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Avatar for Double Diamond Painting, LLC
Double Diamond Painting, LLC
5.0(
14
)
Exterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: MediumExterior Home or Structure - Paint or Stain: Small+3 more

Serving Madison, CT and surrounding areas

Approved

In business since 2013

Free estimates

Small jobs welcome

"Double Diamond Painting We canâ t say enough good things about Double Diamond Painting and its owner Brian Schaller. Heâ s been in the painting business for many years training many crews. He now has a truly professional handpicked crew that donâ t have to be told what to do. Iâ m a perfectionist and have always done things myself but at 70 Iâ m no longer able to climb ladders. I interviewed several painting companies. I could tell that Brian would be best for the job of painting the exterior of our home. Itâ s so rare to find people that care about their job and take pride in their work. The whole crew went beyond the call. I watched a neighbor get ripped off as a power washing company did the whole two story house from the ground. Double Diamond did it the right way by power-washing from a ladder so they were not shooting under the clapboards and not doing an inferior job. Preparation is the most important part of a good job. They scraped, sanded, and primed everything that needed special care. In the end it looks like a new home even though weâ ve been here for 40 years. Our heartfelt thanks to Brian and his professional crew. Did I mention Double Diamond was the lowest price of all I interviewed? We would highly recommend them for all your painting needs."
Response time2 days
Response rate94%
3 neighbors recently requested a quote
Avatar for Danilo Painting
Danilo Painting
4.7(
155
)
Painting or Staining - Small Projects - For Business

Serving Madison, CT and surrounding areas

Approved

In business since 2015

Free estimates

Customers say: Terrific value

"Danilo Painting called within a minute of my request at HomeAdvisor. We texted about the job and he replied promptly and set up an appointment for the next day. They arrived on time, did an amazing job, far exceeding our expectations! Fabulous job!!! Will be happy to use them again! Great work!"
2018
2018
2018
2018
2018

+37

Response time8 hrs
3 neighbors recently requested a quote
Recommended by98%of homeowners
Avatar for Unique's Painting
Unique's Painting
4.8(
9
)
Exterior Building - Paint or Stain - For BusinessInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms

Serving Madison, CT and surrounding areas

Approved

In business since 2001

Free estimates

Customers say: Quick response

"If you're looking for a company to do a quality professional paint job at an affordable rate I highly recommend Jonathan at Unique's Painting! I submitted a request for an interior paint project on the Angi app. Jonathan not only contacted me immediately, he also came to my house that same day to give me a quote. I hired him to paint 3 rooms in my new home. The existing paint job was horribly done and almost every wall was left with small holes and lumpy bumpy surfaces. Jonathan and his team did an amazing job at filling, sanding, & prepping the walls and trim prior to painting and as a result the final paint job in all 3 rooms turned out fantastic!! During the process Jonathan even repaired several damaged areas on the tin ceiling before painting it and sent me video updates since I wasn't there. I will definitely be calling Unique's Painting for all my future paint projects and you should too!!"
Before and After
Before and After
Before and After
Before and After
Response time50 mins
Response rate96%
Recommended by66%of homeowners
Avatar for KBG Construction LLC.
KBG Construction LLC.
5.0(
13
)
Exterior Home or Structure - Paint or Stain: MediumExterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or Stain+18 more

Serving Madison, CT and surrounding areas

Approved

In business since 2015

Free estimates

Emergency services offered

"Bart gave us a very reasonable quote, came on time everyday and finished in a timely manner. He was very helpful in choosing paint color and wood and satin for wainscoting (which needed to be built and came out beautifully) the paint and the floors look great and we would recommend him and hope to have him back for future projects."
Painting - Interior Project
Painting - Interior Project
Additional Photos
Additional Photos
Additional Photos

+12

Response time2 days
Response rate100%
1 neighbors recently requested a quote
Avatar for Scripps Painting Company LLC
Scripps Painting Company LLC
5.0(
7
)
Interior Painting or Staining: 1 - 2 RoomsPainting or Staining - Small ProjectsPainting or Staining - Small Projects - For Business

Serving Madison, CT and surrounding areas

Approved

In business since 2016

Free estimates

Warranties offered

"Very professional and personable group of expert painters. Gave us prices for multiple rooms and provide a great service and product without nickel and dining on problems found and solved in each room. Very pleasurable experience. Highly recommend them"
Family Room
Family Room
Family Room
Dining Room
Dining Room

+2

Response time1 day
Response rate98%
Recommended by66%of homeowners
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Showing 1-10 of 580

FAQs for painting projects in Madison, 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 Madison, CT homeowners’ guide to painting services

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