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.

KTS crew trimming a large live oak over a residential street, with the chipper at the curb
  • 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.

Before and after photo of an overgrown live oak trimmed for clearance and balance
Before and after: an overgrown live oak trimmed for clearance, still full and natural.

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.

  • Winter Springs area · 32708Two 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.

  • Winter Springs area · 32708Seven 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.

  • Winter Springs area · 32708Leaders 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

  1. WalkthroughWe confirm clearances and priorities with you.
  2. ProtectionMats at entries, spotters at pool cages and service lines.
  3. PruningCuts made from our spider lift or by a climber, with limbs lowered under control.
  4. 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.

Typical tree trimming prices from our job records →

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

Request a free estimate

Tell us about the tree and add a few photos. It only takes a couple of minutes.

Request a Free Estimate

Prefer to talk?

Call (407) 971-7714

Our phones are answered 24 hours a day, 7 days a week.

OfficeMonday–Friday, 8 am–4 pm
WeekendsOffice closed; phones still answered
HolidaysOffice 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.

Un-edited reviews — What our clients say about us!

All reviews
4.8
Google
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4.8
Facebook
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4.9
ExcellentTrustindex star 1Trustindex star 2Trustindex star 3Trustindex star 4Trustindex star 54.81352 reviews
4.8Trustindex star 1Trustindex star 2Trustindex star 3Trustindex star 4Trustindex star 5
Excellent1352 reviews
ExcellentGoogle star 1Google star 2Google star 3Google star 4Google star 54.81079 reviews
4.8Google star 1Google star 2Google star 3Google star 4Google star 5
Excellent1079 reviews
ExcellentFacebook star 1Facebook star 2Facebook star 3Facebook star 4Facebook star 54.9273 reviews
4.9Facebook star 1Facebook star 2Facebook star 3Facebook star 4Facebook star 5
Excellent273 reviews
Posted on Google Google
Kim
1 days ago
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Professional, dependable, knowledgeable, friendly… quick and easy process! We’ve used Kevin’s for years! Highly recommend!
Posted on Google Google
1 days ago
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Job was done on time and on budget.
Posted on Google Google
3 days ago
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Kevin's Tree Service provided a skilled work crew of four men with chain saws, and other equipment necessary to trim branches and remove trees. They completed the tree work, mulched the tree wood, then raked and remove all landscape debris.
Posted on Google Google
3 days ago
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Great communication and efficient work - wonderful resource
Posted on Google Google
8 days ago
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Kevin's tree service did a great job! It's hard to get people to show up these days. They were very efficient and cleaned everything up nicely! Would recommend!
Posted on Google Google
8 days ago
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Very professional, very courteous. The guys couldn't have been more thorough. The best service I have had done in quite some time. Also, the crews were very respectful not to block my road for all other neighbors.
Posted on Google Google
8 days ago
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Friendly work crew and immaculate clean up after the job.
Posted on Google Google
10 days ago
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I have used Kevin's Tree service several times over the years, always has been highly professional and reasonably priced Expert, reliable tree service
Posted on Google Google
19 days ago
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Kevin’s Tree Service did a fabulous job in removing a dead tree from our front yard. All the proper care was taken and clean up was great. I would recommend them anytime.
Posted on Google Google
31 days ago
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Kevin’s Tree Service is excellent! They did a great job with stump grinding, start to finish. Impressive equipment and crew. Thorough job working and cleaning up. Great team!
Posted on Google Google
34 days ago
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Fantastic work! Trees trimmed well and evened out beautifully. The team did a great job cleaning up after the work was done. Seamless from start to finish! Would definitely hire again!
Posted on Google Google
37 days ago
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Always a pleasure doing business with Kevin’s Tree Service. They are prompt, they show up when they promise and they do a great job cleaning up afterwards.
Posted on Google Google
42 days ago
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When getting my roof replaced it was suggested I get the trees hanging over my house cut back to reduce wear and tear on my roof. I got quotes from a couple of different companies and Kevin’s Tree Service was the best option. Faith stayed in communication with me at every step of the process and they worked with me to find a date that fit my schedule. On the scheduled date, the crew arrived on time, scoped out the area, and asked me what I was looking for to confirm that my expectations would accurately match what they did. They took great care to not cause damage to my yard with their equipment. Within 4 hours they had all the trees cut back. That included one guy needing to climb the one tree because the location of my septic tank prevented them from bringing the lift behind my house. They removed all the branches they cut and cleaned up the entire area. I am very happy with the service and look forward to working with them on any future tree trimming projects.
Posted on Google Google
45 days ago
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Excellent service at a reasonable price. This is the second time we’ve used Kevin’s Tree Service and would highly recommend to anyone looking for tree trimming and removal.
Posted on Google Google
45 days ago
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Prompt service. Good price. Didn't leave a mess. Took care of exactly what I needed done.
Posted on Facebook Facebook
671 days ago
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Kevin's is seriously the most professional and efficient company I've hired in a long time. The cost was extremely reasonable for the removal and stump grinding of our 2 trees. The work itself was handled with the utmost care, then leaving behind no trace. I would absolutely recommend Kevin's Tree Service to anyone in their area.
Posted on Facebook Facebook
764 days ago
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The amount of expertise the crew showed right from the time they showed up at my residence. Great Job Guys!
Posted on Facebook Facebook
787 days ago
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Kevin's Tree Service is very honest, helpful, as well as knowledgable about the work they do.
Posted on Facebook Facebook
1129 days ago
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I am so happy I chose Kevin's Tree Services!!!! We had so much to do on our property, and their team was so professional and helpful. Their agent came to our property, walked with me, and explained to me all the options. They sent six people to work on the property, and I was impressed with their excellent service and safety. They left the property clean and ensured I was happy with their work.
Posted on Facebook Facebook
1187 days ago
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😀They were on time and they cleaned up everything. They were very efficient and pleasant.
Posted on Facebook Facebook
1208 days ago
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Professional crew, did the job quickly and cleaned up well. 🙂
Posted on Facebook Facebook
1226 days ago
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Our big, very tall old oak tree was leaning a whole lot before I even noticed. When I did notice, I saw that every time it rained it moved a little bit more. Kevin’s Tree Service arrived with a well trained crew and equipment. They had the tree cut up, removed carefully and even cleaned up the yard in a few hours. Prompt, efficient and pleasant. Five stars for sure.
Posted on Facebook Facebook
1450 days ago
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Very Professional Everyone was so kind and friendly
Posted on Facebook Facebook
1514 days ago
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Today was my second time using Kevin’s Tree Service. They have great communication, arrived on time and were very professional and left my yard clean. Very happy with the work!
Posted on Facebook Facebook
1536 days ago
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Great and timely service... Highly recommend.
Posted on Facebook Facebook
1579 days ago
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Did a great job with the huge yard full of trees, moss and Palms! Arrived exactly when the said they would. Explained everything they were doing. Cleaned up as they worked and like magic they were gone!! Definitely would recommend them!
Posted on Facebook Facebook
1594 days ago
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We got 4 quotes for the tree service we needed done before hurricane season kicked into high gear. While they were neither the highest or the lowest of the quotes, we felt theirs was the most professional of the quotes/contracts we received. Everything was spelled out, every I dotted & every T crossed. You knew exactly what services you were getting & the price paid. When Kevin's Tree Service quoted our job, they also quoted a family members home in the same subdivision. On the day of our appointments they rolled in with all the equipment needed. Our job took about 45 minutes start to finish. Our family member's job. took just about an hour as they had double the trees. When they were finished both yards were clean, all debris was put into the chipper & hauled off. The price was very good, the service was excellent & as the trees continue to grow out, we expect to be using Kevin's Tree Service.
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1626 days ago
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Very pleased with Kevin’s Tree Service! They were on time, professional and cleaned up after. I was even asked through the project if I was satisfied with their work. Price was great too!
Posted on Facebook Facebook
1642 days ago
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They arrived on time and came prepared to do any job that maybe needed. The staff was knowledgeable, friendly and helpful. Will use them again the future.
Posted on Facebook Facebook
1661 days ago
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Here’s my dads review he couldn’t figure it out exactly …lol
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