Winter Park's trusted tree — quality work, fair prices, and people who actually pick up the phone.
Everything you need from one trusted local team — done right the first time.
Custom designs that make your yard the best on the street.
Mowing, edging, and care that keeps it sharp year-round.
Patios, walkways, retaining walls, and fire pits.
Trees, shrubs, and beds that thrive in our climate.
Smart sprinkler systems that save water and time.
Seasonal and storm cleanups, hauling included.
No runaround. No pressure. Just honest work and clear communication.
Call or request a free quote. Tell us what you need — we listen first.
We assess the job and give you a clear, written price. No pressure, ever.
Our crew gets it done right, on schedule, and leaves your property clean.
Treebilly has earned its name across Winter Park the right way — one happy customer at a time. Call and you get straight answers, fair pricing, and work that holds up.
A look at the kind of quality you can expect.
"Tree Billy is the best! We had several really large branches hanging over my roof, Billy and his team not only removed them but they also did a few other things for us as well like cutting the bushes that were covering our front windows. They cleaned up everything and Blew off the leaves from our roof for us. We've used many companies…"
— Rhaven · 2 years ago"I have worked with Billy over 20 years , always fair price , quality work , and reliable service. See you on the next job Billy!"
— Tom Mulligan · 5 months ago"Billy and his crew did an excellent job removing our large tree, then grinding the stump down. They have new, high tech equipment, protected our property during the work and did a great job of cleaning up and hauling away all of the debris. Highly recommend Tree Billy!"
— 1 2 · a year ago"If Treebilly provided pool, electrical, plumbing, or any other homecare service, I WOULD HIRE THEM FOR EVERYTHING. Billy and his team are the best. Efficient, communicative, thoughtful, affordable, and always do what is in the best interest of the safety of my family....all while making our yard look GREAT. The best in the business a…"
— Brian Gill · a year ago"Treebilly is a true professional who loves his craft! His attention to detail and his care for the trees - and your home - are truly genuine and authentic. We were very happy with his recommendations and his work. After having many tree companies in the past, I have no reason to use another company again; I will be a loyal client!"
— Alyssa List · 2 years agoFrom Winter Park to the surrounding towns, Treebilly is just a phone call away.
Yes. Treebilly is fully licensed and insured, so you're protected from the first call to the final walkthrough.
Absolutely. We provide free, no-obligation quotes throughout Winter Park and the surrounding area.
Yes — weekly, bi-weekly, and monthly plans to keep your property looking its best without you lifting a finger.
Often within days. Call and we'll get you on the schedule as quickly as possible.
Tell Treebilly what you need — we'll get right back to you. No pressure, no obligation.
📞 Call 7712144981We’re so confident in what we do that we put the risk where it belongs — on us, not you. If we can’t attribute 2× what you invest within 90 days, we give you the difference back in cash, cancel your service, and hand you the website — code and all. You genuinely own it. Best of luck.
We built this whole website for Treebilly — free. The AI assistant in the corner answers every call and web chat and books jobs straight onto your calendar, 24/7. Add a free CRM so no customer ever slips through the cracks.
We've reserved this website for Treebilly through August 31. When this round fills it goes to $397 — and unclaimed sites come down.