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Find Gutters & downspouts cleaners in Chestertown

Avatar for Ned Stevens Gutter Cleaning
Ned Stevens Gutter Cleaning
4.3(
2,942
)

Serving Chestertown, MD and surrounding areas

Approved

In business since 1965

Free estimates

Credit card accepted

"Cleaned gutters by hand, washed the gutters and downspouts with a hose, cleaned around the house with a blower, all in about an hour. Good job!"
Our work
Our work
Our work
Our work
Our work

+1

Response time11 hrs
Response rate97%
2271 neighbors recently requested a quote
Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
4.3(
1,540
)

Serving Chestertown, MD and surrounding areas

Approved (Corporate)

In business since 2005

Free estimates

Warranties offered

"Glad to be done with cleaning gutters out. Have several trees and was forced to use the 'basket covers' on downspouts to keep leaves and whirlybirds out of the downspouts that drain underground."
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

6742 neighbors recently requested a quote
Recommended by84%of homeowners
Avatar for Home Genius Exteriors
Home Genius Exteriors
5.0(
972
)

Serving Chestertown, MD and surrounding areas

Approved

Super Service Award Winner

In business since 2004

Free estimates

Emergency services offered

"Daniel was very professional in addition to reviewing the job, he assisted me around the house. Specifically around the downspouts even though he was not asked to. Crew was excellent. They did a very good job they assigned here except the noise of putting up the siding :)"
WINDOWS
WINDOWS
WINDOWS
WINDOWS
SIDING

+73

Response time4 hrs
Response rate93%
3326 neighbors recently requested a quote
Avatar for A&A Property Services
A&A Property Services
5.0(
4
)

Serving Chestertown, MD and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

My name is Andrew, and I was born and raised and delco. I went to Strath Haven High School. Lived in Wallingford for as long as I can remember. Now I start my own Junk Removal and many other property services. We have been slowly growing, and each day I work towards being the best and biggest business around.

Junk Removal Job
7 neighbors recently requested a quote
Avatar for Ace Handyman Services Eastern Shore
Ace Handyman Services Eastern Shore
New to Angi

Serving Chestertown, MD and surrounding areas

Approved

In business since 2022

Warranties offered

Small jobs welcome

As a locally owned business Ace Handyman Services Eastern Shore employs local craftsman who are experienced in their field and trained in exceptional customer service. We back up this up with the support of a national respected brand, 1 year guarantee to give you the peace of mind you deserve. We are bonded, licensed and insured, and all of our employees are background checked and trained.\n

Custom crawl space access
Kitchen backsplash
New railings and stairs
Drywall and paint
Shiplap fireplace wall

+9

5 neighbors recently requested a quote
Avatar for Verlane’s All-Purpose Cleaning LLC
Verlane’s All-Purpose Cleaning LLC
New to Angi

Serving Chestertown, MD and surrounding areas

Approved

Verlane’s All-Purpose Cleaning LLC\n•Homes •Office •Move out •Move in •Spring and Holiday cleaning. \n📍 Pennsylvania \nQuality cleaning you can trust.\nContact for free quote or scheduling services.

2 neighbors recently requested a quote
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FAQs for gutters & downspouts cleaning service projects in Chestertown, MD

You’ll want to clean gutters once or twice a year—in early spring and again in fall—to keep water flowing and avoid pricey leaks. Homes tucked beneath tall trees or hit with heavy debris may need two to four visits instead. Staying on schedule protects your roof, siding, and foundation from costly water damage.

Even with gutter guards, plan on an occasional cleaning—just not as often as homes without guards. Installing gutter guards blocks leaves, but grit and shingle granules still slip through and pile up over time. A quick sweep keeps water moving and stops overflow that can damage your roof or foundation.

Watch for overflowing water, slow or silent downspouts, sagging sections, or debris peeking over the gutter edge. You might also spot water stains, weeds, or an increasing number of ants in certain areas. Any of these red flags means it’s time to call a gutter cleaning pro for service before minor clogs turn into major leaks.

Skip cleanings for too long and gutters overflow, sending water under shingles, down siding, and toward the foundation. The result can be mold, rotted fascia, basement leaks, and repair bills that dwarf the price of a quick cleaning. It can also mean that future cleanings will be more expensive as it will take pros longer to deep clean gutters that are full of heavy debris. Staying on schedule saves money and headaches.

Plan on gutter cleaning service to take an average of one hour for an average single-story home and two to three hours for taller houses. Add extra time if gutter guards need to come off or clogs are packed in. Pros work methodically, clearing every linear foot so water can flow freely again.

The Chestertown, MD homeowners’ guide to gutters & downspouts cleaning services

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