Tree Service in Winter Springs, FL
Tree removal, pruning and stump grinding for Winter Springs homes, from Tuscawilla’s golf-course lots to the bigger yards of the Ranchlands, with ISA Certified Arborist oversight.
Tree down on the house or across the drive? Our phones are answered 24/7. Crews are dispatched as availability, weather and safety allow. Emergency tree removal
- 4.8 ★Over 1,000 Google reviews
- ISA Certified ArboristProfessional oversight
- Fully insuredGeneral liability + workers’ comp
- Since 1987Office in nearby Oviedo
Recent Tree Work in the Winter Springs Area
Completed jobs from our own records, April–October 2026, listed by ZIP code. We never publish customer names or street addresses.
- 56-inch live oak at the corner of the house
A huge co-dominant live oak with decay at the base, plus a chinaberry growing up into it. Both removed in sections, stumps ground, and a neighbor’s limbs cut back off the roof.
RemovalStump grindingArborist letter - Dead live oak by the street, ready for sod
Taken down with our grapple-saw truck so no climber had to go up a dead tree. Stump and root flare ground flat and everything hauled away for new sod.
Grapple sawStump grinding - Front oak raised for 15 ft of clearance
Low limbs lifted over the roof, driveway and road, deadwood 2 in. and larger removed, and heavy moss thinned. A back limb growing over the lanai came out too.
PruningLift - Laurel oak between two houses
Lower limbs raised for 8–10 ft of clearance over both roofs, with sucker growth and deadwood cleaned out.
PruningLift - Two dead pines beside power lines
Roadside pines in a right-of-way, too close to the lines to cut safely while energized. We scheduled a power disconnect with the utility, then took both down from the lift.
RemovalPower linesLift - Live oak behind a fence, kept as a habitat pole
No equipment access to the backyard, so the canopy was taken apart from our spider lift, roped down and carried out by hand. A 12–15 ft trunk was left standing for wildlife, as requested.
Spider liftRiggingHabitat pole
Our crews at work
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General photos of KTS crews and equipment, not photos of the specific jobs above. See more of our work
Tree services in Winter Springs
Tree Removal
Dead, decaying and storm-broken trees taken down in sections, by climber, lift or our grapple-saw truck, planned around houses, pool cages and fences.
Tree removal in Winter Springs →Tree Trimming & Pruning
Roof, driveway and street clearance, deadwood removal and structural pruning for oaks, pines and palms, following ANSI A300 pruning standards.
Tree trimming in Winter Springs →Crane Services
Our grapple-saw crane for tight or hazardous removals. When a tree is too big or too far from the street, we hire a larger crane and tell you before the job is booked.
Crane services →Storm Prep & Emergency Response
Pruning before hurricane season, phones answered 24/7, and cleanup of fallen trees and broken limbs. Dispatch depends on crew availability, weather and safety.
Emergency tree service →Also available: Stump grinding · Palm trimming · Arborist assessments & letters · Grapple truck debris hauling
What we see on Winter Springs properties
Much of Winter Springs was built among existing oaks and pines, so many yards have trees that are older than the houses. In Tuscawilla and Oak Forest that usually means big live and laurel oaks close to roofs, screen enclosures and fairways. In the Ranchlands, larger lots carry tall slash pines and oaks that were never pruned. On lots near Lake Jesup and along Gee Creek, low, wet ground can leave roots shallow and trees easier to tip in a storm.
Many of our calls here are clearance work: oak limbs resting on the roof, growing over the driveway, or hanging low over the street where trucks and school buses pass. Laurel oaks are the most common removal. They’re shorter-lived than live oaks and often show decay at the base or in old pruning wounds, so our ISA Certified Arborist checks them before we recommend taking one down.
Our crews prune to ANSI A300 standards: no topping, no lion-tailing and no stripping out the interior of the canopy. Our office is a short drive away in Oviedo, so Winter Springs is part of our regular weekly routes.
Neighborhoods we work in
- Tuscawilla
- Oak Forest
- Chelsea Parc
- Wicklow Greens
- Country Club Village
- The Highlands
- The Ranchlands
- Near Town Center & Central Winds Park
ZIP code 32708. Some homes with a Winter Springs mailing address are in unincorporated Seminole County, where county tree rules apply instead of the city’s. We work there too.
Permits and HOAs
Inside city limits, Winter Springs generally requires an arbor permit before a tree is removed, including on single-family lots, and replacement trees may be required (City of Winter Springs arbor permit). Large specimen and historic trees have extra protection. We’ll help you confirm which rules apply to your property. Kevin’s Tree Service can assist with tree removal permit applications when required. HOAs such as those in Tuscawilla often need their own approval too.
ISA Certified Arborist Oversight
Our ISA Certified Arborist reviews hazard trees, keep-or-remove decisions and pruning plans. Estimates for ordinary tree work are free. A formal arborist assessment or letter, for example to document a dangerous tree, is a separate paid service.
Equipment that fits the yard
We own the equipment most Winter Springs jobs need, so we plan the right setup for your property instead of waiting on rentals.
- Fassi 390 grapple-saw crane. Grips a section, cuts it and sets it down where we choose, so less climbing in dead or damaged trees.
- CMC 72HD spider lift. A tracked lift that fits through many backyard gates to reach oaks over pool cages and lanais.
- Chippers, loader and stump grinders. Brush is chipped on site, logs carried out without dragging them across the lawn, and stumps ground below grade.
For trees too large or too far from the street for our crane, we hire a larger crane and include it in your quote.
What tree work costs
Every job gets a free written quote with one fixed price. What moves the price most is the tree’s size and condition, what’s underneath it (roof, pool cage, power lines), how we get equipment to it, and whether stump grinding is included.
Typical price ranges from our job records: Tree removal cost guide · Tree trimming cost guide · Financing for jobs over $500
How an estimate works
- VisitWe look at the tree, access and what’s underneath it.
- Written quoteOne fixed price for the job, with any options laid out.
- Job dayMats down, controlled lowering, crane or lift if needed.
- Walk-throughWood hauled, site raked, you check the finish.
What customers say
Request a free estimate
Tell us about the tree and add a few photos. It only takes a couple of minutes.
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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 service questions
Do I need a permit to remove a tree in Winter Springs?
In most cases, yes. Inside city limits, the City of Winter Springs generally requires an arbor permit before a tree is removed, including on single-family lots, and replacement trees may be required depending on the tree’s size and condition. Some 32708 addresses are in unincorporated Seminole County, where different rules apply. Kevin’s Tree Service can assist with tree removal permit applications when required. HOA approval is a separate step.
Can an arborist letter replace the city permit?
Sometimes. 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 the documentation. That assessment is a paid service, separate from your free estimate.
Do I need a permit to trim my trees?
Routine pruning done to industry standards usually doesn’t need a city permit. Winter Springs prohibits topping and hatracking on shade trees, and trees on City property or in the right-of-way can’t be trimmed without the City’s permission. Our crews prune to ANSI A300 standards.
Are estimates free?
Yes. Estimates for ordinary tree work like removal, trimming and stump grinding are free, and you get one fixed price in writing. Formal arborist assessments and letters are a separate paid service.
What if a tree falls at night or on a weekend?
Call us. Phones are answered 24/7, and we dispatch a crew as availability, weather and safety allow. If anyone is hurt or a tree is on a power line, call 911 and the power company first.
Do you work in Tuscawilla and other HOA communities?
Yes, regularly. Many Winter Springs HOAs need their own approval before a tree is removed, so check with yours early. Certificates of insurance are available upon request for you, your HOA or your property manager.
How often should oaks in Winter Springs be trimmed?
Mature live oaks often do well on a 2–3 year pruning cycle. Laurel oaks, which are shorter-lived and more prone to decay, and any tree hanging over a roof may need a look more often.
What’s included in your cleanup?
Brush is chipped and hauled away, wood is removed, and hard surfaces are raked and blown. When stump grinding is part of the job, grindings are hauled away unless you ask us to leave them for your beds.
Are you insured?
Yes. Kevin’s Tree Service carries general liability and workers’ compensation insurance. Certificates of insurance are available upon request.
Nearby areas
Oviedo Casselberry Longwood Sanford Winter Park Lake Mary All service areas
