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Find Painters in Winthrop

Avatar for High Definition Painting Inc
High Definition Painting Inc
4.9(
87
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+18 more

Serving Winthrop, MA and surrounding areas

Approved

Super Service Award Winner

In business since 2010

Free estimates

Credit card accepted

"High Definition Painted the entire interior of my home 12 plus rooms. My Wife and I are extremely happy with the results. We also had High Definition paint the exterior of my home several years ago and were very happy with the results. Would highly recommend this Company and will call them for future painting jobs."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+32

Response time8 hrs
Response rate100%
Recommended by97%of homeowners
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 Winthrop, MA and surrounding areas

Approved

Super Service Award Winner

In business since 1997

Free estimates

Warranties offered

"Erivan has done a lot of painting over the years for our triple decker - exterior and interior. This summer he painted our rental unit and as usual did a wonderful job - he shows up on time, is very neat, and does a very professional job. He also just power washed and stained our first floor porch, painted some new window trims that we'd just had replaced, and also repainted some of the trim around the porch even though we hadn't asked him to do so. It looks great! Erivan takes great pride in his work and we always feel like he's taking care of our home as if it is his own. He is also a very warm and friendly person."
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 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 Winthrop, 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 Winthrop, MA and surrounding areas

Approved

In business since 1990

Free estimates

Warranties offered

"Our three-story Victorian needed exterior painting and repair work (siding, trim, porch), and as with many Victorians, had a lot of detail work. The team from North Shore did a fantastic job - they were thorough, fast for such a large project, and respectful of our property. The team's attention to detail was extraordinary - before the last day of work, we did a walk around to make note of the handful of items that we saw that we wanted to make sure got done. Without us even needing to mention those to the team, they addressed every single one as part of their final touch up process. This level of attention to detail is not something we have had from all contractors we have worked with. We would absolutely use North Shore again for future projects. Pricing was fair, but not cheap - that said, you get what you pay for and the quality speaks for itself."
Before
After
Exterior
Stairs
Dining Room

+5

Response time2 days
Recommended by96%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 Winthrop, 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
Avatar for R & N Painting
R & N Painting
5.0(
25
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms

Serving Winthrop, MA and surrounding areas

Approved

In business since 2016

Free estimates

Customers say: True professional

"Ryan did an excellent job painting my bedroom and den. He was easy to work with and was prompt each day to work. He did exactly what I wanted and more including some carpentry. He did an excellent cleanup each day and worked until each day was complete. I would recommend Ryan to anyone who needs painting. A good guy an an excellent painter. I would hire him again in an instant."
Woburn finished
Woburn
Woburn 1
Woburn 2
Jamaica Plain porch remod

+23

Response time4 hrs
Response rate98%
3 neighbors recently requested a quote
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 Winthrop, MA and surrounding areas

Approved

In business since 2000

Customers say: Quick response

"Donald listened to my concerns and answered all questions before I hired him. He phoned as needed to confirm all appointments & schedule changes. He worked carefully & meticulously on my fussy window trim project. I would recommend his skills on other household projects without any hesitation at this house and my rental property."
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
Avatar for Urbano Painting, Inc.
Urbano Painting, Inc.
4.9(
24
)
Interior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + RoomsInterior Surfaces - Paint or Stain- For Business

Serving Winthrop, MA and surrounding areas

Approved

In business since 1990

Free estimates

Warranties offered

"I highly recommend Urbano Painting. They applied solid stain to the cedar siding and trim of our two-story colonial and performed some repair and replacement carpentry - at a price that was lower than all but one of the quotes I received. All of their work was impeccable. Jocimar and his whole team are a pleasure to deal with and went the extra mile to ensure our complete satisfaction. Everything was done with a high degree of professionalism, from prep work to staining to daily cleanup. The whole experience exceeded my expectations, and I hope to hire them again for interior painting."
painting
painting
painting
painting
painting

+24

Response time4 hrs
Response rate89%
5 neighbors recently requested a quote
Avatar for G&M Painting and Cleaning, Inc.
G&M Painting and Cleaning, Inc.
4.7(
14
)
Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: MediumInterior Painting or Staining: 5 + Rooms

Serving Winthrop, MA and surrounding areas

Approved

In business since 2008

Free estimates

Warranties offered

"G&M did a wonderful job on my kitchen cabinets. They supplied the paint, while I supplied the handles and hinges I liked. The job was quoted and completed in a timely manner by this father and son company. There was a bit of overspray, however I saw how well that they had taped off the areas and knew that it was not by an oversight. When the hinges I selected did not align perfectly, they spent the extra time to make sure that they would still look great. I am very happy with out the kitchen came out. I would definitely recommend G&M for painting jobs."
stained Cabinets
Repainted Cabinets
Repainted Cabinets
Repainted Cabinets
Repainted Cabinets

+5

Response time8 hrs
2 neighbors recently requested a quote
Recommended by90%of homeowners
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Showing 1-10 of 1421

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

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