
Get matched with top gutter cleaning pros in Winter Garden, FL
There are 12 highly-rated local gutter cleaning pros.
Need a pro for your gutter cleaning project in Winter Garden, FL?
TRUSTED BY WINTER GARDEN, FL HOMEOWNERS
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Average homeowner rating308
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Verified Reviews for Gutter Cleaning pros in Winter Garden, FL
*The Angi rating for Gutter Cleaning companies in Winter Garden, FL is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.
*The HomeAdvisor rating for Gutter Cleaning companies in Winter Garden, FL is a rating based on verified reviews from our community of homeowners who have used these pros to meet their Gutter Cleaning needs.
Last update on October 24, 2025
Find Gutter cleaning pros in Winter Garden

C2 Power Washing, LLC
C2 Power Washing, LLC
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.
"Mike is very professional and knowledgeable, highly reccomend"
Mitchell F on March 2023
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.
"Mike is very professional and knowledgeable, highly reccomend"
Mitchell F on March 2023

The Brothers That Just Do Gutters
The Brothers That Just Do Gutters
The Brothers that just do Gutters is a community minded, client-focused gutter contractor who understands the importance in investing in our employees, and providing our clients with a 5-star experience. We believe in the importance of honesty, integrity, and transparency. Because of this, we are fully committed to posting every review positive, or negative! We do this to not only keep ourselves honest, but to also use as a learning tool to better ourselves as service professionals. As a result, we have gained not only many loyal clients, but also, friends and neighbors. You may even recognize some of them as your own neighbors!
"Early to provide estimate, easy communications, on time for installation. Highly recommend."
Pete C on June 2025
The Brothers that just do Gutters is a community minded, client-focused gutter contractor who understands the importance in investing in our employees, and providing our clients with a 5-star experience. We believe in the importance of honesty, integrity, and transparency. Because of this, we are fully committed to posting every review positive, or negative! We do this to not only keep ourselves honest, but to also use as a learning tool to better ourselves as service professionals. As a result, we have gained not only many loyal clients, but also, friends and neighbors. You may even recognize some of them as your own neighbors!
"Early to provide estimate, easy communications, on time for installation. Highly recommend."
Pete C on June 2025

PaintSolid, LLC
PaintSolid, LLC
Since 2007, PaintSolid LLC has been providing Central Florida with top-notch house painting services. Our extensive list of services includes interior & exterior painting, kitchen cabinet painting, roof painting, flooring installation, pressure washing, and some handyman services. We offer competitive pricing, reliable timelines, commitment to quality, emergency services, free estimates, licensed in trade, and quick response time. We also believe in building relationships based on trust and are committed to our clients even after the project is completed. At PaintSolid, we are dedicated to helping you with all of your home projects, big or small. Let us show you why we are one of Central Florida’s trusted home services providers – contact us today for a free estimate! Regards, Archie at PaintSolid LLC Phone: 407-484-5391 Email: [email protected]
"Archie did a fantastic job. All of my neighbors are commenting about how great the house looks, and asking who the painter was. Thank you Archie."
Joe H on July 2024
Since 2007, PaintSolid LLC has been providing Central Florida with top-notch house painting services. Our extensive list of services includes interior & exterior painting, kitchen cabinet painting, roof painting, flooring installation, pressure washing, and some handyman services. We offer competitive pricing, reliable timelines, commitment to quality, emergency services, free estimates, licensed in trade, and quick response time. We also believe in building relationships based on trust and are committed to our clients even after the project is completed. At PaintSolid, we are dedicated to helping you with all of your home projects, big or small. Let us show you why we are one of Central Florida’s trusted home services providers – contact us today for a free estimate! Regards, Archie at PaintSolid LLC Phone: 407-484-5391 Email: [email protected]
"Archie did a fantastic job. All of my neighbors are commenting about how great the house looks, and asking who the painter was. Thank you Archie."
Joe H on July 2024
LeafFilter Gutter Protection
LeafFilter Gutter Protection
As the most reliable gutter protection brand in North America, LeafFilter Gutter Protection has improved the strength and longevity of gutter systems from coast to coast. The LeafFilter team provides gutter replacement, cleaning, and repairs in addition to installing gutter guards. From its innovative design and award-winning technology to its professional installation, LeafFilter protects the value of your home and is the perfect complement to your roof. Its patented three-piece system features a stainless steel micromesh screen, structural hangers, and uPVC framing to optimize debris repellence and weather resistance.
"Professional and fair pricing"
Patrick K on February 2025
As the most reliable gutter protection brand in North America, LeafFilter Gutter Protection has improved the strength and longevity of gutter systems from coast to coast. The LeafFilter team provides gutter replacement, cleaning, and repairs in addition to installing gutter guards. From its innovative design and award-winning technology to its professional installation, LeafFilter protects the value of your home and is the perfect complement to your roof. Its patented three-piece system features a stainless steel micromesh screen, structural hangers, and uPVC framing to optimize debris repellence and weather resistance.
"Professional and fair pricing"
Patrick K on February 2025

SunShine Services pros
SunShine Services pros
Welcome to Sunshine Services Pros ! Family owned and insured with 4+ years experience in the industry! We take pride in the quality of work and customer satisfaction that we give each and every customer! We are known to pay exquisite attention to detail, while making customer satisfaction our top priority. Call us today to learn more about how we can help you!
"job well done and fast."
Laura V on October 2025
Welcome to Sunshine Services Pros ! Family owned and insured with 4+ years experience in the industry! We take pride in the quality of work and customer satisfaction that we give each and every customer! We are known to pay exquisite attention to detail, while making customer satisfaction our top priority. Call us today to learn more about how we can help you!
"job well done and fast."
Laura V on October 2025

J and F Handyman Services
J and F Handyman Services
In Business Since 2019 We take great pride in our experience, expertise, quality and customer service that we provide to meet every consumer's needs. It is our mission to provide excellent customer service from start to completion of a project. To understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a personal and professional manner. Our reputation is based on service, safety and quality, regardless of how large or small the job. How We Got Started I chose to work in this industry because I love what I do and I love to make my customers happy with a finished job. We started in this industry in 2019. We describe our business as Family owned and operated
"It seemed fine at the start, and they kept assuring us that we were in good hands, has a very friendly start but went bad quickly. EVERYTHING they touched was basically wrong, 7 coats of paint on the island and it's still rough and spots not completely covered, did not even know what a tack cloth was. Our pool is ruined, as they insisted they had to drain it to do the pool lights, and instead we now have an empty pool sitting and perhaps unusable, as it should not have been emptied and when they power washed it he sent a video showing what I thought was a blue cleaning solution, but was in fact the color of our pool being washed down the drain, because he used bleach We have to have it resurface and redo al,, the electrical mistakes done to our electrical system. There is overspray and blue from the pool color all over our wood floors and mouldings and doors. We have to have repairs made to the house to the cost of about $20,000 in total just to put it back as it was. All we anted was the island painted and the lights fixed, what we got was a nightmare. We gave trust and kindness and were given disregard and disrespect to our home. We have tried to upload many photos and videos to show the damage but your system deletes and shuts down. Happy to share them but need another way please"
Alexis B on August 2025
In Business Since 2019 We take great pride in our experience, expertise, quality and customer service that we provide to meet every consumer's needs. It is our mission to provide excellent customer service from start to completion of a project. To understand the needs and expectations of our customers, we take great care to work and communicate with every customer in a personal and professional manner. Our reputation is based on service, safety and quality, regardless of how large or small the job. How We Got Started I chose to work in this industry because I love what I do and I love to make my customers happy with a finished job. We started in this industry in 2019. We describe our business as Family owned and operated
"It seemed fine at the start, and they kept assuring us that we were in good hands, has a very friendly start but went bad quickly. EVERYTHING they touched was basically wrong, 7 coats of paint on the island and it's still rough and spots not completely covered, did not even know what a tack cloth was. Our pool is ruined, as they insisted they had to drain it to do the pool lights, and instead we now have an empty pool sitting and perhaps unusable, as it should not have been emptied and when they power washed it he sent a video showing what I thought was a blue cleaning solution, but was in fact the color of our pool being washed down the drain, because he used bleach We have to have it resurface and redo al,, the electrical mistakes done to our electrical system. There is overspray and blue from the pool color all over our wood floors and mouldings and doors. We have to have repairs made to the house to the cost of about $20,000 in total just to put it back as it was. All we anted was the island painted and the lights fixed, what we got was a nightmare. We gave trust and kindness and were given disregard and disrespect to our home. We have tried to upload many photos and videos to show the damage but your system deletes and shuts down. Happy to share them but need another way please"
Alexis B on August 2025

Screen Medics LLC
Screen Medics LLC
Screen Medics LLC is a screen repair and installation company that specializes in customer service. We pride ourselves on standing out amongst the rest and take our repeat business as one our #1 goals. We offer a wide range of patio products including screen repair and installation, custom built screen enclosures, covered patio enclosures, Seemless Gutters installs, a monthly seemless gutter cleaning services, and aluminum carports. We don't just stop there with you our wide range of skills we can cater to any customers needs and do it with the confidence to guarantee our work. Serving central Florida and the surrounding areas we have had the opportunity to build some amazing projects from ocean front landscapes, custom screened in docks, and multi-car covered parking systems for commercial settings. If there is a project or outdoor space you are dreaming of give us a call today and let us make that dream your reality.
Screen Medics LLC is a screen repair and installation company that specializes in customer service. We pride ourselves on standing out amongst the rest and take our repeat business as one our #1 goals. We offer a wide range of patio products including screen repair and installation, custom built screen enclosures, covered patio enclosures, Seemless Gutters installs, a monthly seemless gutter cleaning services, and aluminum carports. We don't just stop there with you our wide range of skills we can cater to any customers needs and do it with the confidence to guarantee our work. Serving central Florida and the surrounding areas we have had the opportunity to build some amazing projects from ocean front landscapes, custom screened in docks, and multi-car covered parking systems for commercial settings. If there is a project or outdoor space you are dreaming of give us a call today and let us make that dream your reality.

Sunny State Property Services LLC
Sunny State Property Services LLC
Looking for top-notch service? Look no further than Sunny State Property Services LLC. Contact us today for all your housecleaning needs!
Looking for top-notch service? Look no further than Sunny State Property Services LLC. Contact us today for all your housecleaning needs!
Rescue Cut Tree Trimming
Rescue Cut Tree Trimming
Rescue Cut Tree Trimming is here for all your tree cutting needs! We are professionals, courteous, and respectful team standing by ready to respond.
Rescue Cut Tree Trimming is here for all your tree cutting needs! We are professionals, courteous, and respectful team standing by ready to respond.

AAA HVAC
AAA HVAC
With over 9 years of experience, we offer our customers the fastest and safest options for air duct repairs, Ac cleaning services, dryer duct vents repair and fireplace cleanings and unclogging services. We know how hazardous these machine’s can become without a proper professional inspection, especially under the Floridian heat. We would love to assist you. Serving the Orlando region, AAA HVAC Professionals is your top choice for HVAC cleaning, including vent cleaning. With over a decade of expertise and more than 25,000 successfully completed jobs, we have become a preferred service provider among local homeowners and business operators. At AAA HVAC Professionals, we believe that transparent communication, fair prices, exceptional customer service, and top-quality work are the cornerstones of our industry’s success. As one of the most esteemed HVAC cleaning and vent cleaning companies in your area, we commit to adapting our services as needed to meet the evolving requirements of local communities. Call for your estimate today!
"Arrived quickly & provided excellent service."
Karina T on July 2024
With over 9 years of experience, we offer our customers the fastest and safest options for air duct repairs, Ac cleaning services, dryer duct vents repair and fireplace cleanings and unclogging services. We know how hazardous these machine’s can become without a proper professional inspection, especially under the Floridian heat. We would love to assist you. Serving the Orlando region, AAA HVAC Professionals is your top choice for HVAC cleaning, including vent cleaning. With over a decade of expertise and more than 25,000 successfully completed jobs, we have become a preferred service provider among local homeowners and business operators. At AAA HVAC Professionals, we believe that transparent communication, fair prices, exceptional customer service, and top-quality work are the cornerstones of our industry’s success. As one of the most esteemed HVAC cleaning and vent cleaning companies in your area, we commit to adapting our services as needed to meet the evolving requirements of local communities. Call for your estimate today!
"Arrived quickly & provided excellent service."
Karina T on July 2024
The Winter Garden, FL homeowners’ guide to gutter cleaning services
From average costs to expert advice, get all the answers you need to get your job done.

This guide to gutter cleaning costs provides estimates for cleaning different types of gutters, tips for saving money on gutter cleaning, and answers to how to clean gutters.

Regular gutter cleaning protects your home from water damage. Find out how often you should clean your gutters and look for signs like accumulated debris.

Your gutters only need routine cleaning twice a year to stop bigger issues. Find out the eight problems your clogged gutters could cause in your home.

Gutters clogged with debris can cause your system to leak, sending water down the side of your home and into your foundation. Learn how this problem can lead to soil erosion, slab foundation damage, and basement column damage.

Learn about the downspout cleaning tools to buy to prevent gutter clogs that can cause water to pool near your basement or foundation.

Gutter guards won’t completely protect your gutters against debris, but they make clean-up a lot easier. Learn how you can clean gutters with gutter guards.
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- 🌱 "Mow a small front yard"
- 🛠 "Fix a leaking pipe under the sink"
- 🏠 "Repair shingles on an asphalt roof"

