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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

If you have the time and the budget, we strongly recommend staining your fence, especially if it's looking a bit tired or hasn't been treated recently. While you may not see the same return on investment (ROI) as you would with a project like a kitchen remodel, staining a fence is one of the best ways to add a facelift to your property—a new fence stain adds serious curb appeal to your home. 

You can weather a new wood fence by applying vinegar with steel wool as a way to fade some of the coloring. You may also find it easier to stain your entire fence a new color instead of trying to get newer fence boards to match an older one.

Yes, you can and should paint or stain pressure-treated wood to help prevent the boards from cracking. However, you must wait for the wood to dry out completely before applying any finish. Freshly treated wood can take weeks or even months to dry; a common recommendation is to wait three to six months. To check if the wood is ready, perform a simple water test: drip some water onto the surface. If the water beads up, the wood is still too wet and needs more time to dry. If the wood absorbs the water, it is dry enough to be painted or stained. You can proceed with building your deck or fence while the wood is still wet, but you will need to wait to apply the paint or stain.

Whether to brush or roll stain on wood depends on the project and your preference. Brushing is ideal for smaller, intricate areas and offers more control over the application, ensuring thorough coverage and penetration into the wood's grain. 

Conversely, rolling is efficient for more extensive, flat surfaces and can save time. However, it is not always the best fit for textured or uneven wood. Some projects may benefit from combining both methods, using a brush for detail work and a roller for broader areas. Ultimately, the choice between brushing and rolling depends on the specific requirements of your staining project.

Both a roller and a brush are effective methods for painting a chain link fence. A roller will make the job easier by ensuring symmetrical strokes and reaching the backside of the fence as well, which cuts down on paint time. However, a brush is often necessary for painting the base of the fence and near the posts due to its ease of reaching smaller spaces.

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.