Top-rated painters.

Get matched with top painters in Cheshire, CT

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 Cheshire

T C B Painting
5.0(
19
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium+2 more

Serving Cheshire, CT and surrounding areas

Approved

Emergency services offered

Customers say: True professional

"Terry and his crew were very professional from the estimate to the last minute they spent in my home. They used quality paint, I know this because there was no horrible paint smell after the job was completed. Speaking of completed, they completed the job in one day. I am very impressed."
Response time1 day
Recommended by72%of homeowners
Avatar for Pro Painters
Pro Painters
4.7(
321
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+5 more

Serving Cheshire, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2006

Free estimates

Warranties offered

"Jacob and crew were excellent. This is the second bigger project they've done for us. They were precise, prompt and polite throughout the process. Additionally, they are very neat. Everything looks perfect. Jacob will be staining our front porch, pillars, and door when the weather warms. We're planning to have Pro Painters handle another big project next year. If you have an upcoming painting project, I highly recommend using Pro Painters."
Painting - Interior Project
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+369

Response time1 day
Response rate100%
Recommended by93%of homeowners
Avatar for STAR PAINTERS LLC
STAR PAINTERS LLC
4.9(
117
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms

Serving Cheshire, CT and surrounding areas

Approved

In business since 2005

Free estimates

Emergency services offered

"From start to finish it was a great experience to work with Star Painters. Demir did a walk through on Sunday and by Tuesday we had signed the quote and agreed on a starting date the Monday after. First day was prep day and the following 3 days they painted 5 rooms (all different colors) and trim. They put down plastic throughout to prevent paint spatter. Like I mentioned a great experience. I will hire them again."
Painting - Interior Project
Samples of our decorative painting
Painting and decorating
Painting - Interior Project
Painting - Interior Project

+95

Response time7 hrs
2 neighbors recently requested a quote
Recommended by93%of homeowners
Avatar for Mark Anthony Painting, LLC
Mark Anthony Painting, LLC
4.7(
168
)
Interior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + RoomsInterior Painting or Staining: 1 - 2 Rooms+3 more

Serving Cheshire, CT and surrounding areas

Approved

Super Service Award Winner

In business since 1984

Free estimates

Small jobs welcome

"Mark was excellent, professional, on time, clean, neat, amazing painter. We will hire him again, his work is tremendous. Oh, and he was very nice, talked the whole job out prior, helped with paint colors and ideas. Thank You Mark Anthony Painting!! Great Job."
Finished Master Bedroom
Prep and Paint of Living Room Wall
Built-In Bookcase
Cutting In Kitchen Wall
Finished Kitchen Wall

+8

Response time6 hrs
Response rate93%
12 neighbors recently requested a quote
Avatar for A M Painting
A M Painting
4.9(
15
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsExterior Home or Structure - Paint or Stain: Large+2 more

Serving Cheshire, CT and surrounding areas

Approved

In business since 2005

Free estimates

Credit card accepted

"I cannot say enough good things about A M Painting. Anthony removed the popcorn ceiling from our entire house, painted the walls in our foyer, and painted/refinished our kitchen cabinets. He wasn’t even finished with the ceilings and walls when we asked if he could do the cabinets too and he started those almost immediately after we brought it up. It was by no means a small project. By the time he was done we had a completely different looking beautiful modernized house. Anthony worked quickly and efficiently. He is very professional and personable, very responsive, and kept us updated on his progress throughout the entire project. And his work is just absolutely flawless. I can’t stop staring at how beautiful our cabinets look now. For high quality, efficient work for a very reasonable price I absolutely recommend A M Painting."
Cabinets in Southington
Cabinets in Southington
Cabinets in Southington
Cabinets in Southington
Wallpaper removal

+5

Response time4 hrs
Response rate94%
14 neighbors recently requested a quote
Avatar for Supreme Painting and Maintenance
Supreme Painting and Maintenance
4.8(
53
)
Exterior Home or Structure - Paint or Stain: SmallExterior Home or Structure - Paint or Stain: Medium

Serving Cheshire, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2009

Free estimates

Warranties offered

"Floyd and his team were absolutely great. We hired him for an interior paint job. He was timely, professional, and did an amazing job. We will be using Supreme Painting and Maintenance again in the Spring to perform power-washing services on my house. With this experience, Supreme Painting and Maintenance will be my go-to company for my home needs moving forward!"
Response time6 hrs
Response rate99%
58 neighbors recently requested a quote
...
Showing 1-10 of 923

FAQs for painting projects in Cheshire, CT

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 Cheshire, CT homeowners’ guide to painting services

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