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Find Painters in Jamaica Plain

Avatar for Erivan Da Silva Painting
Erivan Da Silva Painting
4.8(
69
)

Serving Jamaica Plain, 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

Response time1 day
Recommended by95%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!!"
Response time1 day
Response rate100%
2 neighbors recently requested a quote
Avatar for High Definition Painting Inc
High Definition Painting Inc
4.9(
87
)

Serving Jamaica Plain, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2010

Free estimates

Credit card accepted

"I would high recommend high definition painting services. Excellent and professional painting and customer service. Clean and fast service while delivering high quality work."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+32

Response time8 hrs
Response rate100%
Recommended by97%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."
Response time1 day
Response rate100%
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."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+4

Response time4 days
Response rate100%
1 neighbors recently requested a quote
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

"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

Response time5 days
Response rate100%
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

Response time12 hrs
Response rate100%
3 neighbors recently requested a quote
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

Response time2 days
2 neighbors recently requested a quote
Recommended by96%of homeowners
Quality Preferred Painting
4.7(
90
)

Serving Jamaica Plain, MA and surrounding areas

Approved

In business since 1987

Free estimates

Credit card accepted

"Steve and his crew do exceptional work - professional, reliable, conscientious and top quality. It is obvious that they care about the quality of their work and they understand that the key to a good paint job is preparation and attention to detail. Steve's crew worked extremely hard to prepare my home to accept its latest coat of paint, and the results speak for themselves as they produced a nearly flawless job. I have had my house painted 3 or 4 times over the years and Steve's work was by far the best - not even close. You cannot go wrong with these guys."
Exterior Before and After
Exterior Before and After
Exterior Before and After
Sanctuary
Stripping wallpaer

+1

Response time2 days
Recommended by98%of homeowners
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Showing 1-10 of 1943

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.