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Find Painters in Portland

Avatar for Supreme Painting and Maintenance
Supreme Painting and Maintenance
4.8(
53
)
Exterior Home or Structure - Paint or Stain: SmallExterior Home or Structure - Paint or Stain: Medium

Serving Portland, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2009

Free estimates

Warranties offered

"Lloyd and his workers were very polite and courteous. He was the first to contact, and also gave the best price. The painting on the house came out great, also used premium paint. The most important part is my mother is very happy with the new paint color. (We went darker and brighter, we both decided on the color.) The job was done on her house."
Response time6 hrs
Response rate99%
52 neighbors recently requested a quote
Avatar for Challenger Construction, LLC
Challenger Construction, LLC
4.8(
100
)
Exterior Home or Structure - Paint or Stain: Large

Serving Portland, CT and surrounding areas

Approved

In business since 2002

Free estimates

Emergency services offered

"Leandro and his crew did a great job staining my house and painting the trim. The crew showed up when they said they would and came everyday (weather permitting) until the job was finished. His price was very fair for the work performed. Most importantly, Leandro returned all my emails within minutes. Highly recommend.."
1
1
1
1
Trumbull  job

+101

Response time11 hrs
12 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for Fresh Coat of Hartford County
Fresh Coat of Hartford County
4.3(
46
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+18 more

Serving Portland, CT and surrounding areas

Approved

In business since 2006

Free estimates

Warranties offered

"Eric was a pleasure to deal with. Whether it is returning a phone call, replying to an email or a scheduled appointment his punctuality is spot on. He is also a very personable and nice guy. The overall quality of staining our deck was excellent. I have no hesitations about hiring Eric and crew again for future projects."
Ceiling
Kitchen
Mural
Siding
Deck

+18

Recommended by86%of homeowners
Avatar for LTD PAINTING
LTD PAINTING
5.0(
8
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms+1 more

Serving Portland, CT and surrounding areas

Approved

In business since 2002

Free estimates

Credit card accepted

"Dan and Anthony were absolutely wonderful and accommodating to my painting needs and even gave me realistic tips on quick fixes that made a world of a difference. I’ve hired them twice now and am incredibly grateful to have them as a professional paint squad."
Before photo
Before
Painting - Exterior Project
Painting - Interior Project
After photo

+27

4 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for Specsurf Painting, LLC
Specsurf Painting, LLC
4.7(
39
)
Interior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms

Serving Portland, CT and surrounding areas

Approved

In business since 2010

Free estimates

Credit card accepted

"We are so grateful to have Mike and his crew back for the second summer in a row for our home improvement needs. Their high quality service and performance are exceptional, as well as their work ethic. They are highly reliable in completing work on time and flexible with adding additional projects. We highly recommend Specsurf Painting and look forward to using their services in the future. Thanks to Mike and his team for an outstanding job staining our house!"
Painting
Recommended by67%of homeowners
Avatar for Paintstar, LLC
Paintstar, LLC
4.4(
25
)
Specialty Painting - Mural or Trompe Loeil - For BusinessSpecialty Painting - Faux Finishes - For Business

Serving Portland, CT and surrounding areas

Approved

In business since 2001

Free estimates

Credit card accepted

"Jonathan and his painting crew were professional, courteous, neat, hard workers and very efficient. They cleaned up each day and left everything neat and covered. They were well organized and helpful. I highly recommend them."
Room with a View.
Adirondack Lake House.
Entry way
Fenwick
Entry Way

+29

Response time2 days
1 neighbors recently requested a quote
Recommended by91%of homeowners
Avatar for CertaPro Painters
CertaPro Painters
4.2(
88
)
Interior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + RoomsExterior Building - Paint or Stain - For Business+3 more

Serving Portland, CT and surrounding areas

Approved

In business since 1993

Free estimates

Small jobs welcome

"CertaPro Painters of Mystic - Glastonbury did an excellent job of painting the exterior of our house. They were very easy to work with and were careful not to damage any of the roses and other bushes around the house. They completed the job quickly and efficiently and now our house looks wonderful with its new coat of paint!"
 Mystic Historical Job
 Old Saybrook Stain Job
 Mystic Paint Job
 Pawcatuck Business
 Mystic Residential

+8

6 neighbors recently requested a quote
Recommended by88%of homeowners
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Showing 1-10 of 604

FAQs for painting projects in Portland, CT

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 Portland, CT homeowners’ guide to painting services

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