4.9 
131 *The Angi rating for Gutter Cleaning companies in Winter Park, 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 Park, 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 January 19, 2026
Serving Winter Park, FL and surrounding areas
Approved
Super Service Award Winner
In business since 2019
Free estimates
Credit card accepted
"MARCUS WAS VERY PLESENT COMPLEATED A VERY DIFFICULT JOB REPLACEING MY GUTTERS ON A OLDER Mobile Home. He cleaned up everything and took all trash with him"
+55
Serving Winter Park, FL and surrounding areas
Approved
In business since 1992
Free estimates
Emergency services offered
"Vinny was very professional and thorough when cleaning out my gutters. They were full and dirty to begin with and ended looking as though they were just installed again. Highly recommend Pureflow Gutters."
+1
Serving Winter Park, FL and surrounding areas
Approved
In business since 2018
Free estimates
Warranties offered
"Nice gutter installed with leafguard. Thank you."
+39
Serving Winter Park, FL and surrounding areas
Approved
In business since 2018
Free estimates
Emergency services offered
"Cleaned gutters, and put up barriers on roof to keep animals out of attic. The barriers were very expensive."
+27
Serving Winter Park, FL and surrounding areas
Approved (Corporate)
In business since 2005
Free estimates
Warranties offered
"LeafFilter doesn't clean gutters, they sell and install their LeafFilter Gutter products and only clean the gutters if you buy their product. I can't even begin to afford their product so I wasn't able to get my gutter cleaned by them."
+63
Serving Winter Park, FL and surrounding areas
Approved
Super Service Award Winner
In business since 2022
Free estimates
Credit card accepted
"Fantastic job. He was able to clear out about 5 years of leaves, dirt and live plants out of the gutters and they look BEAUTIFUL. A+ work, would recommend him to anyone who needs it!"
+43
Serving Winter Park, FL and surrounding areas
Approved
In business since 2021
Free estimates
Warranties offered
"Fantastic job installing the gutters. Matt promptly responded, arrived on time for both the estimate and install. Would use again."
+24
Serving Winter Park, FL and surrounding areas
Approved
In business since 2015
Free estimates
Emergency services offered
AFE Home Maintenance is a family owned and operated business, serving the central Florida region. We have been in business since 2015 but have experience within the handyman field for 20+ years. We are your one stop shop for odd jobs, pressure washing, installations, repairs, appliances, renovations and much more! We offer free over the phone estimates, so call today and see how we can beat competitor prices.
+10
Serving Winter Park, FL and surrounding areas
Approved
In business since 2017
Free estimates
Emergency services offered
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. \nWe 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!\n\nRegards, \nArchie at PaintSolid LLC \nPhone: 407-484-5391 \nEmail: [email protected]
+86
Serving Winter Park, FL and surrounding areas
Approved
In business since 2000
Free estimates
Credit card accepted
"Not only cleaned the gutters but fixed our outside drainage issue. On time, honest and reliable! Thank you"
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