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Find Painters in Middleboro

Sean Kennedy Painting
5.0(
42
)

Serving Middleboro, MA and surrounding areas

Approved

In business since 2000

Free estimates

Customers say: True professional

"Sean Kennedy Painting did a terrific job inside and outside our home. Sean and Eric were very personable and terrific to work with. They were very skilled and knowledgeable craftsmen with many years of experience. The interior work they did was truly amazing. One room they painted was a room with tongue and groove wood that required a deep knowledge of how to treat the wood in preparation for painting. They even caulked the seams. The room came out beautifully and is really a showpiece. Sean and Eric did a terrific job painting the exterior of our house. They were meticulous in all aspects. They power washed the house and covered everything when painting including the roof. Sean even vacuumed up paint chips! They scraped AND sanded peeling areas and primed the bare wood in Preparation for the finish coats. They identified areas of rot and brought in a carpenter to replace the rotted wood. We were going to purchase new shutters but Sean said they could remove the shutters and spray paint them. The shutters look brand new. They are concerned about spending money unnecessarily! Included in the price was painting doors and basement windows which again came out beautifully. Kennedy Painting’s price was very fair. They were very professional, extremely responsive and very punctual starting early everyday. They worked hard as painting is a physically demanding occupation. Sean and Eric are honest and very trust worthy. We would go to appointments, etc. and leave the house open for them. We couldn’t be more pleased with their work and we would recommend them without reservation."
Recommended by100%of homeowners
Avatar for Erivan Da Silva Painting
Erivan Da Silva Painting
4.8(
68
)

Serving Middleboro, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1997

Free estimates

Warranties offered

"We hired Erivan to paint the interior of our house. He offered several good suggestions. Our job required wallpaper removal and subsequent prep work. Within two weeks, the rooms were fully painted and look great. He kept the work area clean. Erivan and his team were a pleasure to work with"
Painting - Exterior Project
Painting - Interior Project
Painting - Interior Project
Painting - Interior Project
Painting - Interior Project

+846

1 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for Superior Strokes Painting
Superior Strokes Painting
4.8(
130
)

Serving Middleboro, MA and surrounding areas

Approved

In business since 2006

Free estimates

Small jobs welcome

"We will always use Superior Strokes for our painting needs. Pricing is always fair and Steve is extremely reliant, detail oriented, and highly skilled. We have had fences painted, our deck re-stained and our home power washed and the quality of the work is exceptional."
Before
Chemical stripped railing, sanded and minwax perfo
Front door
Gorgeous
Beautiful Reflection

+19

Response time12 hrs
1 neighbors recently requested a quote
Recommended by98%of homeowners
Kennedy Painting
5.0(
108
)

Serving Middleboro, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1990

Free estimates

Emergency services offered

"Brian and his team were great. Not only did they do a great job painting, but Brian had us leave all furniture in place and his team moved it to paint and moved it back in place before we got home. Extremely helpful for those of us that don't have time to be rearranging furniture morning and night. They also assisted determining where some stains were coming from by removing drywall and replacing it, in an awkward area of the ceiling. They repaired and looked like new. Highly recommend Brian and his team."
1 neighbors recently requested a quote
Recommended by93%of homeowners
Avatar for Olde England Painting
Olde England Painting
5.0(
56
)

Serving Middleboro, MA and surrounding areas

Approved

In business since 1992

Free estimates

Warranties offered

"Paul and his team were absolutely fantastic! They were so courteous and respectful and meticulous in their prep and carpentry work- and we had A LOT of things that needed fixing like rotted windowsills, broken deck stairs, incomplete trim moulding, broken shingles and a crooked garage cupola. They fixed it all! Now my 115 year old house looks so beautiful and I can’t thank Paul and his team enough. They were also so tidy and cleaned up their work areas every afternoon before they left. If you’re considering Olde England Painting just hire them. You will not be disappointed. Last but not least, they were also the most reasonable quote I got and I met with 5 other painters. I would hire them again in a heartbeat!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+4

1 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Color Concepts Painting
Color Concepts Painting
4.9(
137
)

Serving Middleboro, MA and surrounding areas

Approved

In business since 2001

Free estimates

Emergency services offered

"Mark and Andrew did a GREAT job!!! They painted our Living Room, Dining Room and Kitchen and ceilings. They did 2 coats of paint (Benjamin Moore) with 2 contrasting colors in the Dining Room. Mark really helped us in suggesting colors and finishes. In addition, we are going to have them do some more painting in our house!!"
Additional Photos
Additional Photos
Additional Photos
Recommended by98%of homeowners
Avatar for Boston Painting Services Inc.
Boston Painting Services Inc.
4.9(
110
)

Serving Middleboro, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2002

Free estimates

Emergency services offered

"Boston Painting Services painted the trim on my exterior windows, as well as 7 doors inside my home. They were very responsive. Pedro was wonderful to work with. The job went well. The workmen arrived on time, were friendly, safe and very professional. They did an excellent job."
Carpentry - Woodworking Project
Painting - Exterior Project
Additional Photos
Additional Photos
Additional Photos

+79

Recommended by91%of homeowners
Avatar for ARCH PAINTING
ARCH PAINTING
4.4(
160
)

Serving Middleboro, MA and surrounding areas

Approved

In business since 1997

Free estimates

Warranties offered

"We were really happy with Arch Painting. They painted the exterior of our house in early November, 2016. They came and gave us a very fair price and once they started the work they were quick and efficient. The crew was a great group of guys who worked very hard and they were finished in a week. We had some areas of rot and as promised, they did some light carpentry to repair those areas and we were very happy with that work. The crew was really great....polite guys who picked up after themselves. We have had others who did work who left the place a mess. Not these guys. We recommend Arch Painting! Our house looks great."
BEFORE
AFTER
Before
After
Before

+17

3 neighbors recently requested a quote
Recommended by88%of homeowners
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FAQs for painting projects in Middleboro, 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 Middleboro, MA homeowners’ guide to painting services

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