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Service Area — Windermere

House painters in Windermere, Florida

Windermere's big two-story stucco homes, built mostly around 2005, are now entering their second and third exterior cycles — and every one of them sits behind an HOA with an architectural review board. We're set up for both: the elevation work and the paperwork.

Two-story Windermere Florida stucco home being exterior painted

HOA approval, handled from our side

Gated communities in Windermere have real rules: approved palettes, architectural applications, vendor registration, and neighbors who notice everything. We complete the application with the specs and color samples your board expects, register our crews with the gate, and work inside the community's hours and parking rules. You approve the color — we take care of the rest of the process.

It's the least glamorous part of the job, and it's exactly where a cut-rate crew leaves you stuck with a violation letter.

Second cycle, done right

If your home was built around 2005, the original builder paint has already been through one repaint — or it's overdue. Second cycles are where prep quality shows: whatever the last crew skipped is whatever is peeling now. We wash, seal the cracks, caulk and prime properly, so cycle three is a decade away, not three years.

What we do

Our work in Windermere

Word from your neighbors

    "They submitted the architectural packet to our HOA and got it approved while I was traveling. Crews were registered at the gate and worked quietly for a week. Zero drama."

    Angela P.

    Windermere, FL

    "Big two-story stucco, tons of trim. Their quote was the most detailed I've seen — every crack they planned to seal was listed. The result is spotless."

    Tom H.

    Windermere, FL

    "Pool cage and landscaping protected every single day. And they touched up a few spots a month later without being asked twice."

    Sandra V.

    Butler Chain area

Questions

Straight answers

Do you handle HOA architectural review in Windermere?+

Yes — it's the first thing we do on a Windermere job. We complete your community's architectural application, attach the paint specs and color chips the board asks for, and submit before anything is scheduled. Most approvals come back within a couple of weeks.

Can crews get into gated communities without me home?+

Once you've registered us with your community's vendor system, yes. We follow the gate and parking rules so your neighbors never have a reason to call the board about us.

How often does a 2005-era Windermere home need repainting?+

Homes built around 2005 are now on their second or third cycle. Large two-story stucco elevations take full sun on the upper walls, so plan on repaint every 7–9 years — and watch the south and west faces first.

How do you handle two-story and lakefront homes?+

With real staging and the right lift, not an overreached ladder. Lakefront and pool-cage areas get tied-back and covered landscaping, and every workday ends with the grounds put back.

What prep does a large stucco elevation need?+

Wash, scrape and spot-prime the failures, seal the hairline cracks so water can't get behind the stucco, caulk every joint at windows and trim, then two finish coats. On a big elevation, that prep is measured in days — and it's in writing in our quote.

Board approved?

Windermere repaints, start to finish

Free estimate, usually same day. Fixed written price and a completion date in writing before we start — no change orders, no surprises.

Get My Free Estimate(407) 789-5245