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Find Painters in Orleans

Avatar for Schmidt Painting
Schmidt Painting
4.8(
509
)

Serving Orleans, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1997

Free estimates

Emergency services offered

"Schmidt Painting is high quality painting company that I would HIGHLY recomend. Derrick and his crew painted the inside of my house from top to bottom. They have excellent workmanship and were on time everyday. Putting in long hours to make sure the job was done perfectly. We were extermely happy with their skill and their attention to detail. I would defintely recommend Schmidt Painting and would absolutely use them again. 10 + job. If your looking for a painting company look no more.... HIRE Schmidt Painting. You will be happy that you did!!!!"
Schmidt Painting Awards
Schmidt Painting Awards
Schmidt Painting Awards
Schmidt Painting Awards
Schmidt Painting Awards

+20

Response time8 hrs
Response rate100%
Recommended by96%of homeowners
Avatar for H&M Painters
H&M Painters
4.9(
28
)

Serving Orleans, MA and surrounding areas

Approved

In business since 2003

Small jobs welcome

Offers commercial services

"My husband and I initially hired Alex to power wash then stain our deck. Since my husband at a young student, painted homes, he was aware of Alex’ meticulous work. Most recently, Alex, power washed our house followed by painting the interior of our home, as well as the exterior trim of our home. He replaced boards that were damaged by bees on the outside shed. Alex was punctual, polite, and a spotless cleaner upper. A gold star painter!"
Clapboard, trim  painted and shingles
Exterior
Door trim
Shingles
Shingles

+18

Response time4 hrs
Response rate92%
3 neighbors recently requested a quote
Avatar for Charles Nicholson Painting
Charles Nicholson Painting
4.9(
41
)

Serving Orleans, MA and surrounding areas

Approved

In business since 1999

Free estimates

Small jobs welcome

"Charles painted the second floor of my in-law's new home in Brewster. It was a large room with cathedral ceilings, stained walls and a textured ceiling .as well as a bathroom. His workmanship is top notch; it looks like a new house! He was reasonably priced, prompt, cleaned up at the end of each day and made some recommendations to help make everything look perfect. Would definitely use again and highly recommend him!"
T Jazelle
T Jazelle Showroom
T Jazelle Studio
T Jazelle Main Office
T Jazelle Showroom

+3

Response time5 hrs
Recommended by94%of homeowners
Avatar for Regal Custom Painting, Inc.
Regal Custom Painting, Inc.
4.8(
53
)

Serving Orleans, MA and surrounding areas

Approved

In business since 2014

Free estimates

Credit card accepted

"They painted the exterior of my home and replaced some trim. Iâ m so pleased with the quality and the service of Regal Custom Painting! Nice polite workers too! I will definitely use them for future projects."
Response time12 hrs
8 neighbors recently requested a quote
Recommended by97%of homeowners
Avatar for I.S Painting Corp
I.S Painting Corp
4.8(
27
)

Serving Orleans, MA and surrounding areas

Approved

In business since 2023

Free estimates

Emergency services offered

"Carla and Italo were a pleasure to work with. They were prompt and courteous with every aspect of the job, took extra care to protect floors and furnishings, and provided first class workmanship at a very competitive rate. There's nothing not to like about IS Painting. They will be my go-to Paint Contractor for future work!"
Bedroom 1
Bedroom 2
Bedroom 3
Bedroom 4
Bedroom 5

+18

Response time3 hrs
Response rate94%
1 neighbors recently requested a quote
Universal Painting Services, Inc.
4.8(
46
)

Serving Orleans, MA and surrounding areas

Approved

In business since 2010

Free estimates

Customers say: Quality work

"We hired universal Painting for a number of projects at our house - power washing, exterior painting, replacement of rotted wood, deck staining, interior painting and some dry walling. They also installed new doors and did bathroom tile work as well as beautiful exterior stone work. Andre and his crew are professional, timely, meticulous and easy to deal with. Their work is fantastic. I highly recommend Universal Painting."
Interior Painting
Interior Painting
Interior Painting
Interior Painting
Interior Painting

+17

Response time1 day
1 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for A1 Painters
A1 Painters
4.5(
60
)

Serving Orleans, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1999

Free estimates

Emergency services offered

"Proud Painters did an exceptional job. Came to our house as scheduled and completed the work required. After the power washing was completed we walked around the property to assure everything was done correctly. I highly recommend this company."
Moms Deck Replacement
Moms Deck Replacement
Moms Deck Replacement
Moms Deck Replacement
Moms Deck Replacement

+455

Response time1 day
Response rate91%
23 neighbors recently requested a quote
Avatar for Anderson & Sons Home Solutions, Inc.
Anderson & Sons Home Solutions, Inc.
4.8(
166
)

Serving Orleans, MA and surrounding areas

Approved

In business since 2012

Free estimates

Warranties offered

"Very professional workers. I am very pleased with theirwork. PAinted my outside trim and stained the deck. Thank you all who recommended them on Home Advisor."
Response time10 hrs
Response rate88%
22 neighbors recently requested a quote
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Showing 1-10 of 320

FAQs for painting projects in Orleans, MA

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 Orleans, MA homeowners’ guide to painting services

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