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Find Painters in New Fairfield

Avatar for James Painting, LLC
James Painting, LLC
4.6(
64
)
Painting or Staining - Small Projects - For Business

Serving New Fairfield, CT and surrounding areas

Approved

In business since 2005

Free estimates

Warranties offered

"James painting power washed the aluminum siding of my house and then painted it. We could not be happier with the work they completed. Angelo and his crew were very professional and did an excellent job. On the last day of the job they even brought in extra crew members to help finish the project before the weather changed. I highly recommend them for your painting projects."
Response time1 day
Recommended by96%of homeowners
Avatar for Challenger Construction, LLC
Challenger Construction, LLC
4.8(
100
)
Exterior Home or Structure - Paint or Stain: Large

Serving New Fairfield, CT and surrounding areas

Approved

In business since 2002

Free estimates

Emergency services offered

"I called for a quote when shopping around for my exterior paint/stain project. Leoâ s price was competitive but I ultimately went with another company since I had received their quote first. That was a mistake. I called Leo to see if he had availability to come look at fixing the job that the first company started. The first company had failed to sand any of the trim and the paint was immediately peeling after day 1. Leo came right out, looked at the job once more and his team started the next day. They took their time and did a great job with the prep work and fixing what the first company had done. This was not a three day project like the first company was aiming for. They really took their time and did it correctly. He also guided me in selecting which colors should be used in certain areas. My home looks brand new. I would recommend Challenger Construction for any and all painting needs."
1
1
1
1
Trumbull  job

+101

Response time11 hrs
19 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for Carlos Suscal Painting
Carlos Suscal Painting
4.6(
34
)
Exterior Building - Paint or Stain - For Business

Serving New Fairfield, CT and surrounding areas

Approved

In business since 2001

Free estimates

Warranties offered

"Had a small painting project and quoted rate was good. However there were few spots/small patches where I had to clean up and repaint. Both painters were courteous and cleaned up well afterwards. Communication over email has scope for improvement. All in all 4.5/5 for a 3 hour project"
19 Black man Rd
Response time9 hrs
7 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for CRS Painting
CRS Painting
5.0(
22
)
Painting or Staining - Small Projects

Serving New Fairfield, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2006

Free estimates

Small jobs welcome

"I highly recommend CRS Painting. They have done so many home improvement projects for us and every one of them has been outstanding. They painted the exterior of our raised ranch, put down a new wood floor, and painted our family room. The most recent project, in November 2025, was painting our dining room, living room, halls and a bedroom and installing and staining six doors. Their is exceptional. When they paint they move all the furniture, cover it carefully and put it back neatly. They patch all the holes in the walls and cracks in the ceilings. They pay attention to every single detail and are friendly and responsive. I will definitely hire Celso and CRS for our next home improvement job."
Response time2 days
33 neighbors recently requested a quote
Recommended by36%of homeowners
Avatar for Danilo Painting
Danilo Painting
4.7(
155
)
Painting or Staining - Small Projects - For Business

Serving New Fairfield, CT and surrounding areas

Approved

In business since 2015

Free estimates

Customers say: Terrific value

"I found Danilo via Home Advisor. I asked for potential contractors on a Sunday morning. Danilo called back almost immediately. He power washed my house, which REALLY needed it. It looks like new! He and his crew member were very polite, did the work on time, and the price was very good. I absolutely recommend them. I may try them for some interior painting too. Great work."
2018
2018
2018
2018
2018

+37

Response time8 hrs
3 neighbors recently requested a quote
Recommended by98%of homeowners
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FAQs for painting projects in New Fairfield, 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 New Fairfield, CT homeowners’ guide to painting services

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