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TRUSTED BY WINDERMERE, FL HOMEOWNERS

  • Average homeowner rating star icon4.5
    Average homeowner rating
  • Verified reviews icon1.6k+
    Verified tree services reviews

Top-Rated Tree service pros in Windermere - Updated Nov 2026

Avatar for RightWay Landscape & Tree Professionals
RightWay Landscape & Tree Professionals
4.7(
83
)
Tree RemovalTree Trimming

Serving Windermere, FL and surrounding areas

Approved

In business since 2016

Free estimates

Emergency services offered

"After trying several other tree services I finally found the right one. They were professional and on time and did exceptional work. They were the best crew of workers I have ever had. I would highly recommend this company to everyone. GREAT JOB !!!!"
AFTER
David and Goliath
West StoneBridge HOA
Do you need mulch?
A couple small oak removals

+33

Response time8 hrs
Recommended by95%of homeowners
Avatar for All Seasons Property Management Services, LLC
All Seasons Property Management Services, LLC
4.7(
360
)
Tree TrimmingTree RemovalTree Stump - Remove+2 more

Serving Windermere, FL and surrounding areas

Approved

Super Service Award Winner

In business since 2010

Free estimates

Credit card accepted

"Optimum service experience. Project started out well when Patrick showed up when he said he would for the initial estimate. Once contracted, Patrick and his crew showed up on time to do the work -- removal of four trees, three fairly small and one quite large. Tree removal took the better part of a full day, with an additional half day for stump grinding and removal of remaining debris. The crew took care to minimize damage to collateral vegetation and hardscape, and paid significant attention to minimizing debris falling into my neighbor's yard. Final cleanup included raking and blowing sawdust and bits from both my yard and my neighbor's yard. Very impressive."
Tree Service/Management
Tree Service/Management Equipment
Tree Service/Management Equipment
Tree Service/Management
Downed Tree

+16

Response time4 hrs
Response rate97%
9 neighbors recently requested a quote
Avatar for CT Stump Grinders
CT Stump Grinders
4.9(
143
)
Tree Stump - RemoveTree Stump - Remove - For Business

Serving Windermere, FL and surrounding areas

Approved

Super Service Award Winner

In business since 2020

Free estimates

Emergency services offered

"They called in the morning and were out and completed the job in the afternoon. They cleaned up and actually took away some tree branches that had previously accumulated at no extra charge! Same day service and a very reasonable price is unheard of these days! I would give them a 6.0 if I could! AA1++"
Stump Grinding
CT Loader
CT Loader
Clearing Bamboo Brush
Jace Sawing Down Brush

+11

Response time4 hrs
Response rate95%
16 neighbors recently requested a quote
Avatar for True Outdoors LLC
True Outdoors LLC
4.8(
29
)
Tree RemovalTree Removal - For BusinessTree Trimming+1 more

Serving Windermere, FL and surrounding areas

Approved

In business since 2020

Free estimates

Emergency services offered

"Workers arrived on time, removed a large maple tree in a difficult location behind my shed and cleaned up everything. They also removed a large palm and a large dead branch from an Oak tree. The price for the job was competitive and reasonable for the work performed. Ethan impressed me with his knowlege of tree horticulture and proper pruning of trees. I will use this company again when needed!"
Response time7 hrs
Response rate90%
Recommended by92%of homeowners
Avatar for TTS Stump Grinding Services LLC
TTS Stump Grinding Services LLC
5.0(
10
)
Tree Stump - RemoveTree Stump - Remove - For Business

Serving Windermere, FL and surrounding areas

Approved

In business since 2021

Free estimates

Offers commercial services

"Tommy is a man of his word he does his job with pride I have told my friend about Tommy because of the professional service he gave I am true happy that I chose him and not anyone else thanks Tommy for a job well done and price right for my pocket."
Response time2 hrs
Recommended by90%of homeowners
Avatar for Harmon Landscaping, LLC
Harmon Landscaping, LLC
4.7(
25
)
Tree RemovalTree TrimmingTree Removal - For Business+1 more

Serving Windermere, FL and surrounding areas

Approved

In business since 2014

Free estimates

Small jobs welcome

"Kevin was GREAT! Not only was he always on time, but his price was VERY affordable and fair and he went above and beyond my expectations. We hired him to remove two trees and it looks brand new... he even put fresh mulch over the spots and you canâ t even tell there were 2 giant dying trees there before. Definitely will be using him again for more landscaping needs!"
Back yard
Response time2 days
5 neighbors recently requested a quote
Recommended by100%of homeowners
Avatar for ELEVATED LAWN AND LANDSCAPE
ELEVATED LAWN AND LANDSCAPE
5.0(
19
)
Tree RemovalTree TrimmingTree Stump - Remove+3 more

Serving Windermere, FL and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

"Will and his team were very polite and respectful! They arrived on time and got right to work on our lawn. We had several steps involved in putting down new sod , (Provista),removing the old lawn, prepping the lawn and sprinkler system, delivery of new sod. Will kept us informed of every step as they went along. Our lawn looks beautiful and they did an excellent job from start to finish!! We would absolutely recommend Will and his team at Elevated Lawn and Landscaping!! Awesome work, Thank you so much . Craig & Rhonda Pearson"
Oak tree trimming
Sod Install
79 neighbors recently requested a quote
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Showing 1-10 of 527
Tree Service FAQs, answered by experts

You need to remove all branches affected by Dutch elm disease. If your tree has several affected branches, you will probably need to remove the entire tree. First, consult a pro to be sure that you’ve correctly identified it as an elm tree. Make sure the tree is properly disposed of with a plastic covering or through debarking, chipping, or burning.

You may need permission to take a tree down. Check with your local ordinances about rules regarding tree removal and to gain any necessary permits. Check with your local ordinances or the fire department if you plan to burn the stump. Make sure you have all the steps in place before removing the tree, or contact a local tree removal service.

It depends. Smaller, younger trees take longer to mature, but they're more resilient, their roots don't get as damaged during transplanting, and they recover faster. Plus, they're much more affordable to plant, and it's possible to DIY the planting. 

On the other hand, mature trees produce fruit faster and provide more shade and privacy immediately. Ideally, a small or medium tree is the better choice if you can wait a few years for it to mature. But if you need immediate maturity, a larger tree is the only option.

If you’re wondering whether you can plant a tree where the stump was removed, know that the soil conditions won’t be ideal, so you should avoid it. The soil beneath the previous tree will likely be depleted of nutrients, plus there may be roots left behind that will seriously hinder the growth of a new tree. Also, if you use salt or other chemical solutions to kill the stump, these can linger in the soil for months or even years and prevent healthy growth. It’s best to choose a different spot that’s at least three feet away for a new tree, or wait at least a year and thoroughly amend the soil before you plant.

For trimming trees, your best tool is a pair of pruning shears or loppers. Both options work best for branches that are under 3 inches in diameter. Trimming trees with a larger diameter may require a robust tool like a small chainsaw or a handsaw, so take into account your tree’s diameter when deciding between tools.

The Windermere, FL homeowners’ guide to tree services

From average costs to expert advice, get all the answers you need to get your job done.