Professional Painting Services in Winter Garden, Florida

Cabinet painting, interior painting, and exterior painting delivered with precision and care by Central Florida’s trusted residential painting specialist.

Winter Garden’s Painting Pros

Painting Services That Match Winter Garden’s High Standards

Winter Garden, Florida is one of Orange County’s most beloved communities — a place where a thriving historic downtown, award-winning trails, and well-kept neighborhoods all come together in a way that makes residents genuinely proud to call it home. From the beloved Plant Street district to the master-planned communities along Avalon Road and Marsh Road, Winter Garden homeowners take their properties seriously. Your home deserves a painter who takes it just as seriously.

Custom Care by Caleb is proud to serve Winter Garden homeowners with professional-grade cabinet painting, interior painting, and exterior painting services. We’re not a large, impersonal franchise — we’re a locally operated painting business built on craftsmanship, honesty, and the kind of meticulous attention to detail that produces results you’ll be proud of for years to come.

Whether you’re refreshing your kitchen cabinets before listing your home on the market, repainting your home’s exterior after years of Florida sun and rain, or updating interior rooms to reflect a new style, Custom Care by Caleb brings the expertise, professional-grade materials, and personal care your Winter Garden home deserves. We work in all of Winter Garden’s neighborhoods — new construction communities, older established areas near downtown, and everything in between.

Why Winter Garden Homeowners Choose Us

We understand the character and quality expectations of Winter Garden’s residential market. Here’s what sets Custom Care by Caleb apart:

  • Thorough surface prep — sanding, caulking, priming before any paint is applied
  • Premium paints & coatings formulated for Florida’s climate
  • Clean, respectful job sites — we protect your home throughout the process
  • Detailed written estimates with transparent, fair pricing
  • Reliable scheduling — we show up when we say we will
  • Workmanship guarantee on every completed project

Cabinet Painting & Refinishing

custom care cabinet painting panel

Your kitchen cabinets are the centerpiece of your home’s most-used room. When they start looking dated, worn, or just plain tired, a professional cabinet refinish by Custom Care by Caleb can completely transform the space without the enormous expense and disruption of full cabinet replacement. Using spray-applied professional coatings that cure to a smooth, durable factory-like finish, we deliver results that hold up beautifully against daily use, humidity, and the heat of a Florida kitchen.

We handle all phases of the cabinet painting process in-house — from careful disassembly and thorough degreasing, to precise sanding and premium primer application, to the final spray coat that gives cabinets that new-cabinet look. We paint kitchen cabinets, bathroom vanity cabinets, laundry room cabinetry, and built-in storage in Winter Garden homes of all styles and sizes.

  • Kitchen upper & lower cabinet painting
  • Bathroom vanity refinishing
  • Cabinet degreasing & thorough sanding prep
  • Spray-applied professional finish coat
  • New color consultations included
  • Hardware removal & reinstallation
  • Full cleanup & quality walkthrough
  • Durable, humidity-resistant coatings

Interior Painting

custom care interior painting

A fresh coat of interior paint is one of the most impactful and affordable ways to update your Winter Garden home. Whether you’re refreshing a single room for a new look, repainting your entire home before a move or a sale, or updating the trim, doors, and ceilings that often get overlooked, our interior painting team delivers clean, precise, beautifully finished results every time.

We take interior painting seriously — which means you’ll see meticulous masking and drop-cloth protection before work begins, detailed cut-in work at every edge and corner, and a thorough final inspection before we ask for your sign-off. We work efficiently to minimize disruption to your household while never cutting corners on the quality that makes the difference between a mediocre paint job and a truly professional one.

  • Living rooms, bedrooms & common areas
  • Ceilings, accent walls & feature walls
  • Baseboards, trim & crown molding
  • Doors, frames & window casings
  • Closets, laundry rooms & utility spaces
  • Whole-home interior repaints
  • New construction & pre-sale repaints
  • Color consultations available

Exterior Painting

exterior-painting

Florida’s climate is relentless — intense UV exposure, torrential rain, high humidity, and dramatic temperature swings combine to break down exterior paint faster than almost anywhere else in the country. An exterior repaint isn’t just about looks; it’s about protecting your home’s surfaces from moisture intrusion, wood rot, and structural damage. Custom Care by Caleb uses premium, weather-resistant exterior coatings specifically selected for Central Florida conditions, applied over a preparation process that ensures maximum adhesion and longevity.

We begin every exterior project with a thorough pressure wash to remove dirt, mildew, and loose paint, followed by careful caulking and patching of any gaps or damaged areas. This prep work is what separates a paint job that lasts 8–10 years from one that starts failing in 2–3 years. Our Winter Garden exterior painting services cover everything from the body of the home to trim, fascia, soffits, shutters, and garage doors — a complete transformation that dramatically increases your home’s curb appeal.

  • Full exterior home repainting
  • Trim, fascia & soffit painting
  • Shutters & garage door painting
  • Pressure washing & mildew treatment included
  • Caulking, patching & surface repair
  • Premium weather-resistant coatings
  • UV-resistant & mold-resistant finishes
  • Color selection assistance

Painting Winter Garden’s Unique Homes & Neighborhoods

Winter Garden is one of Orange County’s fastest-growing cities, but it’s also a community with deep roots and a strong sense of character. The historic downtown along Plant Street attracts visitors from across Central Florida, while neighborhoods like Hamilton Park, Stoneybrook West, and Horizon West represent some of the region’s most sought-after residential addresses. With a median home value well above the state average and homeowners who invest in maintaining and upgrading their properties, Winter Garden is exactly the kind of community where quality craftsmanship matters.

We’ve worked in all types of Winter Garden homes — from charming older properties near the downtown core to large modern homes in the Horizon West corridor, to townhomes, villas, and single-family homes throughout the city’s many planned communities. Each property presents its own unique considerations, from matching existing trim colors to selecting exterior finishes that stand up to Florida’s demanding climate while enhancing the home’s architectural character.

Our familiarity with Winter Garden’s neighborhoods means we understand the local HOA requirements, the architectural styles common to different areas of the city, and the specific challenges that Florida’s environment poses for both interior and exterior paint jobs. We’re your local painting experts — not just a company that occasionally works in the area.

Proudly Serving All of Winter Garden

  • 📍Downtown & Historic Winter Garden
  • 📍Horizon West
  • 📍Stoneybrook West
  • 📍Hamilton Park
  • 📍West Orange Trail Corridor
  • 📍Avalon Road Communities
  • 📍All Winter Garden ZIP codes (34787, 34778)
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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

From cabinet updates in Clermont to full-home exterior refreshes in Minneola and beyond, Custom Care by Caleb builds trust through each detail.

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.

Preparation is Everything

We invest heavily in prep work — the sanding, priming, caulking, and surface repair that most painters skip. This is what creates a finish that looks beautiful and lasts for years, not months.

Your Home is Respected

We use drop cloths and floor protection throughout your home, mask every surface meticulously, and clean up completely at the end of each workday. We treat your home the way we’d treat our own.

Clear Communication

We keep you informed throughout your project — from the initial estimate to the final walkthrough. No surprises, no unanswered questions, and no chasing us down for updates.

Frequently Asked Questions

Have questions about painting your Winter Garden home? Here are answers to what our customers ask most.

Most kitchen cabinet painting projects take 3–5 days, depending on the size of the kitchen and the condition of the existing cabinets. We’ll give you a clear project timeline in your estimate so there are no surprises.

Exterior painting costs vary based on the size of your home, the condition of existing paint, and the scope of work. We offer free, detailed estimates so you’ll know exactly what to expect before committing to anything.

Yes. We’re familiar with the HOA requirements common to Winter Garden’s master-planned communities and can help ensure your color selections and work comply with community guideline

We use professional-grade cabinet coatings — typically a water-based alkyd or two-component finish — that cure harder and are more durable than standard wall paint. These finishes resist chips, stains, and humidity, which is especially important in Florida kitchens.

Not at all. We work room by room to minimize disruption, and we keep our work areas clean and organized so you can continue to use the rest of your home normally during the project.

Yes. Custom Care by Caleb is fully licensed and insured in the state of Florida. We’re happy to provide proof of insurance and licensing documentation upon request.

Ready for a Beautiful Winter Garden Home?

Contact Custom Care by Caleb today for a free, no-obligation estimate on cabinet painting, interior painting, or exterior painting in Winter Garden, FL. We’re ready to show you what a truly professional paint job looks like.

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

407-375-1425