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Find Painters in Winchester Center

Avatar for J & S Painting Plus Inc
J & S Painting Plus Inc
4.7(
332
)

Serving Winchester Center, CT and surrounding areas

Approved

In business since 1977

Free estimates

Warranties offered

"This was the second time I worked with Shecki and Jose. The first was painting the house exterior and it's still holding up well 5 years later. The second time was a re-staining of the deck. Work was done beautifully. Paint was neat, no streaks, carpentry was done well and we're very pleased with the end result. Pricing was a little high this time around. Hope that stabilizes in the future, would definitely look to work again with Shecki and Jose."
Additional Photos
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Before & After
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+3

1 neighbors recently requested a quote
Recommended by95%of homeowners
Avatar for Ambrocio's Painting
Ambrocio's Painting
4.7(
42
)

Serving Winchester Center, CT and surrounding areas

Approved

In business since 2001

Free estimates

Customers say: Super punctual

"I hired Ambrocio's to paint our barn following a roofing and repair job. They completed in job in 4 days, pressure washing the entire structure, staining the siding and painting all the trim. They did a thorough job, were fairly neat on the job site, and the barn looked brand new after the job. A couple of problem areas were also brought to my attention so I could address them as needed in the future. I would happily hire them again."
Additional Photos
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Recommended by100%of homeowners
Avatar for Fresh Coat of Hartford County
Fresh Coat of Hartford County
4.3(
46
)

Serving Winchester Center, CT and surrounding areas

Approved

In business since 2006

Free estimates

Warranties offered

"When I contacted FreshCoat, I said "I usually just paint myself, but I bought this crazy metallic paint at Target, and it looks like it's complicated to apply. Do you have experience with this type of paint?"  Reassurances all around. The painter, Doug, called me with a litany of "faux finish" jobs he had done that looked great.

He painted the room with my paint, and after two coats, he packed up, reassuring me that it was going to look great when it dried. Well, after a day or two, it was clearly a disaster. I called Barbara, who came out to look and of course said that the job needed to be fixed. Score 1 star for FreshCoat.

Barbara (administrator) and Douglas (painter) met and decided that I needed to use paint that he was familiar with. This
seemed totally reasonable, and I figured I should have known better than to buy house paint at Target. So I went to Lowes and purchased the primer, base coat, and metallic that they recommended.

Douglas came back, forgot to use the primer (he read the paint cans wrong), and finished the job with his recommended paint. Again, he packed up and left with reassurances. The picture that I'm attaching isn't of wet paint, or of one coat when another was planned. This was the finished job, several days later.

I called poor Barbara to complain again, and again she came out to look at it. I told her that I was not going to pay for the full rate of painting, and we settled on a price for their effort plus several days of work, etc. 800 dollars.

I am giving a C rather than an F because I appreciated that the owners were apologetic, rather than trying to make it seem like I was crazy or too demanding. Barbara's parting words were "Doug usually does a really good job..."  They didn't offer to send another painter to fix it, and I didn't insist, because at that point it had gone on for over a week and I was tired of having people in the house.

I ended up getting boring, non-metallic paint and re-painting it myself. It was a total waste of a thousand dollars (when I add the cost of many cans of paint)"
Ceiling
Kitchen
Mural
Siding
Deck

+18

Recommended by86%of homeowners
Avatar for Carlos Suscal Painting
Carlos Suscal Painting
4.6(
34
)

Serving Winchester Center, CT and surrounding areas

Approved

In business since 2001

Free estimates

Warranties offered

"Great experience with Carlos and his crew painting my 1872 Victorian in Ridgefield. They spent several days prepping and sanding the exterior down to the wood. They re-glazed windows, removed and painted the wooden-framed window screens, and removed and painted the shutters as well. There was one section of wood rot that they replaced - all while staying within budget. No surprises. We went over all the details and expectations beforehand and I could not be happier with how my house is looking now. HIGHLY RECOMMEND if you have a daunting paint job. My house required several extremely tall ladders and these guys were up and down like it was nothing. Great crew, great work - top notch."
19 Black man Rd
Response time9 hrs
8 neighbors recently requested a quote
Recommended by96%of homeowners
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FAQs for painting projects in Winchester Center, 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 Winchester Center, CT homeowners’ guide to painting services

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