Ken’s Gutters

Orlando's Best Commercial & Residential Gutter Cleaning Company

10,000 Clients • 1,000+ 5-Star Google Ratings • 1.2M Linear-Feet of Pristine Gutter • Proprietary Real-Time Reporting • Perfection Guaranteed

The Top Choice For Orlando Gutter Cleaning

Commercial • Residential • Orlando Gutter Cleaning Specialists

Ken’s Gutters has been working in Florida for 13 years, and our Orlando gutter cleaning crews cover Orange, Seminole and Osceola counties. We clean gutters and downspouts on single-family homes in Winter Park and Windermere, and on apartment communities, HOAs and commercial properties across the metro. Every job is documented with geotagged, time-stamped before and after photos, so you can see the condition of your roofline without going up a ladder.

Our Promises to You: With Ken’s Gutters you can be sure that you receive the best gutter cleaning service at the best prices possible–our promises to you:

Ken's Gutters technician in Orlando, FL cleaning pine needles from a gutter.

Our Orlando Gutter Cleaning Before & After Photos

Gutter cleaning in Orlando before photo of roof gutters full of leaves and debris.Gutter cleaning in Orlando, FL after photo showing roof line with cleared gutters.
Gutter cleaning in Orlando, FL before cleaning. Leaves packing gutters.Gutter cleaning in Orlando after photo showcasing completely clean and cleared gutters.
Orlando gutter cleaning before photo with full gutters.Orlando gutter cleaning after photo with fully cleared gutters.

Preferred Nationwide Partner

Trusted by Property Managers and Homeowners across Orlando & Central Florida

Ken’s Gutters is the preferred reliable partner for many of the largest property management firms in America. From real-time photo reporting to coast-to-coast availability, our systems are built for scale, speed, quality and transparency.

Real-Time Photo Reporting

Geo-tagged, time-stamped before & after images uploaded in real-time.

Nationwide Service

Local crews on-the-ground in all 48 states — licensed and insured, courteous and professional.

1,000+ 5-Star Reviews

Highly-rated by MFHs, HOAs, Churches, Property Managers, and Personal Homeowners.

Fast Turnaround, Zero Disruption

We assess external factors only for accurate quotes — no on-site disturbance needed.

Professional Gutter Services

Gutter Cleaning Solutions for Every Property Type in Orlando, FL

At Ken’s Gutters, we deliver top-tier gutter cleaning and maintenance services for residential, multifamily, and commercial properties. Backed by advanced reporting tools and a nationwide footprint, our trained professionals ensure your gutters remain clear, functional, and damage-free—every time.

Gutter Cleaning

Complete removal of debris to restore gutter flow and prevent water damage.

Photo Reporting

Real-time, geo-tagged before and after images delivered directly to you.

Downspout Flushing

Full inspection and pressure flushing of downspouts to ensure water flow.

HOA & MFH Masters

Gutter cleaning for apartment complexes, townhomes, and HOA communities.

Roof & Gutter Inspections

Visual inspections for signs of wear, blockage, or structural concerns.

Scheduled Maintenance

Set-it-and-forget-it service plans to keep your gutters clean and clear year-round.

Clients We Work With

Commercial & Residential Gutter Cleaning in Orlando, FL

GUTTER CLEANING DONE RIGHT

As insured and experienced gutter cleaners we can take on any task. Whether you have a single family home or a large apartment complex, we’re insured and trained to provide quality, efficient and fast service.

No job is too tough. Our multi-step gutter cleaning in Orlando process and thorough work review on every job ensures customer satisfaction with our work.

A residential home in Orlando in need of gutter cleaning.

Curb Appeal from the Roof Down: Attract Tenants & Investors or the Entire Neighborhood

Unrivaled Reporting: Meet Our Proprietary Photo Reports

Ken’s Gutters gives you total peace of mind with our proprietary Real-Time Reporting System. Every job is tracked with high-res, geo-tagged and time-stamped photos uploaded as we work—so you can see exactly what’s happening at your property, in real time.

Property Management Firms

Why trust us? We serve the largest property managers in America.

Ken’s Gutters is proud to be a vendor-credentialed partner with the largest property management firms across the U.S. Our track record of timely service, detailed photo reporting, and unmatched professionalism has earned us long-standing relationships with the biggest names in real estate.

No gutter cleaning job in Orlando is too big or too small for us to handle. Contact us today and get a free gutter cleaning quote at the best rates available.

From windermere to oviedo, we've got you covered

Local gutter cleaning crews covering 100% of Orlando & Surrounding Cities

Orlando is spread out. Windermere and Oviedo sit about 30 miles apart, and plenty of gutter cleaning companies here quietly work one side of the metro and call it coverage. Ken’s Gutters covers all of it. Our crews run across Orange, Seminole and Osceola counties, including Winter Park, Windermere, Winter Garden, Longwood and Kissimmee. Same crews, same process, same photo documentation on every job, whichever side of town you are on.

Frequently Asked Questions

Ken's Gutters

Twice a year, but not on the spring-and-fall schedule most people are used to. Central Florida runs on a different calendar. Live oaks and laurel oaks here are semi-evergreen and shed in late winter through the end of March, so there is no autumn leaf drop to plan around the way there is up north. Then Orlando gets roughly 30 of its 51 inches of annual rain between June and September.

That points to two natural windows. Clean in April or May, after the oaks finish dropping and before the summer storms start, then again in October or November once hurricane season winds down. Properties under heavy pine, which sheds needles year round, or under dense canopy in Winter Park, Windermere and Longwood usually need a third visit in midsummer.

In Orlando the problem is less about volume than speed. A summer afternoon storm can drop an inch of rain in under an hour, and a run packed with oak leaves, pine needles and Spanish moss cannot move that water anywhere. It goes over the front edge instead, down the fascia and into the ground against the slab, where sandy Central Florida soil washes out fast.

The secondary problems follow from there. Debris holds water for days between storms, which is how a clogged gutter turns into a mosquito source ten feet from the patio. Constant moisture along the roofline rots soffit and fascia in this humidity, and the added weight of wet debris pulls hangers away from the board.

Pricing varies, depending mostly on the total linear footage of gutter to be cleaned. We won’t charge for peak periods or against whether-related events that might have increased the debris in your gutters. Height and ease of access are factored in where relevant, but we’re used to all heights and roof types. We can almost guarantee that we will provide you the best possible price available anywhere, industry-wide.

We’re typically complete on most properties within a day, however the size of your MFH [multi-family housing] and the number of separate buildings are factors that could understandably extend that time. We aim to service MFHs at the most convenient time for residents and with as little interruption to your on-site team as feasible. Because we’re fully equipped and fully licensed and insured, we’re able to operate within our own oversight systems.

Aside from granting property access, a member of your team (or family) will not have to be on-site. Instead, we will photograph and upload for your immediate and real-time viewing, photos of your gutters Before-and-After we clean them, and on each separate building we service.

Our Orlando Google profile has 68 reviews at a 4.9 average, and you can read every one of them on Google. Company wide, Ken’s Gutters has over 1,200 reviews across 13 years in Florida. The Orlando reviews come from homeowners and property managers in Orange, Seminole and Osceola counties, so you can see what the work looks like in your own area.

Check them out here!

Yes, and October into November is the best window for it. Hurricane season runs through November 30, and a summer of storms leaves gutters packed with whatever came off the roof and the trees. Clearing it before the dry months means the debris is not sitting in standing water all winter, rotting against the fascia. It is also the easiest time to schedule, since demand drops once the storms stop.

They do, and it is the best time to do it. Orlando gets under two inches of rain in November, so nothing is overflowing and there is no urgency. That is exactly why it works. The debris from storm season is still in there, and live oaks start dropping in late winter. Clearing it now means the gutters are empty and ready when the rain returns in June.

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Over 1,000 5-Star Reviews from 42 States • 1,200,000 Linear Feet of Pristine Gutters • 12 Years in Service
Ken’s Gutters is a family-owned small business with locations across the continental US. We are a small business with big goals, and we always use the highest quality materials, and customer satisfaction is our goal.
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