Top-rated painters.

Get matched with top painters in Charlestown, 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 Charlestown

Avatar for Erivan Da Silva Painting
Erivan Da Silva Painting
4.8(
70
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+16 more

Serving Charlestown, 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

Response time1 day
Recommended by93%of homeowners
Avatar for Olde England Painting
Olde England Painting
5.0(
56
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+5 more

Serving Charlestown, MA and surrounding areas

Approved

In business since 1992

Free estimates

Warranties offered

"Paul and his team were extremely professional, meticulous, easy to work with, and kind. They arrived early each day, put in long hours, and paid attention to details that even I had not noticed! They went above and beyond to make our house look like a brand new home— from carefully caulking cracks, painting window shutters and the garage and front door columns too. Paul checked in with questions along the way that showed how conscientious he is— from painting an exterior AC unit (an eyesore previously) to the exterior foundational wall color selection and even removing gunk around a basement window— he took his time and the work was thorough and beautiful. We requested that he strip paint from one of the columns holding up our deck to match the other columns and the result is amazing— looks exactly like the others. On top of all this, the team got the job done in great time! Not at all rushed but impressively efficient. I can't recommend Olde English Painting enough. All our neighbors keep saying our house looks so beautiful!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+4

Response time4 days
Response rate100%
Recommended by100%of homeowners
Avatar for ARCH PAINTING
ARCH PAINTING
4.4(
161
)
Interior Painting or Staining: 5 + RoomsInterior Painting or Staining: 3 - 4 RoomsExterior Building - Paint or Stain - For Business+14 more

Serving Charlestown, MA and surrounding areas

Approved

In business since 1997

Free estimates

Warranties offered

"Fantastic! From our first meeting with Brian Timmons to our last, we were extremely impressed. The quality of work and the employees’ professionalism was very impressive. We will be recommending Arch Painting to our family and friends!"
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
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+18 more

Serving Charlestown, MA and surrounding areas

Approved

In business since 1990

Free estimates

Warranties offered

"My crew from NSP was amazing. Professional, courteous, kind and on point to get the task done. Large 2 story colonial with addition and ovs garage. I believe it took total of 5 days because of early weather in October 22. No paint chips on ground, very conscious of my shrubs and gardens, you would not even know they were painting. I HIGHLY RECOMMEND this outstanding company and would not hesitate to have them paint my home again. The price was very fair, the warranty good but most of all they always stayed in touch to let me know what was going to happen etc. My team, Frank, Benjamin and Valerio were amazing. Peter the owner and coordinator did a great job. Thank you again. My neighbors stopped to tell me how great my home looks and asked for the name of the painters for them in springtime. Thats says much about Northshore Painting. Great job, great professionalism, great job. VCM Billerica Ma"
Before
After
Exterior
Stairs
Dining Room

+5

Response time2 days
Recommended by96%of homeowners
Quality Preferred Painting
4.7(
90
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium+6 more

Serving Charlestown, MA and surrounding areas

Approved

In business since 1987

Free estimates

Credit card accepted

"We had all the interior of our home painted and some carpentry work done as well. In addition, we had our kitchen cabinets painted white to modernize the appearance. We had a railing placed in our home. The Quality of the Painting was Exceptional. The painters did an outstanding job. Their work was of high quality and detailed oriented. They were always on time and extremely neat. It was a pleasure to have the painters in our home. Our home looks refreshed and beautiful. We would hire Quality Preferred Painting again. If you want exceptional painting and carpentry work done in your home or business with a highly professional team, call Steve Austin."
Exterior Before and After
Exterior Before and After
Exterior Before and After
Sanctuary
Stripping wallpaer

+1

Response time2 days
Recommended by98%of homeowners
Avatar for VanGuard Pro Painters
VanGuard Pro Painters
5.0(
96
)
Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: MediumExterior Building - Paint or Stain - For Business+1 more

Serving Charlestown, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2017

Free estimates

Emergency services offered

"This company repainted two warehouse units I own and did a great job. I have done some internal house painting myself so I can appreciate the fine job- good straight lines between paint of different colors on wall and ceiling, even quality paint coverage, just generally first rate. Would recommend."
Carp & Painting Projects
Residential Exterior Painting
Residential Exterior Painting
Residential Exterior Painting
Front Porch

+83

Response time2 days
6 neighbors recently requested a quote
Recommended by60%of homeowners
Good To Go Painting
4.5(
42
)
Exterior or Interior Surfaces - Paint RemovalInterior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 Rooms+1 more

Serving Charlestown, MA and surrounding areas

Approved

In business since 2000

Customers say: Quick response

"Donald took care of painting our condo in Brookline. He did a wonderful job! He was very professional, meticulous and took his time to ensure that everything was done properly and up to high standards. He was also very communicative and always on time! Highly recommended!"
Replace wood fence and paint
Replace wood fence and paint
Replace wood fence and paint
Build new deck
Built new deck

+15

Response time2 days
Recommended by100%of homeowners
...
Showing 1-10 of 1737

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

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