Get matched with top tree service pros in Windermere, FL
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TRUSTED BY WINDERMERE, FL HOMEOWNERS
4.6 Average homeowner rating
1.9k+ Verified tree services reviews
Verified Reviews for Tree Service pros in Windermere, FL
*The Angi rating for Tree Service companies in Windermere, FL is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Tree Service needs.
*The HomeAdvisor rating for Tree Service companies in Windermere, FL is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Tree Service needs.
Last update on November 07, 2025
Find Tree service pros in Windermere
True Outdoors LLC
1957 Brewster Drive
True Outdoors LLC
1957 Brewster Drive
Customers say: Quality work
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers
5 years of experience
We pride our company on reliability, great communication, integrity and quality work. We are experts in the tree industry, this is our one and only speciality. We are part of the Florida ISA chapter and prune/remove according to ANSI standards. Our goal is best to keep you as educated as we can on your particular task or project. We look forward to working with you.
"True Outdoors team trimmed 6 palm trees in our front and side yards. Damon, Brandon and team did an efficient, high quality job in a timely manner. I recommend and will use them again."
Ron P on September 2024
We pride our company on reliability, great communication, integrity and quality work. We are experts in the tree industry, this is our one and only speciality. We are part of the Florida ISA chapter and prune/remove according to ANSI standards. Our goal is best to keep you as educated as we can on your particular task or project. We look forward to working with you.
"True Outdoors team trimmed 6 palm trees in our front and side yards. Damon, Brandon and team did an efficient, high quality job in a timely manner. I recommend and will use them again."
Ron P on September 2024
Cramer Home Improvement
1247 Oakdale Street
Cramer Home Improvement
1247 Oakdale Street
4 years of experience
Free onsite estimate
I pride myself on my professionalism, as well as my ability to complete every job to the homeowner's total satisfaction. I never leave a job unfinished, or a homeowner not 100% satisfied with my level of service - Call today!
I pride myself on my professionalism, as well as my ability to complete every job to the homeowner's total satisfaction. I never leave a job unfinished, or a homeowner not 100% satisfied with my level of service - Call today!
High-Rise Tree & Landscape, LLC
2 Guava Lane
High-Rise Tree & Landscape, LLC
2 Guava Lane
Customers say: Quality work
61 local quotes requested
6 years of experience
We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business! Book with us online or feel free to give us a call today!
"I can honestly say that Travis and the crew did a wonderful job for me. Ver professionable, honest and knowledgeable. He went above and beyond my expectations. I would definitely recommend them to my family and friends."
Jacqueline D on October 2025
We pride our company on reliability, great communication, integrity, and quality work. We are experts in our trade and will do our best to keep you as educated as we can on your particular task or project. We look forward to earning your business! Book with us online or feel free to give us a call today!
"I can honestly say that Travis and the crew did a wonderful job for me. Ver professionable, honest and knowledgeable. He went above and beyond my expectations. I would definitely recommend them to my family and friends."
Jacqueline D on October 2025
Eco Landscape & Tree, LLC
PO Box 3543
Eco Landscape & Tree, LLC
PO Box 3543
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
7 years of experience
Welcome To Eco Landscape & Tree, LLC. We are excited to exceed your expectations. As experts, we will handle your needs with the high quality expertise that your home or business deserves. We offer competitive prices and customer satisfaction is our number one priority. Call us now!
"Tony and his team are amazing. We hired them in October 2018. They keep an eye on everything from us without us having to bring it up. The clean up is immaculate every time and tony does a great job keeping us up to date on any changes he makes to our lawn care. They also take care of our shrubs and two palms."
Cammie T on March 2019
Welcome To Eco Landscape & Tree, LLC. We are excited to exceed your expectations. As experts, we will handle your needs with the high quality expertise that your home or business deserves. We offer competitive prices and customer satisfaction is our number one priority. Call us now!
"Tony and his team are amazing. We hired them in October 2018. They keep an eye on everything from us without us having to bring it up. The clean up is immaculate every time and tony does a great job keeping us up to date on any changes he makes to our lawn care. They also take care of our shrubs and two palms."
Cammie T on March 2019
Top Gunn Lawn Care
13506 Summerport Village Parkway, Unit 814
Top Gunn Lawn Care
13506 Summerport Village Parkway, Unit 814
Customers say: Quick response
Recommended by 100% of Angi customers
Recommended by 100% of HomeAdvisor customers
15 years of experience
We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We offer a variety of services that are customizable to each individual project. You will find us to be competitively priced, paying close attention to the details of each and every project that we are involved with. We look forward to building lasting relationships and guarantee your satisfaction!
"My wife and I are very tired mpressed with the quality of the work. The clean up afterwards was awesome."
Joseph S on March 2022
We are a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. We offer a variety of services that are customizable to each individual project. You will find us to be competitively priced, paying close attention to the details of each and every project that we are involved with. We look forward to building lasting relationships and guarantee your satisfaction!
"My wife and I are very tired mpressed with the quality of the work. The clean up afterwards was awesome."
Joseph S on March 2022
RightWay Landscape & Tree Professionals
P.O.Box 5005
RightWay Landscape & Tree Professionals
P.O.Box 5005
Customers say: Quick response
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers
9 years of experience
RightWay Landscape & Tree Professionals, LLC has been providing Central Florida with quality service since 2006. We offer: -Landscape design -Landscape installation -Tree trimming/removal -Sod:sales,delivery and installation -land clearing -Storm prep and cleanups "Get it done the "RightWay"!!! Contact us (863)236-0000 [email protected] WWW.RightWayTrees.COM
"They were asked to cut my ferns and instead chopped out a approx 7' xx7' Bush and took away my privacy. My neighbours and I can see around each of our pool areas. I have written to them several times. Have been totally ignored. I have it in writing please remove "ferns"!"
Nicole G on December 2024
RightWay Landscape & Tree Professionals, LLC has been providing Central Florida with quality service since 2006. We offer: -Landscape design -Landscape installation -Tree trimming/removal -Sod:sales,delivery and installation -land clearing -Storm prep and cleanups "Get it done the "RightWay"!!! Contact us (863)236-0000 [email protected] WWW.RightWayTrees.COM
"They were asked to cut my ferns and instead chopped out a approx 7' xx7' Bush and took away my privacy. My neighbours and I can see around each of our pool areas. I have written to them several times. Have been totally ignored. I have it in writing please remove "ferns"!"
Nicole G on December 2024
Lady Maria Tree Service
15732 Trigonia Street
Lady Maria Tree Service
15732 Trigonia Street
Customers say: Quick response
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
340 local quotes requested
With several years of experience, we work hard to bring each customer the best possible service and quality available. We look forward to working with you on your next project. We welcome your questions and thank you for your interest.
"Angel and the crew did a great job. I will definitely recommend Lady Maria Tree Services."
Gerald L on October 2025
With several years of experience, we work hard to bring each customer the best possible service and quality available. We look forward to working with you on your next project. We welcome your questions and thank you for your interest.
"Angel and the crew did a great job. I will definitely recommend Lady Maria Tree Services."
Gerald L on October 2025
RichardSean Construction & Management, Inc.
2824 SE 21st Way
RichardSean Construction & Management, Inc.
2824 SE 21st Way
Customers say: Quality work
Recommended by 95% of Angi customers
Recommended by 95% of HomeAdvisor customers
27 years of experience
State certified Licensed General Contractor & Certified Arborist One Source for Your Project & Property We combine expert Tree Management with full Construction Management services. From land development and cost planning to complete project oversight. Decades of experience, on time, on budget, and built to last. Call today to protect your property and bring your project to life!
"We hired RSC in late 2024 for a full home renovation. At first, the process was reasonable but it became clear the cost + budget were overrun. When the problem was identified, Richard became defensive, combative, and unreasonable. He was verbally abusive and threatening over WhatsApp and telephone. I had to order a stop work. The new Project Manager was great. The office manager Tina was wonderful. However, they both were the 2nd individuals in those roles - way too much turnover on the team to feel confident with progress. Richard himself is a nightmare to work with - we asked for a warranty repair in October 2025 after the work was completed and ended up in an email argument with Richard where he threatened us (again) with legal action. The process of working with Richard is chaotic, stressful, and he is not trustworthy. I do not recommend. "
Keisha H on October 2025
State certified Licensed General Contractor & Certified Arborist One Source for Your Project & Property We combine expert Tree Management with full Construction Management services. From land development and cost planning to complete project oversight. Decades of experience, on time, on budget, and built to last. Call today to protect your property and bring your project to life!
"We hired RSC in late 2024 for a full home renovation. At first, the process was reasonable but it became clear the cost + budget were overrun. When the problem was identified, Richard became defensive, combative, and unreasonable. He was verbally abusive and threatening over WhatsApp and telephone. I had to order a stop work. The new Project Manager was great. The office manager Tina was wonderful. However, they both were the 2nd individuals in those roles - way too much turnover on the team to feel confident with progress. Richard himself is a nightmare to work with - we asked for a warranty repair in October 2025 after the work was completed and ended up in an email argument with Richard where he threatened us (again) with legal action. The process of working with Richard is chaotic, stressful, and he is not trustworthy. I do not recommend. "
Keisha H on October 2025
CT Stump Grinders
1640 Highland Dr
CT Stump Grinders
1640 Highland Dr
Customers say: True professional
Recommended by 94% of Angi customers
Recommended by 94% of HomeAdvisor customers
33 local quotes requested
CT Tree and stump has the BEST PRICES and BEST SERVICE for Tree and stump removal. Your satisfaction is our #1 priority. We are fully LICENSED and INSURED, and stand by our work 100%. Also, we are owner-operators, so there's no outsourcing and no middleman pricing. Contact us first for the BEST DEAL and BEST SERVICE!!
"happy with the service"
Randy M on September 2025
CT Tree and stump has the BEST PRICES and BEST SERVICE for Tree and stump removal. Your satisfaction is our #1 priority. We are fully LICENSED and INSURED, and stand by our work 100%. Also, we are owner-operators, so there's no outsourcing and no middleman pricing. Contact us first for the BEST DEAL and BEST SERVICE!!
"happy with the service"
Randy M on September 2025
Look-N-Good Lawn & Landscaping, Inc.
210 West Division Street
Look-N-Good Lawn & Landscaping, Inc.
210 West Division Street
23 local quotes requested
12 years of experience
We are committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade, combined with ability, is what makes us true professionals. Above all, we are watchful of our customers' interests and make their concerns the basis of our business.
"Please look NO further for your lawn care...I found the workers work to be above and beyond. They trim blow and leave your lawn like their name "Looking Good". I wouldn't trade them for the world ! Happy customer "
Marlene C on June 2025
We are committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade, combined with ability, is what makes us true professionals. Above all, we are watchful of our customers' interests and make their concerns the basis of our business.
"Please look NO further for your lawn care...I found the workers work to be above and beyond. They trim blow and leave your lawn like their name "Looking Good". I wouldn't trade them for the world ! Happy customer "
Marlene C on June 2025
Tree Service questions, answered by experts
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.
Find out how much it costs to plant a tree based on the number of trees, their size, where you want to plant them, and DIY versus professional costs.
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Get transparent shrub removal cost info. Learn average prices, key cost factors, and tips to save on your next shrub removal project.
Discover what the current average tree removal cost is based on different factors to know how much it will cost to take care of a dead or troublesome tree on your property.
A dead tree is a hazard, but what do you do with one in the backyard? Fortunately, you have options: Here’s everything to do with your dead tree.
Wondering who to call when a tree falls in the road? The answer varies for public and private roads—find out more with this guide.
Grinding a tree stump requires a chainsaw, heavy-duty equipment, and a strategy for cleaning up debris. Keep reading to learn how to use a stump grinder.
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What do you need done? We’ll find top pros.
- 🌱 "Mow a small front yard"
- 🛠 "Fix a leaking pipe under the sink"
- 🏠 "Repair shingles on an asphalt roof"