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Avatar for Fine line painting
Fine line painting
5.0(
11
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms+2 more

Serving Windsor, ME and surrounding areas

Approved

In business since 1990

Warranties offered

Small jobs welcome

"Don and his crew were pleasant, professional, showed up on time and communicated well with me during the project. He did a great job prepping my garage floor for epoxy painting and clear coat application. He pays attention to detail, answered any questions I had and cleaned up after working. His services are fairly priced and I highly recommend him and his crew! I liked his work so much I've hired him to prep and paint my deck!"
Living room
Project One
Project One
Project One
Project One

+8

Response time7 hrs
Response rate100%
36 neighbors recently requested a quote
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Avatar for True North Roofing
True North Roofing
5.0(
23
)
Metal Roofing - Paint- For Business

Serving Windsor, ME and surrounding areas

Approved

Super Service Award Winner

In business since 2022

Free estimates

Emergency services offered

"I had a great experience with this company, I highly recommend True North Roofing, not only for my projects but also to my painting customers that are seeking a roofing professional, quality products and excellent service."
1
2
3
4
5

+17

Response time1 day
Response rate94%
50 neighbors recently requested a quote
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Avatar for DP Painting
DP Painting
5.0(
4
)
Exterior Home or Structure - Paint or Stain: SmallInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 5 + Rooms+4 more

Serving Windsor, ME and surrounding areas

Approved

Super Service Award Winner

In business since 2024

Free estimates

Small jobs welcome

"Did a great job. Built mailbox stand with an excellent custom flair. Built for strength. Texted and came right away. The message transition to know who was talking to me was confusing at first. DP was also not sure who it was initially."
Interior
Interior
Entryway
Entry
Jobs

+12

Response time6 hrs
Response rate87%
21 neighbors recently requested a quote
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Avatar for The Golden Rule Handyman, LLC
The Golden Rule Handyman, LLC
4.4(
32
)
Interior Painting or Staining: 1 - 2 Rooms

Serving Windsor, ME and surrounding areas

Approved

In business since 2013

Free estimates

Emergency services offered

"Fabulous communication ,and work. I live out of state, and each time that work has needed to be done The Golden Rule Handyman has been on time and very professional . One of the few companies that is excellent in all phases of the business world. I highly recommend this company !"
Response time2 days
Recommended by96%of homeowners
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Avatar for Innovative Construction
Innovative Construction
3.7(
32
)
Exterior Building - Paint or Stain - For BusinessInterior Painting or Staining: 5 + RoomsPainting or Staining - Small Projects

Serving Windsor, ME and surrounding areas

Approved

In business since 2015

Free estimates

Emergency services offered

"Greg and his team were very professional with the work done to our home. He explained everything in greatdetails, answered any questions we had, and kept us up to date with everything. We're extremely happy with the completed projects. We'll definitely use them again for future projects. We highly recommend Greg and his team for any home improvement projects needed to be completed."
Before
Deck Repair
Deck Repair
Before
MIDWAY

+9

Response time3 days
9 neighbors recently requested a quote
Recommended by45%of homeowners
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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 Windsor, 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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Avatar for Doak and Co Contracting
Doak and Co Contracting
New to Angi
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+9 more

Serving Windsor, ME and surrounding areas

Approved

In business since 2023

Free estimates

Small jobs welcome

We at Doak and Co Contracting focus on quality services over quantity. We use our experience and expertise to complete your project with perfection. Customer service and honesty are the most important aspects of our business and your satisfaction is guaranteed. Please call us today for an estimate. We look forward to working with you.

Response time10 hrs
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Showing 1-10 of 201

FAQs for painting projects in Windsor, 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 Windsor, ME homeowners’ guide to painting services

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

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