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TRUSTED BY WINDERMERE, FL HOMEOWNERS

  • Average homeowner rating star icon4.8
    Average homeowner rating
  • Verified reviews icon1.2k+
    Verified painting services reviews

Top-Rated Painters in Windermere - Updated Nov 2026

Avatar for Kingdom Painting
Kingdom Painting
4.9(
279
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: Large

Serving Windermere, FL and surrounding areas

Approved

Super Service Award Winner

In business since 2005

Free estimates

Warranties offered

"My front door needed to be danded and stained. Kingdom Painting's Leandro did a wonderful job in two days. My door looks just how I wanted it to look. All the personnel at kingdom Painting were gracious and helpful. I am hiring them for more work. FBJ"
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+15

Response time9 hrs
Response rate100%
1 neighbors recently requested a quote
Avatar for Master Painter LLC
Master Painter LLC
5.0(
72
)
Interior Painting or Staining: 1 - 2 RoomsInterior Painting or Staining: 3 - 4 RoomsInterior Painting or Staining: 5 + Rooms

Serving Windermere, FL and surrounding areas

Approved

In business since 2013

Free estimates

Credit card accepted

WE WILL GUARANTEE YOU GREAT RESULTS \n \nWe are here to brighten your day! Making customers happy is what we do. Super Service Award winner! We will go above and beyond to guarantee our customers are happy and won't leave the job until it is done right! Master Painter, LLC, is locally owned and operated with 15 years of industry experience. We value honesty, integrity and stand behind our work. We specialize in both Interior and Exterior , and Cabinet Painting residential 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! BBB member since 2019, and we encourage you to follow us on Facebook & Instagram. \nCheck us on Google

6 neighbors recently requested a quote
Recommended by97%of homeowners
Avatar for Adam Painting Services LLC
Adam Painting Services LLC
5.0(
37
)
Exterior Home or Structure - Paint or StainExterior Home or Structure - Paint or Stain: LargeInterior Home or Surfaces - Paint or Stain+7 more

Serving Windermere, FL and surrounding areas

Approved

Super Service Award Winner

In business since 2022

Free estimates

Emergency services offered

"I must say that I was very impressed with their communication, promptness and attention to detail. They did a wonderful job patching and painting the walls and their clean up was impressive and very well done. Will definitely be using them again for all my painting services!"
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+38

Response time5 hrs
Response rate97%
2 neighbors recently requested a quote
Avatar for Bobs Painting & Coatings LLC
Bobs Painting & Coatings LLC
4.9(
55
)
Exterior Home or Structure - Paint or Stain

Serving Windermere, FL and surrounding areas

Approved

In business since 2010

Free estimates

Credit card accepted

Bob?s painting and coatings has been serving Central Florida since 1993 we are a family owned and operated business. We specialize in exterior House painting, roof coating?s and we also have a full service gutter department featuring seamless custom cut gutters, gutter guards and repairs. Workmanship in customer service is our main priorities we want the job done correct The first time and have a long lasting relationship with our customers for the future.

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+3

1 neighbors recently requested a quote
Recommended by65%of homeowners
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Painting FAQs, answered by experts

Yes, you can waterproof any wood that has not already been treated. A good way to test this is to splash some water on it. If the water starts to bead up, the wood is treated and most likely doesn’t need another coating.

Wood stains last anywhere from two to five years, depending on exposure to the elements, your local climate, the type of stain, and the surface it’s on. For instance, vertical surfaces last longer than horizontal surfaces. Some types of woods, like dense hardwoods, will require a recoat yearly, as they are too dense for the stain to absorb. In any event, apply a recoat every 2 to 4 years. As for storage, a can of unopened stain can last up to 5 years, though results may vary.

You should repaint your fence every 1 to 3 years, depending on the appearance of wear and tear. Weather and usage will factor into how often you should paint another coat on your fence. If you need to replace a few fence boards or posts, you may want to consider repainting the fence to help protect the rest of the fence as well as the new pieces against damage and deterioration from being exposed to the elements.

Generally, these steps are included in exterior house painting:

  • Prepping and protecting the areas not being painted

  • Scraping away loose paint

  • Cleaning off dirt, grease, and debris

  • Caulking gaps and openings

  • Priming with a quality paint primer

  • Painting the prepared areas, including trim and accents with chosen paint finish

  • Adding a second coat

  • Cleaning up the site and disposing of tape, plastic, and drop cloths

Stain is meant to be absorbed by the porous wood, allowing some of the natural grain to show through. With that in mind, you don’t want to add more stain than the wood can absorb, as you risk covering up its natural markings. Generally, two coats is the maximum you should do, although very dense hardwoods may only be able to take a single coat.

The Windermere, FL homeowners’ guide to painting services

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