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Find Painters in Windham

J.A.C. Painting
4.6(
22
)
Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: SmallInterior Painting or Staining: 1 - 2 Rooms+7 more

Serving Windham, NY and surrounding areas

Approved

In business since 2007

Free estimates

Offers commercial services

"After searching for 5 long years, I finally found the ideal home for this time in my life. I believe my patience and faith was rewarded with the Blessing of a marvelous little painting company J.A.C. Painting. I would consider my experience with them nothing short of a Miracle. Though certainly I am grateful, it is obvious this house deeply appreciates its transformation. I have every confidence that, though my experience was unique to me...J.A.C. Can also be the answer to your Painting Prayers."
Response time2 days
6 neighbors recently requested a quote
Recommended by100%of homeowners
Grady's Painting Plastering/Construction
2.0(
174
)
Specialty Painting - Faux Finishes

Serving Windham, NY and surrounding areas

Approved

In business since 1969

Free estimates

Emergency services offered

"This was a very involved plaster repair and remediation job, in a very old house. Grady is the only person (or company) who was willing to take on the job and drive all the way from Pennsylvania to our home in Northern Virginia. There are very few people who do this kind of work anymore (we really searched) and he is an expert in his field. We needed to work around his schedule, because he is in demand in the tri-state area, so it took awhile to schedule the work to begin... but it was worth it."
Response time11 hrs
Response rate100%
Recommended by57%of homeowners
Avatar for Greene County Contracting LLC
Greene County Contracting LLC
5.0(
2
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms+1 more

Serving Windham, NY and surrounding areas

Approved

In business since 2023

Free estimates

Emergency services offered

Greene County Contracting LLC is an insured contracting business specializing in carpentry, decks, bathroom and kitchen remodels, door and window installation, and a number of other home renovation and repair solutions. Home repair and remodeling can be intimidating; we offer flexible solutions & the quality customer service of a small business to help you get the job done right.

Response time2 days
Response rate95%
Recommended by100%of homeowners
RB Enterprise
5.0(
1
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms+1 more

Serving Windham, NY and surrounding areas

Approved

In business since 2005

Free estimates

Customers say: Quick response

"Richard has been working for me for the last 10 years, for many different projects. He is prompt, reliable, takes care of our home as it is his. I would highly recommend him."
Response time1 day
Response rate100%
Recommended by100%of homeowners
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FAQs for painting projects in Windham, NY

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 Windham, NY homeowners’ guide to painting services

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