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
"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."
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 for any home improvement needs. They recently completed several projects at my home, including painting the exterior of the house, installing vinyl flooring, and removing a popcorn ceiling in the bathroom. Their work was high quality, done efficiently, and the team was professional and respectful throughout the process. Communication was clear and timely, and they took care to ensure everything was completed to my satisfaction. If you’re looking for a dependable and skilled team for painting or general home updates, CRS Painting is an excellent choice."
Serving Woodbury, CT and surrounding areas
Approved
In business since 2015
Free estimates
Customers say: Terrific value
"Danilo Painting did an excellent job cleaning my gutters and downspouts. Also very thorough in cleaning up the deck & porch areas of the debris removed from the gutters."
+37
Serving Woodbury, CT and surrounding areas
Approved
In business since 2002
Free estimates
Emergency services offered
"I have used Taurus Painting Services multiple times throughout my home’s many remodeling projects. This was a small project to paint walls and accent paint my foyer and stair risers leading to the second story. Steve communicates well and confirmed color choices and paint finishes before starting the project. He set eta’s and he and his small crew worked quietly and efficiently to complete the project as expected. All surfaces were prepped and furniture and flooring was either moved or protected. I highly recommend Taurus Painting Services for all your painting needs."
+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 2001
Free estimates
Customers say: Quick response
"If you're looking for a company to do a quality professional paint job at an affordable rate I highly recommend Jonathan at Unique's Painting! I submitted a request for an interior paint project on the Angi app. Jonathan not only contacted me immediately, he also came to my house that same day to give me a quote. I hired him to paint 3 rooms in my new home. The existing paint job was horribly done and almost every wall was left with small holes and lumpy bumpy surfaces. Jonathan and his team did an amazing job at filling, sanding, & prepping the walls and trim prior to painting and as a result the final paint job in all 3 rooms turned out fantastic!! During the process Jonathan even repaired several damaged areas on the tin ceiling before painting it and sent me video updates since I wasn't there. I will definitely be calling Unique's Painting for all my future paint projects and you should too!!"
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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