Top-rated gutter cleaning pros.

Best gutter cleaning pros near Winter Park, FL

Enter your zip and get matched with up to 5 pros

Need a pro for your gutter cleaning project in Winter Park, FL?

Select your specific project to find the pro for you.

TRUSTED BY WINTER PARK, FL HOMEOWNERS

  • Average homeowner rating star icon4.9
    Average homeowner rating
  • Verified reviews icon131
    Verified gutter cleaning services reviews

Top-Rated Gutter cleaning pros in Winter Park - Updated Nov 2026

Avatar for Shine's Gutter Repair, LLC
Shine's Gutter Repair, LLC
4.9(
79
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Winter Park, FL and surrounding areas

Approved

Super Service Award Winner

In business since 2019

Free estimates

Credit card accepted

"Marcus did a wonderful thorough job cleaning our gutters. He also gave us a before and after photos so we could see what was done. He even bagged up the accumulated debris from the gutters! We will definitely be calling on him when we’re ready to upgrade/replace our gutters in the near future!"
Gutter cleaning
Gutter cleaning
Gutter cleaning
Gutter cleaning
Gutter cleaning

+55

Response time7 hrs
Response rate98%
5 neighbors recently requested a quote
Avatar for Pureflow Gutters, LLC
Pureflow Gutters, LLC
5.0(
45
)
Gutters & Downspouts - Clean

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."
Gable Siding
Gable Siding
Before Gutter Guards
After Gutter Guards
Gutter Guards

+1

Response time8 hrs
Recommended by97%of homeowners
Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,582
)
Gutters & Downspouts - Clean

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."
Free no obligation estimates
Free no obligation estimates
Metal Screen mesh ontop of gutter
Free-flowing water in clean gutters
Debris resistant gutter protection

+63

11178 neighbors recently requested a quote
Recommended by81%of homeowners
Avatar for AFE Home Maintenance
AFE Home Maintenance
4.8(
55
)
Gutters & Downspouts - Clean

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.

Additional Photos
Additional Photos
Additional Photos
Additional Photos
Additional Photos

+10

1 neighbors recently requested a quote
Recommended by96%of homeowners
Avatar for PaintSolid, LLC
PaintSolid, LLC
4.9(
46
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

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]

Bedroom
New Paiint , New Floors.
Doors prep.
Trims
Exterior

+86

Response time1 day
1 neighbors recently requested a quote
Recommended by97%of homeowners
...
Showing 1-10 of 534
Gutter Cleaning FAQs, answered by experts

There’s more to gutter cleaning services than simply scooping out fallen leaves and debris. You should consult your gutter professional about which services they’ll provide during your appointment to ensure you receive the best value for your investment.

Gutter cleaning usually consists of some basic services, including:

  • Removing debris such as leaves, twigs, pests, moss, algae, and pollen

  • Uninstall and reinstall gutter guards

  • Flush the gutter with a hose

  • Inspection for any damage or leaks

  • Recommendations for repairs

While both underground and above-ground downspout extensions are a step up from no downspout extensions, underground downspouts are better for those looking for a more discreet option. Underground downspouts are hidden away—out of sight, out of mind. You won't be bumping into the extended sections with your lawn mower, nor will you see the downspouts sticking out like a sore thumb.

Whether or not you can use a pressure washer to clean your gutter guards depends on the type of gutter guard you have and the strength of the pressure washer. Most gutter guards can handle a low-pressure setting but check first. If you’re unsure if your gutter guard is designed for pressure washing, check your manufacturer’s instructions, ask a pro, or use a garden hose to clean the gutter guard instead. As gutter guards age, they become less resistant to the strong forces of a power washer, so treat older gutter guards with more care.

Absolutely—and lots of it. Overflowing water from your gutters can damage your siding and your roof. All of the moisture getting into the cracks and crevices of your home can lead to mold or mildew problems down the line. In addition, when water pools around your home, it needs a place to go—and sometimes it ends up inside the house, creating a very unwanted flood.

Ensures thorough cleaning, preventing blockages and potential water damage.

The Winter Park, FL homeowners’ guide to gutter cleaning services

From average costs to expert advice, get all the answers you need to get your job done.