Our own crew in Winter Park FL gives your gutters a clean, full pass, with every downspout flushed and flow-tested. The price comes from stories, house size and tree cover, and the number we give on the phone is the number on the invoice. Call (866) 435-6328 for that number. Most of our Winter Park homeowners book in the spring and fall, and we have run that schedule across Florida long enough to know where the leaves and seeds collect first.
Quoted from stories, size and tree cover, over the phone, with nothing added once the crew is on the roof.
The estimate depends on stories, square footage and what is in the gutters. Our gutter cleaning services are quoted over the phone or by text from those three things, and the number we quote is the number we charge. We quote every clean the same way. Other companies price a clean per linear foot, which lands in a similar place, but we would rather give you one figure for the whole house.
On our Winter Park jobs, a few things move the quote. A third story or a roof too steep to walk takes longer to reach. A walk-out basement or sloped lot raises the effective height of the roofline. Gutters that have not been opened in years come out packed with compacted debris and need a deeper clean, and guards we have to lift and reseat add time. A clog low in a downspout, or a drainage line that backs up under the lawn, adds time too. Downspout flushing, flow testing and debris removal are included and never billed as extras. Anything that changes the job is raised before work starts, never on the invoice. The first visit sets the baseline, so that is the time to clean your gutters properly.
Each homeowner across Winter Park homes asks us the same question about the first visit: what happens when the crew finds a gutter that is clogged well past what they expected. We photograph it, show you the buildup, and quote the change before anyone climbs back up, so a routine clean does not turn into a surprise. The clog gets the same treatment. The cleaning covers the whole gutter system: gutters and downspouts, every run of it. A sag or a leak that is not a debris problem is photographed and reported, not sold. For residential properties and commercial customers alike, the rule is the same: you hear about it first.
| One story | Two stories | Three stories or steep | |
|---|---|---|---|
| Under 1,500 sq ft | from $150 | from $195 | from $255 |
| 1,500 to 2,500 sq ft | from $170 | from $225 | from $295 |
| Over 2,500 sq ft | from $200 | from $265 | from $345 |
For context, nationally: Angi 2026, US average $168, most $119 to $234, $0.95 to $2.25 per linear foot.
Downspouts flushed and flow-tested, debris hauled, photos of every run. The quote already has all of it in.
Our crew clears every gutter run by hand, not just the stretch you can see from the driveway. Roof valleys and the area above the gutter line are blown clear first, so the next rain does not refill what was just emptied. Every downspout is flushed with water and watched until it runs clear at the bottom; one that will not clear is worked from the top where it can be reached. Where a downspout feeds an underground drain line, the crew checks that water is leaving at the outlet and tells you if it is not; clearing a buried line is a separate job and is quoted before anyone touches it.
Debris goes into bags and leaves with the truck. It is not blown onto the lawn, the deck or next door. The ground is left as it was found.
Before the crew leaves you get photos of every run and every downspout, before and after, on your phone, whether or not you were home. Anything the crew sees that is not a cleaning problem, a hanger pulled loose, a seam dripping, a run sitting flat, is photographed and reported, not repaired and not sold on the spot.
What can change the number, and you hear it before work starts, never on the invoice: a third story or a roof too steep to walk; gutters that have not been touched in years; guards that have to come off and go back on.
Twice a year for most houses: once after the spring seed and pollen drop, once after the last leaves fall.
Most of our Winter Park customers book twice a year, once in the spring and once in the fall, as part of their cleaning and maintenance. Across Florida, spring visits run mid to late April, and that is when seeds and pollen paste are packed into the elbows of each downspout. Across Florida, fall visits run November to December, after the last leaves come down. A wet leaf mat in the fall is where the trouble starts, and any roofline that skipped that visit shows a clog that started to rot the board behind it.
Under heavy tree cover, or near a busy road or construction, the gutters need clearing much sooner, because the needles, twigs and grit pack the downspout between visits. With few or no trees, once a year in late fall is usually enough. Gutter guards mean less frequent visits, but gutter maintenance still means clearing the surface. A blockage in the downspout, and rainwater that cannot leave the trough, is what turns a clean gutter into water running over the edge. The surrounding landscape decides how often the job comes back.
If you are on a fall schedule, book before the first heavy rainfall settles the leaves into the trough. Winter Park gets about 55 inches of rain a year, and June, July and August are the wettest months, so the summer storms are where the gutters get tested. Keeping the trough clean is how you protect your home from water damage, and a sagging run left alone can end in structural damage. After the first visit we tell you which tier your lot needs, and you can keep your gutters on that schedule without guessing.
Water over the edge rots the board behind the gutter first. Everything after that is slow, and slow is what a policy excludes.
The three signs. Water pouring over the front edge in rain instead of out of the downspout. A run that sags, sits low or has pulled away from the fascia. Plants growing out of the trough. Any one of them means the gutter is full.
What happens next. Water that cannot drain sits in the trough and spills behind it. The fascia board rots, then the soffit. Water backs up under the first course of shingles and shows up as a ceiling stain. Siding stains and swells. Below, the overflow cuts a channel at the foundation and finds the basement. The wet debris itself weighs enough to pull the gutter off the house. Standing water breeds mosquitoes; dry debris houses wasps. Where winters freeze, the trapped water becomes an ice dam at the eave and lifts the shingles from underneath.
Why your policy will not pay. Homeowners insurance generally does not cover water damage traced to clogged gutters. Carriers class gutter cleaning as routine maintenance, and damage from skipped maintenance as preventable neglect, which a standard policy excludes. A limb that tears a gutter off in a storm is sudden and accidental and is usually covered; a fascia board that rotted over two years is not. This is general information, not insurance advice; read your policy or ask your agent.
Guards stop leaves. They do not stop needles, seeds, grit or the paste they turn into. The job gets shorter, not gone.
Yes, guarded gutters still need cleaning, less often, and it is a different job: clearing what sits on top of the guard and checking that water is actually getting in, rather than scooping out the trough. Mesh and screen guards hold whole leaves off. Pine needles thread through, seed casings and pollen mat on top, roof grit settles underneath, and once that mat is wet, rain runs over it and off the front edge. The gutter is empty and the water never went in.
Guards earn their keep under big leafy trees and on roofs too high to want to climb. They do not end maintenance, whatever the installer said. Our crew lifts the panels, clears underneath, flushes the downspouts and reseats the guards; tell us what is on the house when you get the quote and it is priced as a guarded system, which usually runs shorter than an open one.
Under an hour on most houses. Nobody has to be there, and the photos arrive either way.
The crew calls the day before with an arrival window and again when they are on the way. This Old House puts a professional gutter cleaning at 30 minutes to an hour on a typical home; bigger houses, steep roofs and gutters left for years run longer. Nobody needs to be home for exterior work; the crew does not come inside. Before they arrive: side gate unlocked, cars off the driveway if runs face it, pets inside while ladders are up. Ladder stand-offs keep the ladder off the gutter lip and the siding. After: photos of every run and downspout before the truck leaves, and an invoice that matches the quote.
Send us a photo or a short video in the rain. You hear what it is before anyone talks about money.
Still overflowing. A gutter that is clean and still sheets water over the edge in rain has a slope, capacity or downspout-size problem, not a debris problem. If that happens after a cleaning, send us a photo or a short video of it in the rain and we tell you what it actually is; we do not sell a second cleaning for a slope problem.
The number. The price quoted on the phone is the price on the invoice. If the crew finds something that changes the job, you hear it and agree to it before they start, never after.
Your house. Stand-offs on every ladder so nothing rests on the gutter lip, and screens and downspout extensions go back where they were.
Payment. The balance is charged when the job is finished and the photos are on your phone. Some dates take a small booking fee to hold the slot, and you hear about it before you book.
The whole city and the towns around it, booked by phone or text from the nearest crew.
Winter Park gutter cleaning runs out of the nearest base, and our gutter services cover Winter Park and the surrounding areas without a dispatcher telling us where to go. The quote comes by phone or text from stories, size and tree cover, and a photo of the house front helps if it is easy to send. Call (866) 435-6328 and we will tell you the first open date, since lead time depends on the calendar. Then you can get your gutters on the schedule before the crowd books.
Most homeowners book routine cleanings by the season, and the regular gutter cleaning goes fast when the calendar opens. Across Florida, the two busy windows are mid to late April and November to December, so book early for those weeks. Every gutter clean follows the same gutter cleaning process: we flush every downspout and check the water flow at the outlet, and each visit ends with a photo of every clean run. We call before we come, and nobody needs to be home for the visit. If a crew cannot reach a roofline safely, we say so on the phone rather than on the ladder. The whole point is to keep water away from your home.
The number comes from stories and size, and we give it to you by phone or text before we schedule anything.
Across Florida, spring visits run mid to late April and fall visits run November to December. If you wait past the wet leaf season, clogged downspouts and leaves and debris in the trough make the job longer.
Most slots come up within the week, and we confirm the date when you call.
No. Our crew works outside on residential and commercial properties, does not come inside, and sends photos of every run and downspout to your phone before the truck leaves.
Yes, every downspout is flushed and flow-tested, including where it feeds an underground line. A clean run is one where water leaves at the outlet, and that is what we check. Clearing a buried line is a separate job and is quoted before we touch it.
Yes. On our jobs, guards stop the leaves but not the seeds and grit, and the surface still needs clearing.
If a clean rain gutter still spills water over the front edge, the problem is slope or downspout size, not debris. Send us a clip of it raining and we will tell you what it is.
Not without your agreement. Anything that changes the job is raised before work starts.
Stories, size and a photo of the front by text. That is a real number, not an appointment.
