Our own crew cleans gutters in Annapolis, every downspout flushed and flow-tested, debris hauled away, and photos of every run before we leave. The price comes from the number of stories, the size of the house and how much tree cover it has, and the number we give you on the phone is the number on the invoice. Most of our Annapolis customers book in spring and fall, and we run the same checks on every visit.
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 sitting in the gutters. We quote our gutter cleaning services over the phone or by text from those three things, and the number we quote is the number we charge. Some companies price by the linear foot, which lands in a similar place once you do the math, but we would rather give you one figure you can check against the house.
On our jobs, a few things move the quote. A third story or a roof too steep to walk takes longer and more equipment. A walk-out basement or a sloped lot raises the effective height of the roofline, so the back run sits farther up than it looks from the yard. Gutters that have not been opened in years come down with compacted debris and a heavy buildup that takes time to clean out by hand. Guards we have to lift and reseat add a step to every run. Downspout flushing, water flow testing, drainage checks and debris removal are included and never billed as extras. Anything that changes the job gets raised with you before work starts, never on the invoice.
Annapolis gutter cleaning usually comes down to what the crew finds once the first run is open. Last season a homeowner near the water had a two-story house under mature cover, and the clog at the first elbow turned out to be a sag in the run that was holding water behind the fascia. We cleared it, flushed the downspouts, and sent the photos before we left. The quote did not change, but the crew flagged the sag in the report so the owner knew where the water was going. Clogged downspouts and a rain gutter that sags are the two things we look for first on any Annapolis house, because that is where structural damage starts once the gutter system stops moving water away from your home.
Annapolis homes vary a lot, from older houses with long runs to newer builds with smaller profiles, and the scope of the quote follows the house, not a template. Residential properties and commercial properties are quoted the same way, from the building itself, not the account type. Tell us the stories, the rough square footage and whether there are trees over the roof, and we will tell you what a clean includes and what it costs.
| 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.
Most of our Annapolis customers book twice a year, once in spring after the seed and pollen drop, and once in fall after the last leaves come down, because regular gutter cleaning keeps the system ahead of the season. Across Maryland the spring visit falls in mid to late May, and when we open a gutter then we find seeds, seed casings and pollen paste packed into the downspout elbows, and that blockage is the first thing to clear. In fall it is the wet leaf mat and the leaves and debris that come with it, and if the first hard freeze is close, the risk of ice dams forming at the eave goes up. On houses that skipped the fall visit, we have seen runs that sag or pull loose by March, after the winter has worked on them.
Under heavy tree cover, big trees over the roof and a wooded landscape, we see clogs build back faster, so those houses are on every three to four months, since needles and grit pack the downspouts between visits. Houses with few or no trees do well with one gutter cleaning service a year in late fall, a clean that catches the leaves before the first freeze. Guarded gutters need less frequent work, but the surface still needs clearing, because the mat on top of a guard holds water just as well as an open run does, and a small leak at a seam will show up after heavy rainfall, which hits hardest in July, August and September.
On a typical Annapolis lot, the calendar tends to split into two busy windows: the weeks after spring seed drop and the weeks after the leaves fall. Those are the times when the gutter clog and the rainwater backing up behind the roofline show up fastest. We book residential and commercial jobs on the same calendar, and in Annapolis MD those windows fill early, so booking early helps. The first visit is also when we give you an estimate and tell you which schedule your lot actually needs, based on what we find in the runs and how often you will need to clean your gutters.
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 Annapolis and the surrounding areas, covering the city as a whole from the nearest base, and we handle gutter services for Annapolis homeowners on the same schedule. Booking is simple: call (866) 435-6328 or text us for a quote from your stories, the size of the house and your tree cover, and a photo of the house front helps if it is easy to send. We call before we come, and nobody needs to be home for the visit.
We do not promise same-day service unless the slot is open that day, so give us a rough window and we will confirm the date when you call. The two busy windows are spring and fall, so those months fill first. Across Maryland, summer thunderstorms and derechos are what push a clogged gutter over the edge, so if you need a clean before one or after heavy rainfall, tell us, and we will see what we can fit in.
The visit itself covers a clean of the gutters, including any twig or seed casing lodged in an elbow, and the crew will flush every downspout and send the photos, which keeps the roof and wall below clear. If you want to keep your gutters working between cleanings, ask us about the schedule that suits your house, whether you have gutter guards or open runs, and tell us about any leak you spot. We can get your gutters on the right cycle to protect your home from water damage, so water keeps moving away from the house and you avoid the costlier fixes that come with a backed-up system.
The number comes from the house itself, not a rate sheet. Give us the stories, the rough square footage and whether there are trees over the roof, and we quote it by phone or text.
Most of our customers here book in late spring and again in late fall. If you wait longer, the clogs that build up in the downspouts and the ice that forms at the eave cause more work, and runs can sag by the time the snow is gone.
Our cleaning services in Annapolis run by date, so we confirm the date when you call. Most of our slots come up within the week, and we do not promise same-day service.
No. We clean from outside only, we do not come inside, and we send photos of every run to your phone before the truck leaves. Leave the side gate unlocked and keep pets inside while the ladders are up.
Yes. We flush every downspout, check the flow at the outlet, and tell you if water is not moving away from the house. Clearing an underground drain line is a separate job, and we quote it before touching it.
Yes, though less often. On our jobs, the mat that builds on top of a guard holds water in the same way an open run does, so the surface still needs clearing and the downspouts still need flushing. Gutter maintenance on a guarded system is lighter, but it is not zero.
If a clean gutter still overflows, the problem is usually the slope or the downspout size, not the debris. Routine cleaning and maintenance catches most debris problems early, before water spills behind the trough and starts fascia rot, but it cannot fix a slope. Send us a photo or a short video of it in the rain, and we will tell you what it is. We will not sell you a second cleaning for a slope problem.
It should not. The price is set from the house before the visit. If the crew finds something that changes the job, you hear about it and agree to it before work starts, never after.
Stories, size and a photo of the front by text. That is a real number, not an appointment.
