Plant Street Charm, Lasting Color

The Exterior Painting Contractor Winter Garden Homeowners Trust

Free estimates on exterior painting, pressure washing prep, interior painting, cabinets, and commercial work.

Fast, Free, No Obligation.

Takes 30 seconds

From Plant Street to Black Lake

A Painting Contractor for Winter Garden's Old and New Neighborhoods

Winter Garden grew from a citrus town on the south shore of Lake Apopka into one of Central Florida’s most loved small cities, with brick-lined Plant Street, the Saturday farmers market, and the West Orange Trail running right through downtown. Its homes reflect that history, from older frame houses near the historic downtown to Craftsman-style homes in Oakland Park and the gated stucco community of Stoneybrook West, built in the early 2000s. Many of those stucco homes are now due for another repaint, and years of sun, sprinkler overspray, and summer storms show up as fading, chalking, and hairline cracks. S & W Painting brings meticulous techniques and long lasting protection to every exterior, and our interior painters in Winter Garden, FL handle rooms and cabinets with the same care.
Outside In

Interior Painting, Cabinet Painting, and Exterior Work Across Central Florida

Fast, Free, No Obligation.

Takes 30 seconds

Pressure Washing Services Built Into Every Exterior Job

Every exterior project starts with pressure washing, because paint cannot bond to dirt, mold, pollen, or chalky old coatings. In Winter Garden, that cleaning also tackles the sprinkler stains, garage door grime, and green film that build up on shaded walls. After washing, surfaces are given time to dry before we repair cracks, caulk, and prime, so the new paint grips firmly and protects the home.
Not sure whether your home needs a full repaint or just a thorough cleaning and a few touch-ups? We will give you an honest opinion and a free, no obligation estimate.
Savings Worth Sharing

Current Winter Garden Painting Specials

Every Winter Garden project begins with a free, no obligation estimate and clear pricing details. Review the promotions below and ask about them when you book your consultation.

10% Off Direct Bookings

Call or book directly through our website and save 10% on your next interior or exterior painting project.

Free Estimate Today

Get a free, no obligation estimate from a local owner-operator. No hidden fees, just an honest quote for your project.

Basic, Better, Best Packages

Choose the pricing package that fits your budget without compromising the quality work S & W Painting is known for.

Hear It From Your Neighbors

Read Reviews From Winter Garden Homeowners

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William Morfogen profile picture
William Morfogen
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Walter was great, honest, great communication, on time and very courteous, couldn’t be happier he did a amazing job and was a pleasure doing business with!
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Bruce Peterman profile picture
Bruce Peterman
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S&W just finished exterior of our home and did a fantastic job. Color was changed from dark brown to a light color brown with no signs of former color. Certainly would hire them again
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Chrissy Horrigan profile picture
Chrissy Horrigan
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We had S&W paint the inside of our home... ceilings and walls and additionally we needed him to remove wallpaper that had been up since 1995, repair a damaged wall and remove older window treatments and repair those walls too....Walter and his team did an exceptional job....we had gotten 3 quotes for pricing and time....all quotes we fairly close some were higher than his some were lower but his timing for us was perfect. Walter and his team showed up on time or early did an amazing job at a fair price...and cleaned up after themselves...our home looks amazing. Thank you Walter we will definitely hire you again for our painting needs!!! A very easy recommendation for S&W Painting. Chrissy &Tim Horrigan
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Min Chun profile picture
Min Chun
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Fantastic service and communication!
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robert meyerriecks profile picture
robert meyerriecks
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I own a condo in an HOA that S&W Painting was contracted to paint. The two and a half story buildings are massive. With a base wall color, contrasting window trim and more contrasting colored staircases. Walter, and his two sons, are very professional at what they do. In addition, they show up on time, stay the entire day, and work very hard through those days. They are friendly, very polite and go above and beyond what they are required to do. They all work in tandem with each other, and they cleaned up work spaces daily. Above all, they take the utmost care in their job as skilled painters. I am VERY IMPRESSED, by S&W Painting. I am very happy to wholeheartedly recommend them to anyone who needs the services of professional interior or exterior painters.
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Julie Smith profile picture
Julie Smith
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Walter and Degan did a great job painting the exterior of our house. They were always early and communicated very well with my questions and concerns. Highly recommend!
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Jennifer Riley Sefton profile picture
Jennifer Riley Sefton
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Did a great job very professional and great price definitely would use again.
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Jim profile picture
Jim
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Five star workmanship! My wife and I are quite pleased with the results for our courtyard deck and hot tub. The men were detail oriented, addressed our concerns and answered all our questions. The finished product is beautiful. We recommend them for any of your painting. Jim & Marcia m.
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Lorenzo hicks profile picture
Lorenzo hicks
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Excellent service
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jason scarcella profile picture
jason scarcella
Google star 1Google star 2Google star 3Google star 4Google star 5Trustindex verifies that the original source of the review is Google.
Walter and his team did a fast and fantastic job! Well done!!
Wash, Prep, Paint, Perfect

Our Exterior Painting Process From Start to Finish

Free Estimate & Consultation

We meet you at your Winter Garden home, discuss colors and goals, inspect every surface, and offer detailed pricing in a free estimate.

Surface Preparation

Pressure washing removes dirt, mold, and chalky residue, then we repair cracks, sand rough areas, caulk gaps, and prime bare surfaces.

Professional Painting Application

Our team applies high-quality paints in even coats, matching colors precisely and protecting landscaping, garages, and interiors throughout the job.

Final Walkthrough & Complete Cleanup

We walk the property with you, complete any touch-ups, and clean up every mess so your home looks its best the moment we leave.

Free Estimate & Consultation

We meet you at your Winter Garden home, discuss colors and goals, inspect every surface, and offer detailed pricing in a free estimate.

Surface Preparation

Pressure washing removes dirt, mold, and chalky residue, then we repair cracks, sand rough areas, caulk gaps, and prime bare surfaces.

Professional Painting Application

Our team applies high-quality paints in even coats, matching colors precisely and protecting landscaping, garages, and interiors throughout the job.

Final Walkthrough & Complete Cleanup

We walk the property with you, complete any touch-ups, and clean up every mess so your home looks its best the moment we leave.
Pride in Every Project

Why Winter Garden Families Hire Our Team

Hiring a painter in Winter Garden should feel easy, so we bring friendly crews, clear communication, and a dedication to detail you can see. Our commitment is a finish that reflects the pride you take in your home.

Family Owned and Operated

Three owner-operators personally lead every division, so an owner is always involved in your project from start to finish.

Licensed and Insured

Our painting contractors carry workers compensation insurance and the proper coverage to protect you and your property on every job.

Written Warranties

Every project is backed by a written workmanship warranty and a no peel, no fail guarantee, so you have real proof, not just promises.

Never Subcontracted

All of our crew members work alongside the owners year round and are trained on our process, so quality never gets outsourced.

Questions, Answered Plainly

Winter Garden Painting Questions

What areas does your painting contractor serve in central Florida?

S & W Painting is a painting contractor proudly serving the central Florida area, including Orlando, the greater Orlando area, The Villages, Leesburg, Ocala, and surrounding communities. Our owner-operators each lead their own division, so you always get a local team that knows the area. We handle residential and commercial painting projects of every size. Not sure if we cover your address? Contact us at 728-223-3360 to confirm your service area.

Our painting company offers interior painting, exterior painting, commercial painting, cabinet refinishing, pool deck coatings, and walkway and patio coatings. Whether you need a full interior repaint or a durable epoxy floor coating, our team brings the same proven techniques to every job. We work with residential and commercial clients throughout central Florida. Contact us at 728-223-3360 to discuss which service fits your project.

Interior painting costs depend on the size of your space, the condition of your walls, and the products you choose. That’s why we provide a detailed, written estimate before any work begins, so there are never hidden fees or surprises. Our Basic, Better, Best packages make it easy to find an option that fits your budget. Contact us at 728-223-3360 to request your free estimate today.

Yes, our professional exterior painting services protect your home’s exterior from Florida’s humidity, UV rays, and seasonal storms. We start with thorough surface preparation, including pressure washing and priming, before applying paint for even coverage and a flawless finish. Every exterior repaint is backed by our written workmanship warranty. Contact us at 728-223-3360 to schedule your free exterior painting estimate.

Yes, S & W Painting is fully licensed and insured, with over 10 years serving central Florida homeowners and businesses. We carry workers compensation insurance and never subcontract our work, so the same trained crew that gives your estimate is the crew on the job site. This protects you from financial exposure if anything goes wrong. Contact us at 728-223-3360 to verify our licensing and insurance for your project.

Every project comes with a written workmanship warranty of 3 to 5 years, covering improper application and premature paint failure. We also stand behind our work with a no peel, no fail guarantee in writing, not just a verbal promise. It’s part of how we build trust with every homeowner and business owner we work with. Contact us at 728-223-3360 to learn more about our warranty coverage.

Our commercial painting services cover offices, retail spaces, and multi-unit properties, with scheduling built around your business hours to minimize disruption. We handle everything from surface prep to final cleanup, so property managers and business owners get a professional finish without the hassle. Every commercial project includes a detailed written estimate upfront. Contact us at 728-223-3360 to schedule a walkthrough for your commercial clients.

Getting a free estimate is simple. Call or text us at 728-223-3360, or fill out our online form and one of our owner-operators will reach out to schedule a walkthrough. We’ll review your project details, answer your questions, and provide a written quote with no obligation. Contact us at 728-223-3360 to get your free estimate started today.

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