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Find Painters in Southold

Avatar for MEGA PAINTING & DECORATING INC
MEGA PAINTING & DECORATING INC
4.9(
22
)

Serving Southold, NY and surrounding areas

Approved

Super Service Award Winner

In business since 1992

Free estimates

Warranties offered

"Mega painting did an amazing job on my garage and railing. I would highly recommend him to anyone. I will request expertise in painting if needed in the future, for sure!"
Heatherwood Luxury Apartments
Heatherwood Luxury Apartments
Heatherwood Luxury Apartments
Heatherwood Luxury Apartments
Heatherwood Luxury Apartments

+18

2 neighbors recently requested a quote
Recommended by68%of homeowners
Avatar for B&B painting by the pros
B&B painting by the pros
4.2(
223
)

Serving Southold, NY and surrounding areas

Approved

In business since 1982

Free estimates

Warranties offered

"They painted everything the same color. They painted the molding, doors, fixed some rot under the window, and painted the closets. They did a very nice job and I am very happy. The owner is a pleasure. The crew was very nice. They were prompt and did what they said they were going to do. They were able to finish the job within three days. I am very happy."
Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+60

Response time11 hrs
1 neighbors recently requested a quote
Recommended by81%of homeowners
Avatar for Precision Painting Plus of Long Island
Precision Painting Plus of Long Island
4.5(
773
)

Serving Southold, NY and surrounding areas

Approved (Corporate)

Super Service Award Winner

In business since 2007

Free estimates

Warranties offered

"Everyone and everything from start to finish was perfect. It was a pleasure to work with Matt, the project manager. He is very attentive and accommodating. The painters that came to my home were prompt, and courteous. And would not leave the job until we were satisfied. I would never use anyone else for any painting needs. Thank you Precision Painting Plus!"
Living room painting
Living room painting
Dining room painting
Kitchen painting
Kitchen painting

+57

Response time2 days
Response rate100%
4 neighbors recently requested a quote
Avatar for UNIVERSE PAINTING LLC
UNIVERSE PAINTING LLC
5.0(
13
)

Serving Southold, NY and surrounding areas

Approved

Super Service Award Winner

In business since 2015

Free estimates

Emergency services offered

"Juan and his team do impeccable work. I never thought I would be able to strip and repaint my original 1940’s kitchen cabinets ….they had about 10 layers of paint to be removed. Juan not only got it done but my cabinets are now smooth and look brand new. He is a miracle worker! Always polite and accommodating, he worked around our work schedules and was always on time. I would not hesitate to hire him again. Juan and universe painting are the absolute best! Thank you."
Painting - Interior Project
Interior Painting Project
Painting - Exterior Project
Interior Painting Project
Painting - Interior Project

+111

1 neighbors recently requested a quote
Recommended by84%of homeowners
Avatar for JT blest painting
JT blest painting
5.0(
8
)

Serving Southold, NY and surrounding areas

Approved

In business since 2016

Free estimates

Customers say: Quick response

"Completely painted my entire house was the best decision my wife and I made Transformed every room to amazing results Please take my advise you will love his work"
Response time1 day
8 neighbors recently requested a quote
Recommended by83%of homeowners
Avatar for Dwayne Painting Services
Dwayne Painting Services
5.0(
11
)

Serving Southold, NY and surrounding areas

Approved

In business since 2020

Free estimates

Emergency services offered

"I recently had the interior of my home painted, including 5 rooms, and I couldn’t be happier with the results. Dwayne was professional, punctual, and paid close attention to detail from start to finish. The walls look smooth, clean, and perfectly finished, and the lines around the trim and ceilings were sharp and neat. He took his time to properly prep the rooms, kept everything clean throughout the process, and completed the job in a timely manner. The color came out beautiful, and the entire space feels fresh and transformed. I highly recommend his services to anyone looking for quality interior painting. Excellent work, great communication, and very reliable!"
interior painting
before
interior painting
interior painting
interior painting

+32

Avatar for Precision Painting Plus of Suffolk County
Precision Painting Plus of Suffolk County
4.0(
1,066
)

Serving Southold, NY and surrounding areas

Approved

In business since 2007

Free estimates

Warranties offered

"True professionals in every step of the project from the initial detailed assessment to the online paint choices to the final storage of the leftover paint in our garage. You won’t find a better team!"
Residential Exterior
Living Room Interior
Staircase Interior
Residential Exterior
Kitchen Interior

+15

Recommended by88%of homeowners
Avatar for Precision Painting Plus
Precision Painting Plus
4.0(
1,062
)

Serving Southold, NY and surrounding areas

Approved

In business since 2007

Free estimates

Warranties offered

"Precision painting came to my house with a team of 3 painters. We had 5 rooms to paint 4 with new colors one raw sheet rock. They painted all the rooms in 3 days moved the furniture vacuum and put back the furniture when finished. phenomenal job !!!!!!"
Commercial Projects
Commercial Projects
Commercial Projects
Commercial Projects
Commercial Projects

+38

Recommended by88%of homeowners
Avatar for Bunny Contracting, LLC
Bunny Contracting, LLC
4.6(
60
)

Serving Southold, NY and surrounding areas

Approved

In business since 2006

Free estimates

Warranties offered

"Bunny Painting did an excellent job in all aspects, at a reasonable price, and so I would highly recommend them to others."
Door entrance
Sending
Ready sending
Sending
Aply

+48

Response time12 hrs
16 neighbors recently requested a quote
Recommended by96%of homeowners
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Showing 1-10 of 605

FAQs for painting projects in Southold, NY

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 Southold, NY homeowners’ guide to painting services

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