Premium Painting Services in Windermere, Florida

Professional cabinet painting, interior painting, and exterior painting for Windermere’s finest homes — delivered with the precision and care that luxury properties deserve.

Windermere’s Painting Professionals

Craftsmanship That Matches Windermere’s Prestige

Windermere, Florida is in a class of its own. Nestled among the Butler Chain of Lakes, this storied community is home to some of Central Florida’s most beautiful and well-maintained residential properties. Its tree-lined streets, lakefront estates, and thoughtfully designed neighborhoods have long attracted homeowners who place a premium on quality, aesthetics, and the finer details of home maintenance.

When you own or live in a Windermere property, standard workmanship simply isn’t enough. You need a painting contractor who understands the elevated expectations that come with the territory — one who approaches every surface with precision, uses only premium-quality coatings, and delivers results that are visually impeccable from every angle. That’s exactly what Custom Care by Caleb brings to every Windermere project.

Whether you’re refreshing the kitchen cabinetry in a lakefront home along the Butler Chain, updating the interior of a family home in one of Windermere’s established neighborhoods, or repainting the exterior of a property that commands street presence, our team delivers the meticulous craftsmanship and professional results that Windermere homeowners expect. We take pride in our work, and that pride shows in every project we complete.

The Custom Care by Caleb Standard

We hold every Windermere project to the highest professional standard. Here’s what that means in practice:

  • Spray-applied cabinet finishes for a flawless, factory-smooth result
  • Premium-grade paints engineered to perform in Florida’s climate
  • Comprehensive surface preparation on every project
  • Immaculate job site — full floor, furniture, and surface protection
  • Detailed written estimates with no hidden costs
  • Final walkthrough and complete satisfaction guarantee

Cabinet Painting & Refinishing

custom care cabinet painting panel

In Windermere’s high-end residential market, kitchen and bathroom aesthetics matter enormously. When cabinetry begins to show its age — through yellowing finishes, worn edges, or simply a style that no longer suits your vision — a professional cabinet refinish by Custom Care by Caleb can restore that showroom-quality look at a fraction of what new cabinetry would cost.

Our cabinet painting process is meticulous. We remove every door and drawer front, degrease and sand all surfaces to a uniform profile, apply a professional-grade primer, and finish with a spray-applied topcoat that cures to a smooth, hard, factory-like surface. The result is a finish that is not only beautiful but resilient — capable of standing up to the daily demands of a busy kitchen while maintaining its appearance for years.

We work with all cabinet styles found in Windermere homes — from classic raised-panel cabinetry to modern flat-front designs — and can help you select a color palette that elevates the space while maintaining the elegance Windermere kitchens are known for.

  • Kitchen cabinet painting & refinishing
  • Bathroom vanity cabinet painting
  • Built-in cabinetry & entertainment centers
  • Full disassembly, degreasing & sanding
  • Professional spray application
  • Premium durable topcoat finish
  • Color consultation included
  • Hardware removal & reinstallation

Interior Painting

custom care interior painting

The interior of a Windermere home is a reflection of the lifestyle it supports. Every room — from the grand foyer and open-plan living areas to the master suite, study, and entertainment spaces — deserves paint work that is precise, beautifully finished, and applied with genuine care. Custom Care by Caleb’s interior painting services are designed for homeowners who won’t accept anything less than perfection.

We begin every interior painting project with thorough preparation: moving and protecting furniture, laying drop cloths on all floors, and meticulously masking every surface that shouldn’t receive paint. Our cut-in work is crisp, our roller application is smooth and consistent, and we inspect every inch of the finish before signing off on the job. We also handle the details that less thorough painters often overlook — doors, trim, crown molding, window casings, and closet interiors — so the final result is cohesive and complete throughout the home.

  • Foyers, living & dining rooms
  • Master suites & bedrooms
  • Crown molding & decorative trim
  • Doors, frames & window casings
  • Coffered & tray ceiling detail work
  • Whole-home interior repaints
  • Pre-sale & new construction painting
  • Low-VOC & premium paint options

Exterior Painting

exterior-painting

Windermere’s lakeside setting creates unique demands for exterior paint. Homes along the Butler Chain of Lakes face additional moisture exposure, while all Windermere properties contend with Central Florida’s intense UV radiation, heavy seasonal rains, and the heat and humidity that can cause poorly applied coatings to fail prematurely. Protecting a Windermere home’s exterior requires more than just a fresh coat of paint — it requires the right products, the right preparation, and the right technique.

Custom Care by Caleb’s exterior painting service begins with a professional pressure wash to strip away years of mildew, dirt, and oxidized paint. We then caulk every gap, crack, and seam in the exterior envelope, make any necessary surface repairs, and apply a premium exterior primer before the topcoat. Our finish coats are selected specifically for Florida conditions — high UV resistance, excellent moisture barrier properties, and the durability to maintain their appearance in the harsh Central Florida climate.

  • Full exterior repainting
  • Trim, fascia & soffit painting
  • Pool decks & outdoor living areas
  • Shutters, doors & garage doors
  • Pressure washing & mildew treatment
  • Caulking, patching & surface repair
  • UV & moisture-resistant coatings
  • Color & sheen selection guidance

Painting Windermere’s Homes with the Respect They Deserve

Windermere is one of the most distinctive communities in Florida — a small, incorporated town of just under two square miles that sits at the heart of some of Central Florida’s most desirable real estate. Bordered by the Butler Chain of Lakes, with its 11 interconnected lakes, and surrounded by larger communities including Winter Garden, Dr. Phillips, and Gotha, Windermere combines natural beauty, historical charm, and a residential quality that is unmatched in the region.

Homes in Windermere range from classic Florida-style residences in the historic town center to expansive lakefront estates and elegant homes in communities like Isleworth, Lake Down Crest, and Lake Butler Sound. Working in these environments requires not just technical painting skill, but a genuine appreciation for the character and quality of the properties involved.

Custom Care by Caleb has proudly worked with Windermere homeowners across the spectrum of the community’s residential landscape. We understand the local context — the HOA requirements in Windermere’s gated communities, the architectural details that define the area’s aesthetic, and the specific environmental challenges that come with living alongside Florida’s Chain of Lakes. When you hire us for your Windermere home, you’re working with a contractor who respects your property and takes the responsibility of working in it seriously.

Serving All of Windermere

  • 📍Windermere Town Center & Historic Core
  • 📍Butler Chain of Lakes Waterfront Homes
  • 📍Isleworth & Gated Communities
  • 📍Lake Down Crest
  • 📍Lake Butler Sound
  • 📍Windermere Downs
  • 📍All Windermere ZIP codes (34786)
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Not sure if we serve your neighborhood?

Give us a call or send us a message — we cover all of Winter Garden and the surrounding area.

Homeowners Trust Us

What Others Are Saying About Our
Cabinet & Painting Projects

Windermere homeowners expect the best. Here’s how Custom Care by Caleb delivers it on every project.

Heather Scully
5 days ago
From start to finish Custom Care by Caleb exceeded my expectations. They were prompt responding to messages and providing an estimate, transparent, and professional.They even fixed one of my kitchen drawers at no charge! I'm very happy with how my cabinets look and highly recommend Custom Care by Caleb!
Dwayne Taylor
7 days ago
Jacob and his team did a wonderful job with the exterior of our home! I'm not usually one to write reviews, but the job they did was beyond expectations. Not only were we pleasantly surprised with the affordability of their services, but their full team were very helpful throughout the process. We had full exterior painting (with sealant, crack repairs, trim, garage door, & front door) and there were no hidden charges, no surprises, on time services, helpful staff.....everything you should expect! We will definitely use them again for future projects!
Dawnmarie Tipa
2 weeks ago
Jacob was a pleasure to deal with! We were out of state during the entire project and were updated through the process. We are absolutely thrilled with the results! Completely changed the look and feel of the home which was exactly what we wanted. Very respectful in caring for our newly installed floor and all areas of the home where they worked. Professional and again a pleasure to work with. Highly recommend!!
Michael Sprouse
1 month ago
They painted the outside of my house. Alex was my painter and made sure all our requests were met. I would highly recommend them.
Laura Mirra
2 months ago
Hands down they're the best at cabinet refinishing and painting! The price was great, the final product was amazing, and they even finished a day early! I can't say enough good things about Jacob, Johann, and the rest of the team. Everyone was kind and patient (as we were waiting on other construction to finish). Highly, highly recommend!
Matthew McKissock
2 months ago
Just had our kitchen cabinets repainted and restored. Could not have been happier with the quality of work or price . Very fair for such excellent work
Pedro
2 months ago
Very professional company, very reasonable pricing, excellent product quality, and the end results were awesome. The painting crew - led by Johan - was very organized and worked all day paying close attention to detail. Looks like a new house again. Thank you for a job well done.
susan boggess
2 months ago
Excellent work, The painter was professional. Attention to detail and high quality work, reasonable pricing. Left work area clean.
Diana Correa
4 months ago
Custom care by Caleb did a fabulous job with painting my cabinets! I am so in love with my kitchen! Caleb’s team is communicative, prompt, professional, and efficient. Juan and Freddy were friendly and did a phenomenal job. I couldn’t recommend this business more! The whole process was smooth. Thank you again!

Edit for quality: after the 2 yr mark a lot of the cabinets soft hinges have lost the “softness”. Disappointed with that because I wouldn’t have paid the extra money had they only lasted 2yrs. I’ve also noticed the paint chipping fairly easy
Cherise Cardwell
5 months ago
We recently had our brown cabinets repainted white, and we are thrilled with the final result. It completely transformed the look and feel of our home. The team was meticulous in their work and always courteous throughout the process. We love how everything turned out and would happily recommend them to anyone considering a cabinet refresh.

Flawless Finish Quality

We use professional spray equipment and premium coatings to achieve finishes that roll-and-brush methods simply can’t match — smooth, consistent, and visually perfect from every angle.

Fully Licensed & Insured

We carry all required Florida contractor licensing and full liability insurance. Working in Windermere’s premium properties, that protection matters — for you and for us.

On Time, Every Time

We respect your time and your schedule. We show up when we say we will, complete projects within the promised timeframe, and communicate proactively if anything changes.

Frequently Asked Questions

Questions about painting your Windermere home? Here are the answers our clients ask most often.

Yes. We can color-match existing finishes using professional spectrophotometer tools, ensuring a seamless result whether you’re painting new cabinets to match existing trim or refreshing a partial area.

Most full exterior repaints on Windermere-sized homes take between 3–7 days depending on the home’s size, surface condition, and weather. We’ll give you a clear timeline in your estimate.

Yes. We’re happy to bring color samples, discuss options, and provide guidance on color selections that work beautifully with your home’s architecture, lighting, and existing finishes.

We coordinate directly with you and your community’s management to ensure smooth access for our team and compliance with any community rules during the project.

We use professional spray equipment and purpose-formulated cabinet coatings that cure to a much harder, more durable finish than wall paint. The result looks like factory-finished cabinetry, not a brushed-on repaint.

Absolutely. We carry all required Florida state licensing and comprehensive general liability insurance. We’re happy to provide documentation upon request for any project in Windermere.

Ready to Elevate Your Windermere Home?

Contact Custom Care by Caleb today for a free, no-obligation estimate. We bring premium craftsmanship, professional-grade materials, and meticulous attention to detail to every Windermere project we take on.

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For all inquiries, please get in touch with our office:

407-375-1425