Tree Removal in Windermere, FL
Dead, decaying and storm-broken trees taken down in controlled sections, planned around your roof, pool enclosure, driveway and lakefront lawn, with ISA Certified Arborist oversight and full cleanup.
Tree on the house right now? Phones are answered 24/7. Emergency tree removal
- 4.8 ★Over 1,000 Google reviews
- ISA Certified ArboristProfessional oversight
- Fully insuredGeneral liability + workers’ comp
- Since 1987Serving Central Florida
Most removals we do in Windermere are close to something: the house, a pool enclosure, a driveway or a lakefront lawn that can’t take heavy equipment. It might be a live oak, a fruit tree or a palm that has declined. Each one gets a plan for how the wood comes down, where it lands and how equipment gets to it before anyone starts a saw.
You get a written quote with one fixed price. Only need clearance? See tree trimming in Windermere, or go back to our Windermere tree service page.
When removal is the right call
- The tree is dead or dying. Dead pines and oaks get brittle quickly and shouldn’t be climbed, so we use our grapple-saw truck, a crane or a lift where we can.
- Decay at the base or a split trunk. Hollows, fungus at the root flare, cracks in the trunk or a co-dominant split that’s opening up.
- Storm damage that can’t be pruned out. A tree uprooted or leaning after a storm, a trunk broken in half, or a top that has failed.
- The wrong tree in the wrong place. Camphors and other fast growers pushing into the roof, the fence or a better tree.
Not sure? Our ISA Certified Arborist can tell you if pruning will do instead of removal. Many oaks just need a good prune.
Recent Windermere removals
From our own job records, March–October 2026. Listed by ZIP code only. We never publish customer names or addresses.
- Longan tree in the back corner
A longan tree stood in the back corner of the property. We removed it, ground the stump and hauled away all of the debris and grindings.
- What was left of two foxtail palms
The remains of two foxtail palms stood on either side of the driveway. We removed both and cut the stumps flush.
- Two live oaks behind the home, roots chased
Two live oaks stood behind the home. We removed both by lift, ground the stumps and chased the surface roots, and hauled away the grindings.
- Front-yard live oak
A live oak in the front yard needed to come down. We removed it by lift, ground the stump and hauled the grindings away.
What happens on removal day
- Walk-throughWe reconfirm the plan with you: which trees, where the wood comes down, and how equipment gets in.
- ProtectionGround mats at entries, spotters at pools and service lines, a fence panel taken down and put back if access needs it.
- Controlled removalSections lowered on ropes, lifted out with our grapple-saw crane, or cut from our lift, depending on the tree.
- CleanupBrush chipped, wood hauled, beds raked and hard surfaces blown off. Stumps ground if they’re on your quote.
Climber, lift or crane?
We pick the method for each tree, not one method for every job.
- Climbing and rigging: for trees we can’t reach with equipment, like along a back property line where nearby oak roots need protecting.
- Our CMC 72HD spider lift: for backyard trees over pools and lanais. It’s tracked and fits through many gates a truck can’t.
- Our Fassi 390 grapple-saw crane: for dead or hazardous trees reachable from the street or driveway. It holds each piece while it’s cut.
- A hired larger crane: for very large trees or long reaches over a house. We arrange it and include it in your quote before the job is booked.
Stumps and cleanup
Stump grinding can go on the same quote. We grind roughly 4–12 inches below grade, depending on roots and site conditions, and can chase surface roots in beds. Choose whether the grindings are hauled away (best before new sod) or left for your beds.
Sometimes we recommend not grinding, for example when a stump shares roots with an oak you’re keeping. We’ll explain that at the estimate. More about stump grinding
Permits
Tree rules differ between the Town of Windermere, unincorporated Orange County and HOAs, so we’ll help you check what applies to your property. Kevin’s Tree Service can assist with tree removal permit applications when required.
Arborist letters
Certain trees on eligible single-family residential properties may qualify for an exemption under Florida Statute 163.045. Not every tree qualifies, and HOA requirements are separate.
Our ISA Certified Arborist can assess the tree and, when it qualifies, provide a letter documenting the risk. This assessment is a paid service, separate from your free removal estimate. About our ISA Certified Arborist
What affects the price
We price by the job, not by the hour. The biggest factors are the tree’s size and condition, what’s under it, how we get equipment to it, and whether a hired crane or stump grinding is needed. You get one fixed price in writing before anything is scheduled.
Insured crews
Kevin’s Tree Service carries general liability and workers’ compensation insurance. Certificates of insurance are available upon request. Insurance details
What customers say
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Our phones are answered 24 hours a day, 7 days a week.
| Office | Monday–Friday, 8 am–4 pm |
| Weekends | Office closed; phones still answered |
| Holidays | Office closed on major holidays |
Emergency dispatch depends on crew availability, weather and safety.
Windermere tree removal FAQs
Do I need a permit to remove a tree in Windermere?
It depends on where your property is and on the tree. Tree rules differ between the Town of Windermere, unincorporated Orange County and HOAs, so we’ll help you check what applies to your property. Kevin’s Tree Service can assist with tree removal permit applications when required. Certain trees on eligible single-family residential properties may qualify for an exemption under Florida Statute 163.045. Not every tree qualifies, and HOA requirements are separate. Professional arborist assessments and letters are separate paid services.
Can you remove a tree beside my house or over the pool?
Yes. That’s most of our Windermere removal work. We take the tree down in sections and lower or lift the wood with ropes, our spider lift or our grapple-saw crane, depending on the tree and access.
What if the tree is near the lake?
We plan the access first. On soft ground mats go down, our tracked spider lift spreads its weight, or a climber does the work and the wood is carried out.
Do you grind the stump too?
If you want. Stump grinding can go on the same quote, and you choose whether the grindings are hauled away or left for your beds. When a stump shares roots with a tree you’re keeping, we may recommend leaving it.
Are you insured?
Yes. Kevin’s Tree Service carries general liability and workers’ compensation insurance. Certificates of insurance are available upon request.
