Top-rated painters.

Get matched with top painters in Medfield, MA

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Find Painters in Medfield

Avatar for Superior Strokes Painting
Superior Strokes Painting
4.8(
130
)

Serving Medfield, MA and surrounding areas

Approved

In business since 2006

Free estimates

Small jobs welcome

"I needed some painting done professionally and timely. I got both with Steve. He arrived timely for the estimate and the job. He completed everything in the time quoted and I could not be more pleased with the results. I am going to him for another body of work without hesitation. If you want quality and professionalism, call Steve."
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
Avatar for J’s Painting
J’s Painting
5.0(
31
)

Serving Medfield, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2007

Free estimates

Emergency services offered

"We hired James to stain our deck. He was invariably responsive, patient, and clear. And, equally if not more important, he did an excellent job! I plan to rehire James for future staining and painting jobs."
High volume trim rooms
view into bedroom from living room with some big goof in the way... yes, its me...
Additional Photos
Why I can work long hours and feel fine ❤️
Older apartment looking pretty modern now

+15

Recommended by74%of homeowners
Avatar for Boston Painting Services Inc.
Boston Painting Services Inc.
4.9(
110
)

Serving Medfield, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2002

Free estimates

Emergency services offered

"Cassio and his team painted two closets and two ceilings for us. We were very pleased with the quality of the work and plan to contact Cassio for our next project. We would highly recommend Boston Painting Services."
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 Medfield, MA and surrounding areas

Approved

In business since 1997

Free estimates

Warranties offered

"Work was performed exactly as discussed and agreed to (match existing paint colors) at estimated cost. Start was delayed at our request due to high heat and humidity, with no complaints. Work was further delayed through no fault of Arch Painting due to continuous wet weather. Once a good weather window finally occurred, the work was performed quickly with no impact on us. We were totally satisfied with the quality of the work and the finished product."
BEFORE
AFTER
Before
After
Before

+17

3 neighbors recently requested a quote
Recommended by88%of homeowners
Avatar for K Rod Painting
K Rod Painting
4.9(
19
)

Serving Medfield, MA and surrounding areas

Approved

In business since 1999

Free estimates

Warranties offered

"K-Rod did a good job painting. When they stained my deck, they dripped stain on my plants and trampled some of them. This is an established garden and I don’t know if the plants will come back. They did not show any care or concern my property and did not even cover the plants before staining."
Recommended by94%of homeowners
Avatar for Target Painting & Contracting Inc
Target Painting & Contracting Inc
4.9(
97
)

Serving Medfield, MA and surrounding areas

Approved

In business since 2009

Free estimates

Warranties offered

"Perfect. This was not a typical job. Normally painters paint flat surfaces. This job was to paint (stain) 62 6-sided boards installed as a pergola. I tried to do it myself but only did 4 boards before I gave up and called Target Painting. (Another company refused the job.) Gene was great, as well as all the crew. At one point, one of the painters went up on the roof to monitor the progress and inspect the hard-to-reach places. Everything was great, including the cleanup."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+92

2 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for Silva Express Painting, Inc.
Silva Express Painting, Inc.
4.9(
232
)

Serving Medfield, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1994

Free estimates

Warranties offered

"Chet and his team did a great job painting the entire interior of our home. We had some very dark walls and a brown ceiling and I chose VERY light paint colors. I'm sure these areas were challenging to cover, but you can't even tell there used to be such dark colors in our home! The paint job is great and they were able to paint the entire interior of our home in 2 days. I would choose Silva Express Painting for any future painting jobs without hesitation again."
paint &floors
paint &floors
paint &floors
paint &floors
painting &woodfloors

+216

Response time4 hrs
Response rate92%
14 neighbors recently requested a quote
Avatar for Evolution Painting Company, Inc.
Evolution Painting Company, Inc.
4.8(
129
)

Serving Medfield, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2009

Free estimates

Warranties offered

"I highly recommend Evolution Painting. We had carpentry work that needed to be done as well as staining the house. When a couple of unforeseen items popped up, they were taken care of as well. Each day, when they left you would never know they were there...excellent clean-up. My house looks great!"
Ashland, MA
Dover, MA
Franklin, MA
Medfield
Medway, MA

+18

Response time1 day
35 neighbors recently requested a quote
Recommended by84%of homeowners
...
Showing 1-10 of 1161

FAQs for painting projects in Medfield, 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 Medfield, MA homeowners’ guide to painting services

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