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Find Painters in Jamaica Plain

Avatar for Erivan Da Silva Painting
Erivan Da Silva Painting
4.8(
68
)

Serving Jamaica Plain, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1997

Free estimates

Warranties offered

"Erivan and his team were super responsive and responsible and great to work with. They did really high quality work for us, and I loved the result. They have been painting for years, and were referred to me from a friend who had them paint his historic Somerville home with many details. The team was always on time, and they were great problem solvers when things inevitably came up (we ran out of paint, for example). I was also impressed that they painted all the trim perfectly without painters tape :) Their work included doing some light spackling of wall cracks, and removal of shades before they started. Finally, they were super fast!"
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 Keane Painting
Keane Painting
5.0(
104
)

Serving Jamaica Plain, MA and surrounding areas

Approved

In business since 2001

Free estimates

Customers say: True professional

"Barry and Paul were wonderful! Not only did they give us the best price, but they picked up the exact paint we chose and that was included. Additionally, they were prompt, friendly, and did an impeccable job with painting the room - we will definitely be working with Keane Painting again and would HIGHLY recommend!!"
2 neighbors recently requested a quote
Recommended by100%of homeowners
Kennedy Painting
5.0(
108
)

Serving Jamaica Plain, 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 Jamaica Plain, MA and surrounding areas

Approved

In business since 1992

Free estimates

Warranties offered

"Olde England Painting is amazing! They were what every home owner dreams of for repairs. I hired them for painting my house (2 story dutch colonial) which sorely needed a lot of work with peeling paint and rotted wood in several places. Their quote was a bit lower than the highest I had but Paul Adkins was so very professional and explained every step and the materials he would use so well that I was convinced he would be a good choice - and he absolutely was. Paul and his crew exceeded my expectations. The job took 7 days and each day they cleaned up in the evening and set up promptly the next morning. The cleaning, priming, wood repairs, painting, trim were all done perfectly. They even found when replacing a board on the porch that behind it was a wooden medallion that had been hidden for decades. After showing me they renovated the whole thing and painted it to look like beautiful brass at no additional charge. Further, after seeing the great job they did on cleaning the house cedar shingles, I asked them to do my wood deck which they did beautifully. Paul suggested a sealant that has made the deck look completely new. In hind sight the cost was the best money I have spent in many years and unquestionably the best work I have ever had done. No delays, exceptionally skillful, and truly professional."
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+4

1 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Boston Painting Services Inc.
Boston Painting Services Inc.
4.9(
110
)

Serving Jamaica Plain, 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
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+79

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

Serving Jamaica Plain, 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 Supreme Painters Inc
Supreme Painters Inc
4.9(
116
)

Serving Jamaica Plain, MA and surrounding areas

Approved

In business since 2007

Free estimates

Emergency services offered

"Lindo responded to my request for a quotation more promptly than two other painting companies. Most of the painting in my house will be interior, but the exterior doors were painted on Monday before the weather gets too cold. Omar did an excellent job: he cleaned up, was polite, put everything back the way it was, and the quality of the painting makes our doors look like new, including the two front "double" doors and a side door. During the job, whenever there was a question, Omar always did the higher quality approach, even if it took a little longer: he removed all the small window shades that were on the door and their hardware (and put it back), he patched a couple of holes in the doors, he prepared the surfaces including sanding existing paint, he painted all nearby wood, including the door frames, using exterior green or exterior white, and then used interior white on the insides of the doors. Painting of all the remaining interior work will be this winter; if that's done as well as Omar did on the doors on Monday, then my wife and I will be very happy."
Additional Photos
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+52

Recommended by97%of homeowners
Avatar for North Shore Painting
North Shore Painting
4.8(
59
)

Serving Jamaica Plain, MA and surrounding areas

Approved

In business since 1990

Free estimates

Warranties offered

"EXCELLENT!! I could not be more pleased. Peter and his staff were wonderful to work with. From my first inquiry to get an estimate, to the final payment, they were punctual, professional, friendly, and most importantly, the work done was of high quality. Peter himself is a a very easy to work with he made the entire house painting experience super easy. He kept me fully informed along the way, and he and his crew were timely both with the initial estimating process and with the entire job. They even helped with color selection for my house, and I am beyond thrilled with the final results. They did a good amount of carpentry work (fixing rotted trim, repairing clapboards, etc) and everything looks great. There was absolutely no mess at all along the way. I have already asked Peter for a quote for some interior painting. I highly recommend them based on my experience."
Before
After
Exterior
Stairs
Dining Room

+5

2 neighbors recently requested a quote
Recommended by96%of homeowners
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Showing 1-10 of 1945

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

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