Our own crew does a full clean on gutters in Southold NY. Every downspout gets flushed and flow-tested, leaves and grit hauled away from your home, and photos of every run before we leave. The price comes from stories, size and tree cover, and the number we give on the phone is the number on the invoice. Most customers book in spring and fall, when seed and pollen drop and the last leaves come down, so call early and get your gutters on the schedule for a clean.
Quoted from stories, size and tree cover, over the phone, with nothing added once the crew is on the roof.
The price depends on stories, square footage and what is in the gutters. A homeowner calling us gets one number built from those three things, and that number is the number we charge. Companies that price by the linear foot land in a similar place once they count the same things, though the per-foot figure hides the stories and the pitch.
On our jobs, a few things move the quote. A third story or a steep roof we cannot walk means more time on a boom or scissor lift and more setup. A walk-out basement or a sloped lot raises the effective height of the roofline, so the back run sits farther up than the front. Gutters nobody has opened in years come out packed with compacted leaves, seed and the odd twig, and a clog that has sat in the elbow takes longer to clear. A leak at a seam can hide under the buildup. Gutter guards we have to lift and reseat add time as well. Regular gutter maintenance keeps the number low, because a run that gets a clean every year has little in it.
Downspout flushing, flow testing and debris removal are included and never billed as extras, and it is carried away from your home before the crew packs up. If the crew finds something that changes the job, you hear about it and agree to it before work starts, never on the invoice. The rest of the work runs as a straight clean: the crew clears each run by hand, flushes every downspout, checks drainage at the outlet, and watches the rainwater run clear.
On Southold homes, the quote is built from what the crew sees when they get on the ladder, so a photo of the front of the house sent by text usually settles most of the number before anyone visits. Tell us the stories, roughly how big the house is, and whether trees hang over the house, and we will give you the figure on the call, before any clean is booked. If you want it in writing, ask for a written estimate and we send it the same day.
A quote is only as good as the look at the house it came from. If a photo is easy to send, send it, and we will say so if anything looks like it will change the job. Southold homeowners who text a photo usually hear the number on the first call. Call (866) 435-6328 and we will walk through the three things that drive the number, and if you want cleaning and maintenance on one quote, say so while you have the house in front of you.
| One story | Two stories | Three stories or steep | |
|---|---|---|---|
| Under 1,500 sq ft | from $150 | from $225 | from $295 |
| 1,500 to 2,500 sq ft | from $200 | from $260 | from $335 |
| Over 2,500 sq ft | from $235 | from $305 | from $395 |
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.
Spring visits across New York land in late May to June, after the seed and pollen drop. Most of our Southold customers book two cleanings a year, and the second visit comes from November into early December, after the leaves and debris are down. When we open a gutter in spring we find seeds and pollen paste packed into the elbows. In late fall it is the wet leaf mat, and on the houses that skipped the fall visit we have seen runs sag or pull loose by the time the snow was gone. Clogged downspouts are usually the first thing we find on those houses.
Across New York the winter brings snow from January through March and again in December. Southold has real freeze risk, so the fall clean is the one that decides how the gutters handle the cold. Ice dams form at the eave when water sits in a clogged run and refreezes, and those are the ones that lift shingles from underneath and open the door to structural damage. A rain gutter that gets a clean before the first hard freeze gives the melt somewhere to go, and the heavy rainfall of the wettest months runs off where it should. The goal is to keep water away from the fascia and the foundation, because wet wood is where rot starts.
Under heavy tree cover, or where the landscape around the house sheds needles and grit, the gutter system fills faster and our customers are on every three to four months, because needles and grit pack the outlets between visits. Commercial properties under the same conditions tend to follow that schedule. With few or no trees, a clean once a year in late fall is enough. Guards cut the frequency, but the surface still needs clearing, and we check what sits on top of them at every visit.
Our crew handles the gutter cleaning process the same way at every tier: clear the run, flush every downspout, check the flow at the outlet, photograph each run before we leave. The difference between tiers is only how often we come back, whether it is a single clean or a regular gutter cleaning schedule. The work on the ladder is identical.
After the first visit we tell you which tier your lot actually needs, based on what we found in the gutters and where the water went.
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.
Our crew works across Southold and the surrounding areas, offering cleaning services in Southold for residential properties and commercial properties from the nearest base. Southold homes come to us by phone or text: send stories, size, tree cover and a photo of the front of the house if it is easy, and we will set a window. Booking works the same way for every address. When the calendar is open we move quickly, and when it fills we say so and give you the next date we can hold.
Our calendar fills in spring and fall, the two windows when most of the work comes in, so booking early in those months keeps the date you want. Gutter cleaning services go to the people who book first. We call before we come, and nobody needs to be home for the exterior work. If you want to clean your gutters before the leaves come down, book now to get your gutters on the schedule. The crew will confirm the window the day before and again on the way.
If you have a commercial building, the same crew handles it on a scheduled basis, and the lease usually decides who books. Residential and commercial jobs run on the same ladder and the same photo report, so the gutter services are the same whichever kind of building it is. A commercial clean is booked on the same calendar.
Give us a call at (866) 435-6328 or text a photo of the roofline and we will tell you what the crew sees and when they can come. Gutters in Southold NY that show sag, buildup or a clog at the elbow often point to a water flow or drainage problem, and the photo tells us where it starts.
The number comes from stories and size, and we give you an estimate by phone or text. Send us the stories, roughly how big the house is, and whether trees hang over the house, and the figure is ready on the call.
Spring visits across New York land in late May to June, and the fall clean goes from November into early December. If you wait past the fall clean, we find leaf mat and, on houses that skipped it, runs that sag once the freeze sets in.
Most slots come up within the week, and we confirm the date when you call. If a same-day opening exists for a clean, we will say so on the call, and if not we give you the first window that works.
No. Our crew works outside, does not come inside, and sends photos of every run and downspout to your phone before the truck leaves. Leave the side gate unlocked and keep pets inside while the ladders are up, which helps protect your home from accidents.
Yes, we flush every downspout, and the gutters and downspouts are checked for flow at the outlet. If a line runs underground, we check whether rainwater is leaving at the outlet and tell you if there is a blockage; clearing a buried line is quoted separately.
Yes, less often. On our jobs we find needles and grit on top of the guards and wet seed mat underneath, so we lift the panels, clear beneath, flush each downspout and reseat them. That is how we keep your gutters draining through the year.
A clean gutter that still overflows usually has a slope or downspout-size problem, not a clog or a debris problem. Send us a photo or a short video in the rain and we will tell you what it is rather than sell a second cleaning, because the fix that keeps your home from water damage is the one that matters.
Only if they find something that changes the job, and then you hear it and agree to it before work starts. The number we quote on the phone is the number on the invoice.
Stories, size and a photo of the front by text. That is a real number, not an appointment.
