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Find Painters in Winter Haven

Avatar for RePaint Pro
RePaint Pro
5.0(
13
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms

Serving Winter Haven, FL and surrounding areas

Approved

In business since 2019

Free estimates

Emergency services offered

We are excited to share that we now offer fast and simple financing for purchases between $500 and $25,000. This lets you choose a payment plan that fits your budget, allowing for easy monthly installments.\n\nWe also offer discounts for seniors and veterans, as well as exterior home painting services for HOA communities. Our goal is to support the community by providing affordable rates and 6 mo.*\ninterest-free\n0%\nAPR\navailable\n\nYour business is important to us, and RepaintPro is dedicated to delivering high-quality service that reflects our “A+” rating with the Better Business Bureau. As your trusted partner in the painting industry, we strive for excellence on every project.\n

Soffit Detail
soffit and brick
upward angle.
upward perspective of a home brick facade and soffit.
Restoration: Brick Facade

+22

Response time2 hrs
Avatar for G & M GENERAL PAINTING INC
G & M GENERAL PAINTING INC
5.0(
25
)
Painting or Staining - Small ProjectsInterior Painting or Staining: 5 + RoomsExterior Home or Structure - Paint or Stain: Medium+9 more

Serving Winter Haven, FL and surrounding areas

Approved

In business since 2024

Free estimates

Credit card accepted

"I was very pleased with the job Brayan did, painting our hallway. Even though we had the whole inside of the house painted last year, the hallway looked terrible. It drove me crazy for almost a year. I wish I had called Brayan sooner. He said it needed repainted. He gave recommendations on the paint to use for the best results and even purchased the paint before coming to do the job. Brayan even painted an extra wall that I had not thought about, and didn't charge me anything more than the estimate he had given initially. Brayan was very nice and professional. I will definitely use him for all my painting needs in the future."
Kitchen Cabinets Painting
Kitchen Cabinets Painting
Kitchen Cabinets Painting
Kitchen Cabinets Painting
Kitchen Cabinets Painting

+26

Response time4 hrs
Response rate100%
8 neighbors recently requested a quote
D&S Painting & Power Washing
4.8(
54
)
Metal Roofing - Paint

Serving Winter Haven, FL and surrounding areas

Approved

In business since 2015

Free estimates

Customers say: Quick response

"Sam did a fantastic job cleaning and staining our deck. He kept us updated about what he was doing throughout the job, and didn't do anything prior to getting our input. We are completely satisfied with the results, and highly recommend Daugherty Painting and Power Washing."
blum project
blum project
blum project
blum project
blum deck

+39

Response time2 hrs
Response rate89%
Recommended by97%of homeowners
Avatar for Mario's & Yadiel Painting
Mario's & Yadiel Painting
5.0(
9
)
Exterior Home or Structure - Paint or Stain: MediumExterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 3 - 4 Rooms+1 more

Serving Winter Haven, FL and surrounding areas

Approved

In business since 2020

Free estimates

Credit card accepted

"The work and service provided was exceptional! The paint turned into a construction as the painters found multiple rotten wood planks and immediately brought this to our attention. Most painters would have just painted over them! Then they offered to do the replacement work…..saving us money and time! And we had some issues with the color of the paint not looking like the sample once applied. They made multiple trips to 2 different store locations to get it right and helped me decide which color was best! These guys have integrity and work ethic we just don’t get to experience in the business these days…..but we should! And they deliver! I absolutely love looking at my home…..they brought back the rustic look it was missing! I will use them for future projects and send new potential customers their way!"
Bathroom painting
Bathroom painting
Bathroom painting
Bathroom painting
Bathroom painting

+19

1 neighbors recently requested a quote
Recommended by37%of homeowners
Avatar for A&M Handyman Services
A&M Handyman Services
5.0(
21
)
Interior Painting or Staining: 5 + RoomsInterior Painting or Staining: 3 - 4 Rooms

Serving Winter Haven, FL and surrounding areas

Approved

In business since 2007

Free estimates

Emergency services offered

"I hired A&M Handyman services to paint the interior of my home and to change out some plumbing valves. They were reasonably priced and very professional. They were always on time and the work was completed on time."
Painting
Painting
Painting
Painting
Painting

+9

17 neighbors recently requested a quote
Recommended by5%of homeowners
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Showing 1-10 of 1291

FAQs for painting projects in Winter Haven, FL

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 Winter Haven, FL homeowners’ guide to painting services

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