*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 11, 2026
Serving Winter Park, FL and surrounding areas
Approved
In business since 1992
Free estimates
Emergency services offered
"Very communicative, affordable, professional and attentive. We are very pleased with how quickly we were able to get schedule in and are happy with our cleaned gutters!"
+1
Serving Winter Park, FL and surrounding areas
Approved
In business since 2018
Free estimates
Emergency services offered
"Gutters are nice and clean!"
+27
Serving Winter Park, FL and surrounding areas
Approved
In business since 2018
Free estimates
Warranties offered
"Excellent company and crew. Got a quote on Saturday afternoon and job was done within 4 days. NO LONG WAIT! They showed up on time, installed gutters, cleaned up work area thoroughly. Price was very reasonable for 6â seamless gutters. I would hire them again if needed. I HIGHLY recommend this company!"
+39
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
In business since 2019
Free estimates
Small jobs welcome
"The professionals at Seamless Gutters were fantastic! They were hored to clear my gutters and downspouts of leaves and came prepared to delicately climb onto the roof and perform a very much needed service. The owner of Seamless Gutters also istalls new gutter and relevant systems. I would highly recommend the work that they did with no mess or fuss. Job done under two hours!"
+66
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
Super Service Award Winner
In business since 2024
Free estimates
Offers commercial services
Bailey's Pure Pressure Wash, LLC 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.\n
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"
Serving Winter Park, FL and surrounding areas
Approved
In business since 2022
Free estimates
Credit card accepted
Clearvue Window Washing, LLC prides itself on being the number one Home Improvement Company in the area. We service both residential and commercial properties. We've built an excellent reputation for customer satisfaction by providing quick estimates, a great attention to detail, and competitive pricing. Being a screened and approved professional gives you the peace of mind you need to allow us to give your home the attention it deserves. Call us today and let's get started!
+14
Yes, it’s okay to use a pressure washer to clear and clean your gutters. Be careful to avoid the outside of the gutters, as getting too close with the powerwasher can peel away the paint. Also, be careful to avoid causing any damage to seams that may be in the corners or along the length of the gutter.
Gutter cleaning costs about $170 on average, ranging from about $75 to $400. Cost factors include the type, length, and height of your gutters. A multiple-story home with gutters high off the ground and accessible only by ladder or working on a steep roof will cost more than a single-story house with a relatively flat roof.
Gutters should be cleaned at least twice a year, in the spring and in the fall, to remove the debris from trees that can clog the eavestroughs and downspouts. Debris like leaves, twigs, and seed pods can build up and cause your gutters to overflow, potentially causing damage to your roof and foundation. Water backing up under the shingles can rot the edge of your roofline. Overflow water falling next to your foundation can end up leaking into your basement or crawl space.
Yes, gutter cleaning methods without using a ladder are available, including:
A curved wand attachment for your hose
Gutter tongs on an extension pole
A leaf blower gutter cleaning kit
Vacuum designed for cleaning gutters
Just be sure that your downspouts are connected and can direct water away from the house if you’re using a water-powered method. This will keep the water from dumping next to the house.
You can clean the gutters on a two-story house using gutter tongs on an extension pole. However, cleaning second-story gutters from a ladder or the roof is very dangerous and should be done by a professional.
From average costs to expert advice, get all the answers you need to get your job done.
This guide to gutter cleaning costs in Orlando, FL provides local estimates for cleaning gutters based on length, type, and number of stories on a home.
The cost of seamless gutters varies based on home size, labor rates, gutter materials, and more. Here’s what you can expect to pay in Orlando, FL.
Wondering how much gutter installation costs? We’ll break down prices by material, gutter type, and other factors impacting overall gutter costs in Orlando, FL.
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Protect your home from water damage with these practical gutter cleaning tips that work. Real solutions for a cleaner, safer home.
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