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Tree Services in Winter Park, FL

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Service Pros

    Clean Cut Lawns Logo
    Orlando, FL·

    Maintenance & Mowing, Shrub Trimming/Removal, Fall/Spring Clean Up

    "Jay is very reliable, any time I need my lawn cut he is there the very next day. My front lawn and backyard look great because of his work. I highly recommend his work."

    Elizabeth R. in June 2021

    AP
    Deltona, FL·

    Landscaping & Sprinklers

    "Their attention detail is second to none they causally go to their community addressing any issue. They also help with to do they any type of work, I would highly recommend this company to anyone!"

    Drew M. in August 2021

    LL
    Orlando, FL·

    Lawn Care

    "I installed a French drain while I was away on vacation. On my return, I could hardly tell that they did the work because they put back the grass so perfectly. What a pleasure not to have to worry about flooding every time it rains hard"

    Joseph T. in August 2019

    J & Y Contractors, LLC Logo
    Longwood, FL·

    Misc Repair Jobs, Home Improvement Expert, Handyman Services , and 7 more

    "I had my backyard fenced in and I can't thank J&Y enough for his hardwork. He was on time and finished the project in a few hours. I am very please with his work. He was very informative and I would definitely recommend!"

    Camelia P. in September 2021

    Cox Arboriculture Services, LLC Logo
    Winter Park, FL·

    Tree Service

    "Very professional, great prices, complete job with debris removal. A pleasure to work with. Very knowledgeable."

    Candice P. in July 2020

    WL

    In business since 2023

    Orlando, FL·

    About us: "Lawn Legend is 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."

    AT

    "Very professional crew came to trim my very big oak in my front yard. They were quick, and had the job done within an hour. Later the same day within two hours, the equipment was here to rake my yard and dispose of all the limbs. When they left I was very satisfied with the job they did and the professionalism they took. Thank you."

    F894A71146C937D67698BEBFF27E4047E9555D9B1A70B6811229BD179F170D15 0. in September 2025

    Pro Trim Tree Services Logo
    Deland, FL·

    Professional Tree Trimming Services, Professional Tree Removal Services

    "Caleb and his crew are extremely professional. He removed 10 trees, a dozen stumps and trimmed one tree. I have used other tree companies for previous projects and he was by far the most professional and cheapest. He is properly insured and his crew used all the proper safety precautions at the job site. I recommended him to my neighbor for tree removals and they was very pleased with his work as well. I highly recommend going with this company. You will definitely be very pleased with the professionalism and quality of work."

    Deliah J. in July 2019

    TO

    "Ethan and his crew did a amazing job removing large dead pine tree before hurricane season was to begin. The crew was extremely careful removed in section and returned to remove the stump. I would definitely recommend True Outdoor LLC"

    Alberto C. in July 2024

    AL
    Apopka, FL·

    Lawn and Garden Sprinkler System - Install, Lawn Care - Maintain and Mow a Lawn, Trees & Shrubs - Treat, Protect and Maintain , and 2 more

    "We are very happy with Fernando!"

    Rio G. in April 2019

    Surface And Structure Logo
    Sanford, FL·

    Remodels, Cabinets, Countertops , and 7 more

    "We hired Troy at Surface and Structure to do design and permitting work when we decided to do an expansion on our daycare. The city came to us with 3 major issues having to do with flood planes, surface water and existing structures. The requirements they were throwing at us would have absolutely killed our project. Troy met with the city officials and negotiated reasonable solutions to each of the problems that saved our project. All of the costly requirements were avoided and we got to do our expansion."

    Traci P. in January 2024

    BE
    Debary, FL·

    Landscape - Install Landscaping for Yard or Garden, Designer - Landscape, Landscape - Install Synthetic Grass for Landscaping, Putting Greens, Play Areas, etc. , and 2 more

    "His communication with clients is excellent. His work is top-notch!"

    Larry C. in June 2022

    B & R Tree Trimming and Removal LLC Logo

    "B & R Tree Trimming and Removal did an outstanding job on our property.They removed several trees quickly and safely, and their work was excellent from start to finish. The crew was professional, friendly, and polite, and they came fully prepared with the right tools and equipment for the job. They also took the time to clean up thoroughly afterward, leaving everything neat and better than they found it. Their rates were very reasonable, especially considering the quality of the work. Highly recommend B & R Tree Trimming and Removal to anyone needing tree services."

    429172DCDA6594DB43259399F1D62829E32C3C952C90415F629C62C3938498A0 4. in January 2026

    Stella Bee Outdoor, LLC Logo
    Maitland, FL·

    Landscape design, Landscape, Hardscape , and 5 more

    "Very friendly and professional service"

    Kasper S. in October 2020

    Jake's Elite Tree Service Logo
    Winter Park, FL·

    Landscape Design, Disaster Relief, Tree Services

    "Jake was prompt came when promised and did excellent work trimming my palm trees."

    Susan P. in July 2022

    PL
    Deltona, FL·

    Property Maintenance

    "Kevin is responsive, polite and thorough. Best lawn care company and people we have had in 28 years. If we could give his company more stars we would. Rarely do you find a person and company in this industry who delivers the highest quality of service each and every week."

    Stockton R. in August 2024

    Adolfo Landscaping Services Logo
    Ocoee, FL·

    Fall/spring clean up, Mowing, Sprinkler systems , and 3 more

    "They started when they said they would! They worked very hard to prepare the yard foe new sod. They did extra on my frond yard with no extra charge. The new sod is growing fine and almost ready for the first cut. They came up with an edging idea using rocks around the border. My wife just loves her new backyard!"

    Philbrook S. in February 2018

    CC
    Altamonte Springs, FL·

    Organic: and non-GMO where applicable...pet and family friendly anti pest oils/soaps and non-lethal biological options are available!, Butterfly, herb, and cutting gardens: I can design and install beautiful tasting and looking gardens for year around enjoyment.., Colorful native low-maintenance arrangements for all seasons. , and 2 more

    "I have used Ryan 5 times and he is very hard working. He does exactly what you need and he always shows up on time."

    Marsha C. in April 2020

    RL
    Orlando, FL·

    "Excellent service and follow up."

    5B42398B507822F7F7C4E75F4347AF70BC94A05BC8BA12F58430B2D751AE4744 5. in January 2026

    DS

    In business since 2021

    Orlando, FL·

    Landscaping

    About us: "Here at Diverse Services of Orlando , We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer’s needs. It is our mission to provide excellent workmanship and complete customer satisfaction from start to completion of a project. In order to understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job is."

    WL

    In business since 2020

    New Smyrna Beach, FL·

    Land Clearing, Tree Removal

    About us: "With several years 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."

    AT
    Orlando, FL

    z

    "Had tree work done recently by Arreola’s Tree Service. They responded quickly to my request for information. They provided a reasonable quote, then promptly did the job. They were careful and delicate in tight areas. They worked with my neighbors. They completed the job when promised. Cleaned up and left the area just as i requested, cut snd clean. They were professional, friendly and overall just easy to work with. Great job. I would recommend them and will use them in the future."

    9CD96FAB8D9E3972B442730CF690B8F13CF3CD0D727A2B54DD1D4A0F04307C41 D. in May 2026

    KL
    Orlando, FL·

    "Removed tree after work done"

    dde S. in February 2023

    Harmon Landscaping Logo
    Orlando, FL·

    "They were very communicative, professional and affordable. Great experience working with them. I would definitely contact them first for future projects."

    Brittany G. in May 2023

    SP

    Power Washing, Tree Service

    About us: "We’re a locally owned and operated company with years of industry experience. We value honesty and integrity and treat your property as if it were our own. We offer a variety of Home Improvement services that are customizable to each individual project. We specialize in powerwashing and a variety of other projects. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships with our clients and guarantee your satisfaction!"

Showing 1-25 of 26 results

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HomeAdvisor Community Rating

Overall Rating:

Winter Park Tree Services are rated 4.8 out of 5 based on 430 reviews of 430 pros.

The HomeAdvisor Community Rating is an overall rating based on verified reviews and feedback from our community of homeowners that have been connected with service professionals. See individual business pages for full, detailed reviews.


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Recent Job Requests for Tree Services in Winter Park, FL

  • Project Location: Winter Park, FL
    Date: 02/02/24
    Tree or Shrub: Trees
    Location: Home
    Comment: Customer did not provide additional comments. Please contact the customer to discuss the details of this project.
  • Project Location: Winter Park, FL
    Date: 01/31/24
    Tree or Shrub: Both trees and shrubs
    Location: Home
    Comment: I have two young oak trees (I think) that need to be removed along with a couple shrubs. I'd like to replace one tree with some sort of palm.
  • Project Location: Winter Park, FL
    Date: 01/28/24
    Tree or Shrub: Trees
    Location: Home
    Comment: Trim branches from neighbors tree.
  • Project Location: Winter Park, FL
    Date: 01/20/24
    Desired Completion Date: Within 1 week
    Request Stage: Ready to Hire
    Is this an emergency?: Yes
    Tree or Shrub: Trees
    Comment: I need tree care.
  • Project Location: Winter Park, FL
    Date: 01/14/24
    Desired Completion Date: Timing is flexible
    Request Stage: Planning & Budgeting
    Property Owner: No
    # of Trees and Shrubs: 1
    Tree or Shrub: Trees
    Comment: No
  • Project Location: Winter Park, FL
    Date: 01/09/24
    Desired Completion Date: Timing is flexible
    Request Stage: Planning & Budgeting
    Location of tree stump: Front yard
    Property Owner: Yes
    Wood Chips: Haul extra away
    Location: Home/Residence
    # of stumps to be removed: 1
  • Project Location: Winter Park, FL
    Date: 01/08/24
    Desired Completion Date: More than 2 weeks
    Request Stage: Ready to Hire
    Property Owner: No
    Tree or Shrub: Trees
    Comment: Trees are near the house. Could cause damage in a storm
  • Project Location: Winter Park, FL
    Date: 01/08/24
    # of Trees and Shrubs: 1
    Tree or Shrub: Trees
  • Project Location: Winter Park, FL
    Date: 01/07/24
    Tree or Shrub: Both trees and shrubs
    Location: Home
    Comment: We are in need of cutting down a large sycamore tree that's in front of the house. We understand that there is a program for the elderly, whereby the tree is removed is free. If you have information on such a program, please contact us. Thank uou!

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