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Service Area — Winter Park
House painters in Winter Park, Florida
Winter Park homes were largely built in the 1960s, and they're a different animal from the stucco subdivisions south of Orlando: wood trim and soffits, mixed brick, cedar and stucco, and details that were built by hand. Painting these well is prep work first and paint second.
Paint never fixes rot
The most expensive mistake on a Winter Park home is painting over soft wood. Soffit and fascia that have taken sixty years of Florida rain don't need a coat — they need a board replaced, primed on all six sides, and caulked into the assembly. Anything less, and in eighteen months you're paying for the same job twice.
Our quotes itemize the carpentry separately from the painting. On a 1960s house that line item is real, and you deserve to see it laid bare next to any other bid you're comparing.
A premium job, defined
Brick washed with masonry-safe products and coated so it still breathes. Cedar sanded and conditioned, not sprayed over. Stucco cracks sealed. Trim lines cut by hand where a straightedge can't follow. That's what "premium prep" means on a Winter Park elevation — and it's the only thing we sell.
What we do
Our work in Winter Park
Interior Painting
Whole-home and single-room repaints in Winter Park — walls, ceilings, trim and doors, with furniture moved and everything protected.
Learn moreExterior Painting
Stucco repair, caulking and sun-rated coatings for Winter Park homes — built for Florida UV, not the paint can's promise.
Learn moreCommercial Painting
Unit turns, common areas and exteriors around Winter Park — scheduled around your hours with fixed per-unit pricing.
Learn more
Word from your neighbors
"They replaced rotted fascia boards before painting and showed me each one. The bid was itemized so I knew exactly what the carpentry cost. That transparency won me over."
Whitney S.
Winter Park, FL
"Our 1962 ranch has brick, cedar and stucco and every company wanted to treat it the same. DLS knew the difference. The cedar looks like new furniture."
Robert & Jan L.
Winter Park, FL
"Color consultation on a historic-style home could have been stressful. They sampled three schemes on the house itself and the one we picked gets compliments constantly."
Priya M.
Winter Park, FL
Questions
Straight answers
Can you paint over rotten wood trim?+
No — and you shouldn't let anyone. Paint over rot is a one-year band-aid. We repair or replace the soft soffit, fascia and trim boards first, then prime and paint the repair so it's invisible. That's carpentry-grade prep, and it's where most of a Winter Park exterior quote lives.
How do you handle brick and cedar versus stucco?+
Each surface gets its own system: masonry-safe washing and breathing coatings for brick, sanding and conditioning for cedar, crack sealing for stucco. A lot of Winter Park homes mix all three, and one product for everything is how you get peeling.
What does exterior painting cost in Winter Park?+
Honestly: more than a stucco-only subdivision repaint, because of the wood prep and the mixed surfaces. Our quote itemizes the carpentry and repair separately so you can see exactly what you're paying for — and compare it against the other bids.
Will you match the historic character of my home?+
That's the fun part of Winter Park work. We'll talk period-appropriate color schemes, sample them on the actual elevation, and only paint once you've seen the combinations in real light.
How long does the work take?+
A mixed-surface exterior with wood repair typically runs 1–2 weeks depending on the carpentry. You get the schedule and the completion date in writing before we start.
Wood trim needs help?
A Winter Park quote worth reading
Free estimate, usually same day. Fixed written price and a completion date in writing before we start — no change orders, no surprises.