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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

"This is the only painting company I trust with our painting needs. They are great guys, courteous, professional and always do a superb job for us. They have painted our entire house inside and also the exterior. We completely recommend them."
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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 Orlando West Painting, LLC
Orlando West Painting, LLC
4.9(
80
)
Exterior Home or Structure - Paint or Stain: LargeInterior Painting or Staining: 5 + Rooms

Serving Windermere, FL and surrounding areas

Approved

Super Service Award Winner

In business since 2016

Free estimates

Warranties offered

"We couldn't be happier with the work Orlando West Painting did on the exterior painting of our home. They were professional, communicated well and delivered a world-class product. Would highly recommend. Thank you Antonio and the team!"
Clermont
Clermont
Apopka
Windermere
Response time6 hrs
Response rate95%
7 neighbors recently requested a quote
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

The best time to stain a fence is when the weather is dry and temperatures are between 50 and 90 degrees Fahrenheit. Late spring, early summer, and fall are typically the best seasons for this project. You should avoid staining during very hot weather, like in the middle of summer, or when it is raining. Heat and moisture can cause the stain to dry unevenly. Likewise, if it's too cold, such as in winter or early spring, the stain may not be able to dry fully. Before you start, check the forecast to ensure there will be no rain and low humidity for at least a few days.

The easiest way to stain a fence depends on your experience and comfort level with the project. Applying stain with an airless sprayer or pump sprayer might get the stain job done faster, but it can be tricky. Paint rollers and stain brushes are slower but simpler for a DIY project.

The general consensus is that two coats of stain are required and since the cedar is siding, a third coat of sealant is always a good idea. This helps protect the wood and stain, so you won’t need to resand and restain for at least a decade. Each stain after the first will darken the wood, so be aware of that when choosing a colored stain.

A properly applied coat of stain will last between 3 and 8 years, depending on your climate. If you live in a place where your fence experiences a lot of moisture or high heat, your stain will last for a shorter period than in more temperate conditions. We recommend reapplying stain every 3 to 5 years to keep your wood in good condition.

Paint your fence, install customized fence slats, or attach a bamboo screen for a more appealing yard aesthetic. Paint can give your yard a unique and fun look, and adding fence slats gives you a classic fence appearance. Bamboo screens are probably the most unique option that can add a fun vibe to your space.

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.