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Top-Rated Painters in Orange - Updated Nov 2026

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 Orange, CT and surrounding areas

Approved

Emergency services offered

Customers say: True professional

"Very very professional. The quality of the work was superb. There is differences in the quality of painting and TCB is top notch. A lot of attention to detail which is especially evident I painting. All I can say say is that they are a very talented and professional contractor. I highly recommend them."
Response time1 day
Recommended by72%of homeowners
Avatar for Affordable Painting Services
Affordable Painting Services
4.7(
46
)
Interior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + RoomsExterior Home or Structure - Paint or Stain

Serving Orange, CT and surrounding areas

Approved

In business since 2005

Free estimates

Warranties offered

"James is a true craftsman; his workmanship and professionalism are outstanding. The room he painted for us turned out beautifully, and he also did excellent work on patching and priming two other ceilings for us. James was prompt, courteous, supportive, and very fair with his pricing. He gave us the best estimate that we had received and then - to my astonishment - reduced the agreed-upon price when some of the work took less time than he expected. I would strongly recommend James and Affordable Painting to anyone."
Exterior
Target Optical Store
 After Repair
 Taarget optical Store
 Before Repair

+5

Response time7 hrs
14 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for S&S Painting Fairfield County
S&S Painting Fairfield County
5.0(
21
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms

Serving Orange, CT and surrounding areas

Approved

In business since 2010

Free estimates

Emergency services offered

"Far and away the best painting contractor I have ever hired. Sergio and his team were on-time, exceedingly professional and meticulous both in their painting and in cleaning up after the job was completed. Sergio helped me in picking the correct color for a special, creative part of the job and the end result was spectacular. Communications were clear and constant when needed. I will never hire a different painting company again."
Dove White Paint
PrincessRoom
BoysRoom
Trim and wall
color drenching

+9

1 neighbors recently requested a quote
Avatar for Mark Anthony Painting, LLC
Mark Anthony Painting, LLC
4.7(
168
)
Interior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 5 + Rooms+3 more

Serving Orange, 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%
14 neighbors recently requested a quote
Avatar for Challenger Construction, LLC
Challenger Construction, LLC
4.8(
100
)
Exterior Home or Structure - Paint or Stain: Large

Serving Orange, 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
11 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for Ambrocio's Painting
Ambrocio's Painting
4.7(
43
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+18 more

Serving Orange, CT and surrounding areas

Approved

In business since 2001

Free estimates

Customers say: Super punctual

"Baldo Ambrocio has been working for us for several years and we have never been disappointed. He is a hard worker, does quality work and shows up on time. He recently replaced part of our wrap-around deck, taking out rotted wood and reinforcing it, then putting on new wood, staining and painting. He also replaced rotted railings and repainted them. We are very pleased with the results and have just hired him again to power-wash the house."
Additional Photos
Additional Photos
Additional Photos
Recommended by97%of homeowners
Avatar for MS Painting & Home Improvement LLC
MS Painting & Home Improvement LLC
5.0(
27
)
Exterior Home or Structure - Paint or Stain: MediumExterior Home or Structure - Paint or Stain: SmallInterior Painting or Staining: 1 - 2 Rooms+1 more

Serving Orange, CT and surrounding areas

Approved

In business since 2025

Free estimates

Small jobs welcome

"I have used Martin for many projects in and around my house. He has done drywall repair, painting, laying floor and moulding. Removing wall to wall carpeting. Putting in a new front door. Sanding and painting metal railings. Power washing house. He has always been fair priced, respectful, timely. I highly recommend him and have to many friends who in turn have used him now as well. Rest assured he is my "go to guy""
Response time6 hrs
Response rate100%
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FAQs for painting projects in Orange, 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 Orange, CT homeowners’ guide to painting services

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