Serving Woodbury, CT and surrounding areas
Approved
Super Service Award Winner
In business since 1999
Free estimates
Warranties offered
"Gonti Painting did a great job painting the exterior of our house. Washed, prepped and painted all surfaces. - looks great!"
+24
Serving Woodbury, CT and surrounding areas
Approved
Super Service Award Winner
In business since 2006
Free estimates
Warranties offered
"Jacob and crew were excellent. This is the second bigger project they've done for us. They were precise, prompt and polite throughout the process. Additionally, they are very neat. Everything looks perfect. Jacob will be staining our front porch, pillars, and door when the weather warms. We're planning to have Pro Painters handle another big project next year. If you have an upcoming painting project, I highly recommend using Pro Painters."
+369
Serving Woodbury, CT and surrounding areas
Approved (Corporate)
In business since 2003
Free estimates
Warranties offered
"We couldn't have been more pleased with the quality of the service and the work that was done. General Painting is a professionally run operation; we appreciated the attention to detail that was evident from the job estimate, contract and follow through on promises. Ours is an old shingled farm house that needed the wood shingle to be stained and the trim to be painted. The prep work they did was impressive and the crew was unfailingly polite and responsive to any concerns or directives. We will be using them again for interior work in the near future!!! We whole heartedly recommend them."
+122
Serving Woodbury, CT and surrounding areas
Approved
In business since 2002
Free estimates
Emergency services offered
"I was very pleased with the work Challenger Construction did on painting the exterior of my house. The workers were very neat and did a wonderful job. I would highly recommend them. I feel like I have a new home!"
+101
Serving Woodbury, CT and surrounding areas
Approved
In business since 2001
Free estimates
Warranties offered
"Had a small painting project and quoted rate was good. However there were few spots/small patches where I had to clean up and repaint. Both painters were courteous and cleaned up well afterwards. Communication over email has scope for improvement. All in all 4.5/5 for a 3 hour project"
Serving Woodbury, CT and surrounding areas
Approved
Super Service Award Winner
In business since 2006
Free estimates
Small jobs welcome
"I highly recommend CRS Painting. They have done so many home improvement projects for us and every one of them has been outstanding. They painted the exterior of our raised ranch, put down a new wood floor, and painted our family room. The most recent project, in November 2025, was painting our dining room, living room, halls and a bedroom and installing and staining six doors. Their is exceptional. When they paint they move all the furniture, cover it carefully and put it back neatly. They patch all the holes in the walls and cracks in the ceilings. They pay attention to every single detail and are friendly and responsive. I will definitely hire Celso and CRS for our next home improvement job."
Serving Woodbury, CT and surrounding areas
Approved
In business since 2015
Free estimates
Customers say: Terrific value
"Danilo Painting called within a minute of my request at HomeAdvisor. We texted about the job and he replied promptly and set up an appointment for the next day. They arrived on time, did an amazing job, far exceeding our expectations! Fabulous job!!! Will be happy to use them again! Great work!"
+37
Serving Woodbury, CT and surrounding areas
Approved
In business since 2002
Free estimates
Emergency services offered
"Taurus Painting did an amazing job for us at our home. They were very clean, friendly and time efficient and the end result was great! 👌🏼"
+64
Serving Woodbury, CT and surrounding areas
Approved
In business since 1986
Free estimates
Warranties offered
"Project: Drywall Repair and Painting was completed which was caused by ice damming. Tony and his team arrived on time each day and completed all the work on time and within budget. They did a beautiful job and demonstrated care and concern for my home while delivering high quality work. They go the extra mile to ensure that every aspect of the work is completed in a truly excellent manner. I have had many contractors work in my home in the past and none of them demonstrated the "commitment to excellence" that Tony and his team did. I would employ them for any future work needed and highly recommend them to others."
+27
Serving Woodbury, CT and surrounding areas
Approved
In business since 2010
Free estimates
Credit card accepted
"JGF Painting have a great team! They did an excellent job."
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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