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Find Painters in Chilmark

Avatar for Starbuck Construction Services, Inc.
Starbuck Construction Services, Inc.
5.0(
22
)

Serving Chilmark, MA and surrounding areas

Approved

In business since 1980

Free estimates

Warranties offered

"I was quite fortunate to find Starbuck Painting Services on Angie’s List. From their prompt estimate, contract delivery, value pricing, and start of work date, they exceeded all expectations. Their staff is professional, courteous, and will go “the extra mile” to deliver exceptional quality in their work. I highly recommend this company for house painting based upon the quality and value of their work."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+13

Response time1 day
Recommended by100%of homeowners
TC Painting
5.0(
3
)

Serving Chilmark, MA and surrounding areas

Approved

In business since 2023

Free estimates

Small jobs welcome

"After paying 3 different contractors to repair a crack between the ceiling and wall created by my house settling it was worse. I contacted Tucker, he came to my house to evaluate the issue and said he could fix it, provided a quote. It was less than the other contractors so I agreed. He came, was professional, set up to contain the dust, and fixed it Itâ s been 3 years and it still looks like new. He suggested the paint and color and I am still I impressed by the work. You will not be disappointed if you hire TC Painting"
Recommended by100%of homeowners
Avatar for Fonesi Construction Inc
Fonesi Construction Inc
5.0(
13
)

Serving Chilmark, MA and surrounding areas

Approved

In business since 2018

Free estimates

Emergency services offered

"I hired Leo for a bathroom renovation project. From the demo to tiling to hanging the last towel hook he was excellent! Quality of work and attention to detail was great. He took time and did the tiling perfectly. Very happy with the end result. He also completed the project on time as he said he would. You won't be disappointed if you hire Leo and his team. I highly recommend them."
Shower
Shower
Shower
Shower
Shower

+164

Response time1 day
Response rate88%
7 neighbors recently requested a quote
Avatar for Peart Professional Services, Inc.
Peart Professional Services, Inc.
4.6(
46
)

Serving Chilmark, MA and surrounding areas

Approved

In business since 2014

Free estimates

Emergency services offered

"Fence looks great. Andrew was always pleasant and apologetic when materials didn't arrive when expected. Workers were efficient and cleaned up as needed. We will hire them again when we need something done."
Sodding
Landscape
Walk way
Patio
Patio

+4

Response time5 hrs
Response rate91%
33 neighbors recently requested a quote
Avatar for David O'Gara
David O'Gara
5.0(
2
)

Serving Chilmark, MA and surrounding areas

Approved

In business since 2018

Free estimates

Offers commercial services

"David, did a wonderful job on my magnolia tree mural above my fireplace. He was very professional. He made sure the area where he worked was clean. David does amazing work. I highly recommend him if you are looking for a murlist. Charlene M"
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 B and B Home Improvements, Inc.
B and B Home Improvements, Inc.
5.0(
2
)

Serving Chilmark, MA and surrounding areas

Approved

In business since 2009

Customers say: Quick response

"I was extremely pleased with B and B Home Improvements, Inc. They did an excellent job and were extremely professional, communicative and friendly throughout the whole process of replacing the shingles on my roof."
Propane Enclosure Tank
Western Red Cedar
Western Red Cedar fence / White picket fence
Exterior Paint
Full Exterior Remodeling

+93

Response time3 days
Recommended by100%of homeowners
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FAQs for painting projects in Chilmark, 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 Chilmark, MA homeowners’ guide to painting services

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