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Find Painters in South Windham

Avatar for Specsurf Painting, LLC
Specsurf Painting, LLC
4.7(
39
)

Serving South Windham, CT and surrounding areas

Approved

In business since 2010

Free estimates

Credit card accepted

"We are so grateful to have Mike and his crew back for the second summer in a row for our home improvement needs. Their high quality service and performance are exceptional, as well as their work ethic. They are highly reliable in completing work on time and flexible with adding additional projects. We highly recommend Specsurf Painting and look forward to using their services in the future. Thanks to Mike and his team for an outstanding job staining our house!"
Painting
1 neighbors recently requested a quote
Recommended by67%of homeowners
Avatar for Prolific Painting LLC
Prolific Painting LLC
5.0(
8
)

Serving South Windham, CT and surrounding areas

Approved

In business since 2023

Free estimates

Small jobs welcome

"Anthony provides excellent service. He is professional, speedy, and does impeccable work. He did a great job painting our downstairs ceiling and walls. We will definitely be using his services again for any painting jobs we need done in our house."
Response time3 hrs
Response rate94%
Recommended by87%of homeowners
Avatar for DAN'S PAINTING & POWERWASHING
DAN'S PAINTING & POWERWASHING
5.0(
3
)

Serving South Windham, CT and surrounding areas

Approved

In business since 2002

Free estimates

Emergency services offered

"I had a project that needed to be done within a small time frame. Dan was able to work it into his schedule and completed it in short order. He was there when he said he would be and did a great job at a very reasonable price. I could not be happier with his work. Highly recommend Dan's Painting and Power Washing."
1 neighbors recently requested a quote
Avatar for Batista General Service
Batista General Service
4.6(
13
)

Serving South Windham, CT and surrounding areas

Approved

In business since 2016

Free estimates

Warranties offered

"I really liked him. After he left though I noticed many mistakes where he hit the ceiling and painted over the wall sockets. there was paint on the trim also. There are a few areas and he needed to put an extra coat on that are very sparse but in all fairness we were running out of paint. $800 for sanding walls and painting kitchen."
Additional Photos
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+17

Response time1 day
1 neighbors recently requested a quote
Recommended by91%of homeowners
Immaculate Concepts Home Remodeling, LLC
4.8(
37
)

Serving South Windham, CT and surrounding areas

Approved

In business since 1995

Free estimates

Customers say: Quick response

"Shane Kuzel, the owner of Immaculate Concepts Home Remodeling, LLC, just left my home after fixing two bad shingles on my roof. He did a wonderful job from start to finish! I had just sent out a request for the roof repair on the Internet and Shane was one of the first to respond. I checked out his reviews online and found 33 5-star reviews for his business. We set a date once the snow melted off my roof. He arrived promptly at 9:15 AM and immediately got to work. Within an hour everything was done. I had been told by other roofers that because my roof was 20+ years old, the whole front of the roof (on a Colonial) would have to be replaced for $5,000. Why would anyone just reroof the front and not the whole roof?? Shane replaced the two shingles for $200! My HERO!!! Thanks again!"
 custom built vanity
Full kitchen remodel with granite countertops
custom built ceramic shower
 Full kitchen remodel w/ reclaimed chestnut island
Ideal Stone flower planter

+13

Response time1 day
3 neighbors recently requested a quote
Recommended by100%of homeowners
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FAQs for painting projects in South Windham, 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 South Windham, CT homeowners’ guide to painting services

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