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Exterior Painters in Winter Park, FL

Expert Exterior Painting Services for a Beautiful, Long-Lasting Finish Protect & Enhance Your Home with High-Quality Exterior Paintwork

GEM Painting & Trim has more than 35 years of family painting experience, and exterior work is where that experience really shows. We start with thorough prep — pressure washing, scraping, sanding, caulking, and priming — so the coating bonds to a clean, sound surface. Then we apply premium, weather-resistant paint built to take what Florida throws at it.

The result is a durable, even finish that protects your siding, stucco, trim, and fascia while boosting curb appeal. And because exterior coatings perform differently, your warranty is tied to the product line you choose — more on that below.

Want the same care indoors? See our interior painting services, or view our full lineup of painting services.

House Exterior Painting

Our house exterior painting service delivers a fresh, vibrant look to your home while providing a durable protective barrier against the elements. We use top-quality, weather-resistant paints to ensure your home looks great and stays protected for years.

Deck & Fence Painting

Keep your outdoor spaces looking their best with our deck and fence painting services. We prep and paint wood, composite, or metal surfaces with finishes designed to resist sun, moisture, and wear, extending the life of your outdoor areas.

Pressure Washing & Surface Prep

Before painting, we offer thorough pressure washing to clean and prepare your home’s exterior surfaces. This ensures proper paint adhesion and long-lasting results by removing dirt, mildew, and old paint.

Siding Painting

Whether you have wood, vinyl, or aluminum siding, our team ensures a smooth and even finish that revitalizes your home’s exterior. Our professional painting process protects your siding from weather damage while giving it a fresh new look.

Stucco Painting

We specialize in painting stucco exteriors, ensuring a durable and uniform finish. Our team carefully prepares the surface to prevent cracks and peeling, providing a lasting and beautiful result that protects your home from moisture and sun exposure.

Gutter & Downspout Painting

Don’t overlook the importance of freshly painted gutters and downspouts. We apply durable paint finishes to these key components, ensuring they blend seamlessly with your home’s exterior while protecting them from rust and wear.

Shutter Painting

Add a pop of color to your home with professionally painted shutters. Our precise application process ensures a smooth, vibrant finish that enhances your home’s style and stands up to the elements.

Trim & Fascia Painting

Freshen up your home’s details with our trim and fascia painting services. We use high-quality paints that provide sharp, clean lines and a durable finish that adds polish and protection to your home’s architectural features.

Exterior Painting Problems We Fix Every Day

Most exterior calls come from the same handful of Florida-specific headaches. Here's what we hear, and how we handle it.

  • My paint is fading and chalking after just a few years.

    That's UV damage plus lower-grade product. We use premium, UV-resistant coatings and proper prep so the color holds far longer.

  • There's peeling and bubbling on my stucco.

    Usually a moisture or prep issue. We address the surface properly — cleaning, repairing, and priming — before painting so it doesn't come right back.

  • I'm seeing mildew and dark streaks on the walls.

    Florida humidity is brutal on exteriors. We pressure wash and treat surfaces before painting, then use mildew-resistant products.

  • My trim and fascia are showing wood rot.

    Paint won't fix rotted wood. We can repair or replace damaged wood trim first, then paint — see our carpentry services for that part.

  • The last crew painted over dirt and it failed fast.

    Skipping prep is the number one reason exterior paint fails. We never shortcut the wash, scrape, and prime — it's why our finishes last.

Exterior warranties matched to your coating

Exterior paint lives or dies by the product, so your coverage is tied to the line you choose — and every job carries our workmanship guarantee on top of it. No runaround, no fine print.

Coverage That Fits the Product

Super Paint, Duration, or Emerald Rain Refresh — your warranty length matches the coating, from 1 to 3 years.

Workmanship Guaranteed

Beyond the product warranty, our labor is covered for a full year after you sign off.

The Owner Has Your Back

Matt personally makes sure anything tied to our work gets handled right.

Exterior Painting

FAQs

How long will my exterior paint last?

Exterior paint typically lasts between 5 to 10 years, depending on the quality of the paint and the conditions your home faces. Factors like sun exposure, humidity, and weather conditions can affect the lifespan, but with our high-quality, weather-resistant paints, you can expect long-lasting results that protect your home from the elements.

What preparation is done before painting the exterior of my home?

Proper preparation is key to a long-lasting exterior paint job. We start by pressure washing the surfaces to remove dirt, mold, and peeling paint. We also sand, caulk, and repair any cracks or damage to ensure smooth, clean surfaces for optimal paint adhesion.

Do you use weather-resistant paints for exterior projects?

Yes, we use premium, weather-resistant paints designed to withstand the Florida climate. These high-quality paints protect against UV rays, moisture, and mildew, ensuring your home’s exterior remains vibrant and protected for years.

How do you handle painting in difficult weather conditions?

We carefully plan exterior painting projects around the weather. Our team monitors forecasts and avoids painting in extreme heat, rain, or high humidity to ensure the best possible results. If weather delays occur, we communicate with you to reschedule promptly.

Can you match the current color of my home’s exterior?

Absolutely! We can match your home’s existing paint color or help you choose a new one. Our color consultation services ensure you find the perfect shade to complement your home’s design and aesthetic, with professional results that last.

Do you paint stucco?

Yes — stucco is one of our most common exterior surfaces in Central Florida. We prep it carefully to prevent cracks and peeling, then apply a uniform, durable finish that protects against moisture and sun.

Do you paint vinyl siding?

No, we don't paint vinyl siding. We do paint wood, aluminum, and Hardy board (cement board) siding, and we're glad to point you in the right direction if vinyl is your situation.

What's the difference between the warranty options?

Your exterior warranty depends on the coating you choose: Super Paint carries 1-year coverage, Duration carries 2 years, and Emerald Rain Refresh carries 3 years. We'll explain the tradeoffs during your estimate so you can match protection to budget.

Are you licensed and insured?

Yes — GEM Painting & Trim is insured and operates as a licensed, locally owned company. We're glad to confirm details when you reach out.

What areas do you serve?

Seminole County and the greater Orlando metro, including Longwood, Lake Mary, Oviedo, Sanford, Winter Springs, and more. See all the areas we serve on our service areas page.

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Protect Your Home Get a Free Exterior Estimate

Florida weather won't wait, and neither should your exterior. Tell us about your project and we'll set up your free on-site estimate.

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See Our Exterior Painting Work

A home's exterior is the best proof of quality. Take a look at real stucco, siding, and trim projects from homes around Seminole County.

Our Process: Crafting Perfection from Start to Finish

At GEM Painting & Trim, we believe that exceptional results start with a well-defined, meticulous process. Our goal is to not only meet your expectations but to exceed them with every project we undertake. From the initial consultation to the final walk-through, we ensure that every step of the process is seamless, transparent, and stress-free for our clients.

  • Initial Consultation

    We begin with a thorough consultation to understand your vision, needs, and preferences, ensuring we tailor our services to your exact specifications.

  • Detailed Proposal

    After assessing your project, we provide a comprehensive proposal that outlines the scope, materials, timeline, and cost, so you know exactly what to expect.

  • Surface Preparation

    Proper preparation is key to a flawless finish. We meticulously clean, sand, repair, and prime surfaces to ensure that the paint or finish adheres perfectly and lasts for years.

  • Expert Application

    Our skilled team applies premium-quality paints, finishes, or materials with precision, ensuring an even, professional look that enhances your space.

  • Quality Assurance

    We carefully inspect every detail during and after the project to ensure that it meets our high standards of craftsmanship and exceeds your expectations.

  • Project Clean-Up

    Our team takes pride in leaving your home or business spotless. Once the work is done, we thoroughly clean up the area, leaving behind only the beautiful transformation.

  • Final Walk-Through

    Before completing the project, we walk you through the finished work to ensure you’re fully satisfied with the results and address any final details or adjustments.

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What Our Customers Are Saying:

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Why Choose Us?

At GEM Painting & Trim, we bring more than just paint to the table—we bring a legacy of craftsmanship, care, and dedication. With over 35 years of experience in painting, carpentry, our family-run business is committed to transforming homes with precision and pride. We focus on delivering results that stand the test of time and ensure every detail reflects the high standards your home deserves.

One-Year Workmanship Guarantee

We stand behind the quality of our work. If any issues arise within the first year, we'll address them promptly, ensuring your home continues to look its best. This guarantee reflects our commitment to delivering lasting, high-quality results that you can trust.

Quality over Quantity

We don’t rush through projects just to move on to the next one. Our focus is on delivering exceptional results that last. From carefully prepping each surface to applying premium paints and finishes, we take the time to ensure everything is done right the first time, providing you with long-term value.

Personalized Service

At GEM Painting & Trim, you’re not just another client—you’re part of our family. We work closely with you throughout the process, offering personalized service that aligns with your vision. Open communication and transparency are at the heart of everything we do, ensuring a stress-free and enjoyable experience.

Attention to Detail

From initial prep to the final coat, we believe it’s the little things that make a big difference. Our team pays meticulous attention to detail in every aspect of your project, ensuring a flawless finish that enhances your home’s beauty and value. With GEM, every brushstroke is made with precision and care.

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About Us

GEM Painting & Trim is a family-owned and operated business with over 35 years of experience in painting, carpentry, and home renovations. Serving Seminole County and the surrounding areas, we deliver exceptional craftsmanship for residential & commercial projects. Our team is dedicated to providing meticulous attention to detail in every project, ensuring your home looks its best for years to come. Whether it’s interior or exterior painting, or custom trim work, we focus on creating lasting beauty and value for your home.

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