, helped us make another decision, and gave an estimate that day. We are very pleased with the work and customer service."
Response time8 hrs
Response rate90%
Recommended by100%of homeowners
Avatar for A&G Painting Plus
A&G Painting Plus
5.0(
12
)
Painting or Staining - Small ProjectsInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms+1 more

Serving Chesterland, OH and surrounding areas

Approved

In business since 2020

Free estimates

Emergency services offered

"I had multiple rooms to be painted in my house. Anna and Gina were well versed in painting and painting products. They explained to me the difference between paints and stains. What paints hold up the best both inside and out. I was pleasantly surprised I would definitely refer them to friends and other people. Thank you for the great work Anna and Gina."
Response time2 hrs
Response rate93%
1 neighbors recently requested a quote
Avatar for F&N Prime Painting
F&N Prime Painting
5.0(
17
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms

Serving Chesterland, OH and surrounding areas

Approved

In business since 2025

Free estimates

Credit card accepted

"The crew at F&N Prime Painting were a life saver! I needed a living and dining room painted in a short time frame and they were able to accommodate my schedule and did a fantastic job. Very efficient and meticulous work. Highly recommend!"
Response time5 hrs
Response rate97%
...
Showing 1-10 of 476

FAQs for painting projects in Chesterland, OH

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 Chesterland, OH homeowners’ guide to painting services

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