Top-rated painters.

Get matched with top painters in Highland City, FL

Enter your zip and get matched with up to 3 pros

Matching on HomeAdvisor

Share some details icon
Share some details about your home project.
Match with local pros icon
Within moments, match with highly-rated local pros.
Compare quotes icon
Compare quotes and choose the best pro for the job.

Top-Rated Painters in Highland City - Updated Nov 2026

Avatar for Armored Up Painting, LLC
Armored Up Painting, LLC
5.0(
28
)
Exterior Building - Paint or Stain - For BusinessExterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large+5 more

Serving Highland City, FL and surrounding areas

Approved

In business since 2022

Free estimates

Credit card accepted

"This was the best paint job weâ  ve ever had on our house, we also decided to have them paint the entire inside of the house.We will continue to use the company and suggest all we know to use them. Everyone working for the company were very honest and trustworthy."
Before
Before
After
After
Before

+27

Response time1 day
Recommended by80%of homeowners
D&S Painting & Power Washing
4.8(
54
)
Metal Roofing - Paint

Serving Highland City, FL and surrounding areas

Approved

In business since 2015

Free estimates

Customers say: Quick response

"I had Sam paint two porches, one concrete front porch that needed significant prep work (power washing and etching) and the other a wooden side porch. Sam responded immediately to my job request and came out the same day to do the estimate. The price was very competitive, and Sam did a great job evaluating what we needed to do and explaining his recommendations and all the details of the process. He did the job over the weekend and it is exactly what we needed--fresh and clean and ready for the fall. I would definitely hire him again."
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 Highland City, FL and surrounding areas

Approved

In business since 2020

Credit card accepted

Offers commercial services

"I highly recommend Yadier and Mario Painting! They recently painted the exterior of my home, and the results came out absolutely amazing. From start to finish, they were professional, punctual, and paid attention to every detail. The quality of their work truly exceeded my expectations. The house looks brand new, and you can tell they take pride in what they do. They were clean, organized, and made sure everything was done perfectly. If you’re looking for reliable painters who deliver beautiful results, Yadier and Mario are the ones to call"
Bathroom painting
Bathroom painting
Bathroom painting
Bathroom painting
Bathroom painting

+19

1 neighbors recently requested a quote
Recommended by37%of homeowners
Rey Sandoval Painting & Rennovations
4.4(
71
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium+3 more

Serving Highland City, FL and surrounding areas

Approved

In business since 1991

Free estimates

Customers say: Quick response

"Mr. Sandoval repaired, then painted the interior walls. He did an exceptional job, was on time, worked all day with no breaks. His price was fair. Very nice man, exceptional work, would highly recommend."
Recommended by92%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 Highland City, 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

11 neighbors recently requested a quote
Recommended by5%of homeowners
Avatar for Allen Prince Painting
Allen Prince Painting
4.2(
19
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeExterior Home or Structure - Paint or Stain: Medium+5 more

Serving Highland City, FL and surrounding areas

Approved

In business since 2000

Free estimates

Credit card accepted

Allen Prince Painting 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. Please give us a call today!

Recommended by88%of homeowners
...
Showing 1-10 of 891

FAQs for painting projects in Highland City, 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 Highland City, FL homeowners’ guide to painting services

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