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Find Painters in Pittsfield

Avatar for Melvin Power Wash
Melvin Power Wash
4.3(
748
)

Serving Pittsfield, MA and surrounding areas

Approved

In business since 2011

Free estimates

Warranties offered

"Great work power washing, staining, and leveling our large deck. Melvin came out to give us a decent estimate. Workers worked for 2 days straight on the project and were pleasant and professional. Customer service kept up to date on the project and was also very pleasant and professional. I now have a beautiful deck. Would hire again without a doubt!"
Deck Maintenance Project
Deck Maintenance Project
Remodeling - General Project
Deck Maintenance Project
Remodeling - General Project

+76

Response time1 day
Response rate90%
1 neighbors recently requested a quote
Avatar for S&P Paint and Property Maintenance
S&P Paint and Property Maintenance
4.2(
5
)

Serving Pittsfield, MA and surrounding areas

Approved

In business since 2016

Free estimates

Emergency services offered

"I hired Seth to do some interior paint work and could not be happier with the results! He took the time to make sure everything was perfect and was always willing to go above and beyond answering all my paint questions. I will be hiring Seth in the future and highly recommend his services to everyone!"
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+38

Recommended by80%of homeowners
Avatar for Palacios  Home Improvements
Palacios Home Improvements
4.9(
14
)

Serving Pittsfield, MA and surrounding areas

Approved

In business since 2020

Free estimates

Emergency services offered

"Santos did a great job with painting our whole house before we moved in. He started work when he said he will and finished right on time. Very happy with his services. Would totally recommend!"
My Work
Painting
Painting
Painting
Painting

+42

Response time5 hrs
Recommended by91%of homeowners
Michael Vidoli Contractor
5.0(
2
)

Serving Pittsfield, MA and surrounding areas

Approved

In business since 1983

Free estimates

Customers say: Quick response

We are a locally owned and operated company with 30+ years of industry experience. We value honesty and integrity, and stand behind our work. We specialize in both interior and exterior residential and commercial painting projects. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building long-term relationships with our clients and guarantee your satisfaction!

Response time1 day
9 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for David O'Gara
David O'Gara
5.0(
2
)

Serving Pittsfield, MA and surrounding areas

Approved

In business since 2018

Free estimates

Offers commercial services

David O'Gara is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business.\n

Scenery for local theater
Scenery for local theater
Beach shower wall
Juice bar / restaurant
Juice bar mural detail 2

+16

Response time7 hrs
8 neighbors recently requested a quote
Recommended by50%of homeowners
Avatar for Northman Construction, LLC
Northman Construction, LLC
4.5(
8
)

Serving Pittsfield, MA and surrounding areas

Approved

In business since 2023

Free estimates

Warranties offered

With 15 years of experience serving the area, we are your solution for all your needs. We take great pride in our extreme professionalism, timeliness and superior customer service on every job. We make sure to develop a lasting relationship so that the next time service is needed there will be no question on who to call. Call us today so we can discuss your needs and make a plan that fits your budget. Satisfaction guaranteed!

Niziankowicz Out Kitchen
custom moving wall
lexan covered pergola
decor pergola 1
photo 2

+10

Response time3 days
Recommended by100%of homeowners
Avatar for JAF Contracting
JAF Contracting
5.0(
6
)

Serving Pittsfield, MA and surrounding areas

Approved

In business since 2010

Free estimates

Emergency services offered

At JAF Contracting, we take pride in providing dependable roofing and home improvement services to Pittsfield and all of Berkshire County. Built on a foundation of craftsmanship, honesty, and reliability, we’re committed to helping homeowners protect and enhance their properties with quality work that lasts.\nWhether we’re installing a new roof, repairing storm damage, or tackling a full renovation, we treat every project with the same attention to detail and respect we’d expect for our own homes. Our team brings years of experience and a strong local reputation to every job, delivering results you can count on — on time and on budget.\n\nWhen you work with JAF Contracting, you're choosing a crew that values integrity, stands behind its work, and cares about the community we serve.

Logo
Work Photos
Work Photos
Work Photos
Work Photos

+5

13 neighbors recently requested a quote
D’s Luxury Painting
New to Angi

Serving Pittsfield, MA and surrounding areas

Approved

Welcome to D’s Luxury Painting! \n\nI’m a professional painter specializing in interior and exterior house painting-services. With 20+ years of experience, I pride myself on delivering top-notch results with a focus on attention to detail and exceptional customer service.\n\nServices include: \n\nInterior walls, trim, cabinets, exterior siding, decks, and fences.\n\nhigh-quality materials and ensure a clean, professional finish on every project.\n\nReady for a change? Call 508-963-0232 to schedule your Free Quote Today!

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

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