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Top-Rated Painters in Waldoboro - Updated Nov 2026

Avatar for Costello Coatings
Costello Coatings
4.7(
53
)
Metal Roofing - Paint

Serving Waldoboro, ME and surrounding areas

Approved

In business since 1995

Free estimates

Emergency services offered

"Angi is awesome! And they hooked me up with an awesome contractor named Bud Costello (Costello Coatings)! I had BAD decks, issues, and stuff. I contacted him via Angi and he was right over! He took great lengths to talk to us, ask us what we needed, explain all the processes, steps, etc., and what to expect. He answered ALL of our questions, and as a BOOMER, I really appreciated that! He was very polite, professional, and respectful! Then, he got the job done ahead of schedule, at cost, and it looks amazing! Wife is happy, that's all you need to know! I highly recommend him and his excellent HARDWORKING team. Here is before and after, but trust me, they were way worse looking and he fixed them, cleaned them, sanded them, then stained/painted them! Did I mention the wife is Happy?"
After
Before
Before 2
After
After

+1

Response time7 hrs
Response rate86%
30 neighbors recently requested a quote
Avatar for Precision Painting, LLC
Precision Painting, LLC
5.0(
3
)
Exterior Home or Structure - Paint or Stain: SmallInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms+3 more

Serving Waldoboro, ME and surrounding areas

Approved

In business since 2015

Free estimates

Emergency services offered

"I was doing a kitchen remodel and desperately wanted to paint my cabinets, wanted to diy, but ultimately lacked the time and space. I hired Jake and he was professional and prompt, and very respectful of my space as the whole project was a live in remodel. He's now my go to painter!"
Response time6 days
3 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Rein Green Painting, LLC
Rein Green Painting, LLC
5.0(
3
)
Exterior Home or Structure - Paint or Stain: SmallExterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or Stain: Large+1 more

Serving Waldoboro, ME and surrounding areas

Approved

In business since 2009

Free estimates

Emergency services offered

"We hired Rein Green Painting to repair and paint the exterior of a seasonal cottage in addition to replacing and sealing the lattice work at the base of the house - they've been very pleasant to work with and quite responsive - jumping on the project and completing it quickly - and they've done a great job, I recommend."
50th project of 2023
50th project of 2023
50th project of 2023
50th project of 2023
50th project of 2023

+107

Response time11 hrs
1 neighbors recently requested a quote
Recommended by33%of homeowners
Avatar for Innovative Construction
Innovative Construction
3.7(
33
)
Exterior Building - Paint or Stain - For BusinessInterior Painting or Staining: 5 + RoomsPainting or Staining - Small Projects

Serving Waldoboro, ME and surrounding areas

Approved

In business since 2015

Free estimates

Emergency services offered

We take great pride our experience, expertise, quality and customer service that we provide to meet your needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer a professional manner. Our reputation is based on service, safety and quality, regardless of how large or small the job.

Before
Deck Repair
Deck Repair
Before
MIDWAY

+9

Response time3 days
8 neighbors recently requested a quote
Recommended by43%of homeowners
Highland Painting Co.
New to Angi
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms+8 more

Serving Waldoboro, ME and surrounding areas

Approved

Highland Painting, a quality painting company that serves in the greater Bangor area. Efficiency, professionalism and attention to detail is very important us. We do interior and exterior jobs, new builds, repaints and stains. No job is too big or small, we do it all! Contact us at HighlandPainting@gmail.com or call 207-855-1252

8 neighbors recently requested a quote
James Dickson
New to Angi
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium+10 more

Serving Waldoboro, ME and surrounding areas

Approved

hey there- My name is Jamie Dickson- i'm actually a senior pastor at a central maine church. Before pastoring I started one of the larger more successful painting companies in maine and before that worked with Sherwin williams company closely with product and specialty knowledge on job sites. Currently just looking for small jobs to help pay for my kids tuition to school. thanks!

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FAQs for painting projects in Waldoboro, ME

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 Waldoboro, ME homeowners’ guide to painting services

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