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Find Gutters & downspouts cleaners in South Windham

Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
4.3(
1,540
)

Serving South Windham, CT and surrounding areas

Approved (Corporate)

In business since 2005

Free estimates

Warranties offered

"Paid $140 to think I would get more of a cleaning then I received. Kid shows up with a blower and just blows off my gutter guards. Outrageously expensive"
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

6035 neighbors recently requested a quote
Recommended by84%of homeowners
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Avatar for Pressure Washing and Painting Pros
Pressure Washing and Painting Pros
5.0(
20
)

Serving South Windham, CT and surrounding areas

Approved

Super Service Award Winner

In business since 2013

Free estimates

Emergency services offered

"This is the second time that I have used this company to pressure wash my patio. They were prompt and efficient! Renato was very easy to work with, and he made sure that he thoroughly cleaned all of my areas of concern. My patio and brick work look sparkling clean! I highly recommend this company!"
Fence Wash
Home Wash
House Wash
Fence Wash
Home Wash

+38

Response time9 hrs
Response rate98%
2 neighbors recently requested a quote
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Avatar for MAX ROOFING 1 LLC
MAX ROOFING 1 LLC
5.0(
5
)

Serving South Windham, CT and surrounding areas

Approved

In business since 2025

Free estimates

Offers commercial services

We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumers' needs. It is our mission to provide excellent workmanship, and complete customer satisfaction from start to completion of a project. In order to understand the needs, and expectations of our customers, we take great care to work, and communicate with every customer in a professional manner. Our reputation is based on service, safety, and quality, regardless of how large or small the job.\n

Power wash
Power wash
Power wash
Power wash
Power wash

+16

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Avatar for Ned Stevens Gutter Cleaning
Ned Stevens Gutter Cleaning
4.7(
2,691
)

Serving South Windham, CT and surrounding areas

In business since 2005

Free estimates

Warranties offered

"I used this company for a number of years and the overall service is no longer the same. I had them over to clean my gutters and I witnessed ladders slamming against the side of my house and they tore one of the edges from the corner of my roof with their step ladder. I will not use them going forward."
Recommended by93%of homeowners
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Avatar for Wood & Wood Seamless Gutters LLC
Wood & Wood Seamless Gutters LLC
4.8(
317
)

Serving South Windham, CT and surrounding areas

In business since 1993

Free estimates

Emergency services offered

"The service, material, and work provided by Wood & Wood Gutters was outstanding! They were efficient and professional…always willing to answer any questions I had…and quick to get the job done!! I highly recommend Wood and Wood Gutters!"
Recommended by92%of homeowners
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Gutter Guys
5.0(
20
)

Serving South Windham, CT and surrounding areas

In business since 2011

Free estimates

Warranties offered

Hi, Gutter Guys is a new company that is run by a father and sons. We do work to your home like we would like it done on our home. We have experience in this field and decided to start our own business. We are fully insured and have a home improvement license. We offer free estimates. Prices vary from house to house, so we don't do over the phone quotes.

Recommended by100%of homeowners
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FAQs for gutters & downspouts cleaning service projects in South Windham, CT

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 South Windham, CT homeowners’ guide to gutters & downspouts cleaning services

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

See all articles