Serving Ashland, MA and surrounding areas
Approved
In business since 2006
Free estimates
Small jobs welcome
"We will always use Superior Strokes for our painting needs. Pricing is always fair and Steve is extremely reliant, detail oriented, and highly skilled. We have had fences painted, our deck re-stained and our home power washed and the quality of the work is exceptional."
+19
Serving Ashland, MA and surrounding areas
Approved
Super Service Award Winner
In business since 2007
Free estimates
Emergency services offered
"James did a great job. In addition he is a joy to work with! Pleasant, courteous, flexible, accommodating and neat. I would highly recommend him for all painting needs."
+15
Serving Ashland, MA and surrounding areas
Approved
Super Service Award Winner
In business since 2002
Free estimates
Emergency services offered
"Boston Painting Services painted the trim on my exterior windows, as well as 7 doors inside my home. They were very responsive. Pedro was wonderful to work with. The job went well. The workmen arrived on time, were friendly, safe and very professional. They did an excellent job."
+79
Serving Ashland, MA and surrounding areas
Approved
In business since 1997
Free estimates
Warranties offered
"Work was performed exactly as discussed and agreed to (match existing paint colors) at estimated cost. Start was delayed at our request due to high heat and humidity, with no complaints. Work was further delayed through no fault of Arch Painting due to continuous wet weather. Once a good weather window finally occurred, the work was performed quickly with no impact on us. We were totally satisfied with the quality of the work and the finished product."
+17
Serving Ashland, MA and surrounding areas
Approved
In business since 1999
Free estimates
Warranties offered
"K-Rod did a good job painting. When they stained my deck, they dripped stain on my plants and trampled some of them. This is an established garden and I don’t know if the plants will come back. They did not show any care or concern my property and did not even cover the plants before staining."
Serving Ashland, MA and surrounding areas
Approved
Super Service Award Winner
In business since 1994
Free estimates
Warranties offered
"I would highly highly recommend Silva Express Painting. They did a wonderful job and were prompt, clean and courteous. Chet is great to deal with."
+216
Serving Ashland, MA and surrounding areas
Approved
In business since 2015
Free estimates
Warranties offered
"I hired Reliant Painting to paint the bathroom of my office and I decided to paint the entire building inside and out, their work is amazing. It was a great experience dealing with them. I recommend them 100%."
Serving Ashland, MA and surrounding areas
Approved
In business since 2017
Free estimates
Emergency services offered
"We asked for estimates to stain the exterior of our house. Ozzy handled the estimate process the best of the three companies we contacted. He has a friendly, professional manner and his price was in line with the other quotes. Ed did the work and he worked very hard and was polite and very accommodating. Ozzy put in extra effort to get our color choice matched just right. He came to set up the job with Ed and returned to inspect when the job was done. Ozzy spent time painting areas he thought needed improvement, but we hadn't noticed. He then used a blower around the house and took the debris away -- a very nice extra touch! Will hire them again for our painting needs."
+141
Serving Ashland, MA and surrounding areas
Approved
In business since 2001
Free estimates
Small jobs welcome
"Did a great job painting. Showed up on time and only took a little over 3 hours to finish. Very professional and followed up on quote and communication before I hired him. Would definitely call them again if I needed some work done."
+34
Serving Ashland, MA and surrounding areas
Approved
Super Service Award Winner
In business since 2009
Free estimates
Warranties offered
"I highly recommend Evolution Painting. We had carpentry work that needed to be done as well as staining the house. When a couple of unforeseen items popped up, they were taken care of as well. Each day, when they left you would never know they were there...excellent clean-up. My house looks great!"
+18
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.
From average costs to expert advice, get all the answers you need to get your job done.
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