Tree Trimming in Winter Springs, FL
Oak limbs lifted off the roof, driveway and street, deadwood and heavy moss cleaned out, and palms trimmed the way you like them. Every job follows ANSI A300 pruning standards with ISA Certified Arborist oversight.

- 4.8 ★Over 1,000 Google reviews
- ISA Certified ArboristProfessional oversight
- ANSI A300Pruning standards
- Fully insuredGeneral liability + workers’ comp
In Winter Springs, most trimming calls start the same way: an oak has grown down onto the roof, the driveway or the street, and it’s carrying years of deadwood and Spanish moss. The fix isn’t to cut the tree back hard. It’s to raise and reduce the right limbs, clean out what’s dead, and leave the tree full enough to stay strong.
You get a written scope with the clearances we’ll set before anything is scheduled. Is a tree past saving? See tree removal in Winter Springs, or go back to our Winter Springs tree service page.

What a good trim does
- Clears the house. Limbs raised and reduced off the roof, gutters, lanai and screen enclosure, so they stop scraping and dropping debris.
- Clears the drive and street. Low limbs lifted over the driveway, sidewalk and road so cars, trucks and pedestrians pass underneath.
- Lowers storm risk. Dead, cracked and poorly attached limbs removed before hurricane season. No tree is storm-proof, but the obvious hazards are gone.
- Keeps the tree healthy. Proper cuts at the branch collar and no topping or lion-tailing, which Winter Springs prohibits on shade trees.
Recent Winter Springs trimming jobs
From our own job records, July–October 2026. Listed by ZIP code only. We never publish customer names or addresses.
- Two front oaks, and old stub cuts fixed
Both oaks thinned and raised for about 10 ft of clearance over the roof, a neighbor’s limbs cut back off the house, and stub cuts left by an earlier trimmer cleaned up.
- Seven trees in one visit
A magnolia, five oaks and a pine pruned from the lift for house, walkway and driveway clearance, with heavy moss lightened in two of the oaks.
- Leaders over the house and a palm cleanup
Oak leaders over the roof and at the drive entrance removed, deadwood taken out of a camphor, and a palm cleaned of seed pods and low fronds.
What’s included
- Clearance pruning: roof, lanai, driveway, sidewalk and street clearances set for each tree.
- Deadwood removal: dead limbs, usually 2 inches and larger, taken out of the canopy.
- Structural pruning: weak or crossing limbs reduced and end-weight lightened where it helps, without over-thinning.
- Moss and vines: heavy Spanish moss lightened and vines pulled out of the canopy on request.
- Palms: seed pods and dead or hanging fronds removed, trimmed to the look you want.
Trees we trim most here
- Live oaks: a light structural and clearance prune every 2–3 years.
- Laurel oaks: checked more often. They’re shorter-lived and prone to decay, so we look at old wounds and the base.
- Slash pines: dead limbs removed and limbs over the roof cut back. Pines aren’t thinned like oaks.
- Camphors and magnolias: kept off the house and out of neighboring trees.
Read more about how live, laurel and water oaks differ in our Florida oak guide.
What to expect on trim day
- WalkthroughWe confirm clearances and priorities with you.
- ProtectionMats at entries, spotters at pool cages and service lines.
- PruningCuts made from our spider lift or by a climber, with limbs lowered under control.
- CleanupBrush chipped and hauled, hard surfaces raked and blown.
Winter Springs pruning rules
Routine pruning done to industry standards usually doesn’t need a city permit in Winter Springs. The city does prohibit topping, hatracking and similar over-cutting on shade trees, and cutting heavy enough to make a tree decline can be treated like a removal. Trees on City property or in the right-of-way can’t be trimmed without the City’s permission.
Arborist oversight
Pruning plans are reviewed by our ISA Certified Arborist, and our crews follow ANSI A300 pruning standards. If a tree looks unsafe, a formal risk assessment is available as a separate paid service. About our ISA Certified Arborist
Pricing
We price by the job, not by the hour. Number of trees, canopy height, access and how much clearance work is needed set the price. Trimming several trees in one visit usually costs less per tree. Estimates are free and come as one fixed price in writing.
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.
Winter Springs tree trimming FAQs
Do I need a permit to trim trees in Winter Springs?
Routine pruning done to industry standards usually doesn’t need a city permit. Winter Springs prohibits topping, hatracking and similar over-cutting on shade trees, and trees on City property or in the right-of-way can’t be trimmed without the City’s permission.
How much clearance should I keep over my roof?
We set clearance for each tree. On our recent Winter Springs jobs that’s ranged from about 8–10 ft over roofs to about 15 ft over driveways and the street, depending on the tree and what’s under it.
How often should I trim my oaks?
Live oaks often do well on a 2–3 year cycle for light structural and clearance work. Laurel oaks and trees over a roof may need a look more often.
Should I have the Spanish moss removed?
Moss doesn’t kill a tree, but heavy moss adds weight and shades the interior. We can lighten it as part of a prune. On recent jobs we’ve taken out roughly half or more from the center of the canopy.
Can you fix bad cuts from a previous trimmer?
Often, yes. We clean up stubs and improper cuts back to proper pruning points so the tree can seal the wounds. Topped or lion-tailed trees take a few pruning cycles to recover.
How should palms be trimmed?
To the look you want. We remove seed pods and dead or hanging fronds, and recommend keeping enough healthy green fronds. A common target is removing fronds outside the 10-to-2 position.
Are estimates free, and are you insured?
Yes to both. Trimming estimates are free with one fixed price in writing. Kevin’s Tree Service carries general liability and workers’ compensation insurance. Certificates of insurance are available upon request.