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Best gutter cleaning pros near Winchester, IL

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Top-Rated Gutter cleaning pros in Winchester - Updated Nov 2026

Avatar for D&D gutters
D&D gutters
New to Angi
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Winchester, IL and surrounding areas

Approved

Free estimates

Emergency services offered

Warranties offered

Hey everyone! My name is William Desollar, and I’m from Pleasant Plains. I’ve been working in the gutter business for the past 6 years, and over that time I’ve had the opportunity to work on just about everything when it comes to gutters.\n\nI’ve always believed that doing good work and treating people right goes a long way. I take pride in helping homeowners keep their homes protected and looking their best.\n\nWhether you need a gutter repair, replacement, cleaning, or just want someone to take a look, feel free to reach out. I’m always happy to help and provide a free estimate.\n\nThanks for your support. I truly appreciate every opportunity to earn your business!

5 neighbors recently requested a quote
Next-Gen Concrete & Construction LLC
4.4(
4
)
Gutters & Downspouts - Clean

Serving Winchester, IL and surrounding areas

Approved

In business since 2025

Free estimates

Credit card accepted

We're a locally owned and operated company that values honesty and integrity and treats your home as if it were our own. Our services are customized to the individual project, paying close attention to the details of each project that we're involved with. We pride ourselves on the quality of our work as well as our commitment to outstanding results. We look forward to building lasting relationships and guaranteeing your satisfaction!

5 neighbors recently requested a quote
Avatar for Johnson Pressure Washing And Detailing
Johnson Pressure Washing And Detailing
5.0(
1
)
Gutters & Downspouts - Clean

Serving Winchester, IL and surrounding areas

Approved

In business since 2012

Free estimates

Offers commercial services

We take great pride in our experience, expertise, quality, and customer service that we provide to meet the consumer's 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

Response time50 mins
Recommended by100%of homeowners
Avatar for Jenn’s Home and Yard Cleaning Services
Jenn’s Home and Yard Cleaning Services
New to Angi
Gutters & Downspouts - Clean

Serving Winchester, IL and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

Hi! I’m Jennifer, and I provide dependable, detail-focused cleaning services for busy homes and families. I know how much a clean space can impact your mood and daily life, and I love helping people feel more relaxed and at ease in their homes.\n\nMy goal is simple: to give you a fresh, clean space you can truly enjoy—without the stress. I take my time, pay attention to the little things, and always treat your home with care and respect.

Bakers HVAC Solutions Co LLC
New to Angi
Gutters & Downspouts - Clean

Serving Winchester, IL and surrounding areas

Approved

We are native to central Illinois and deeply rooted in faith and family. We thrive on helping property owners maintain their investments by providing quality workmanship. With more than 20 years of experience in residential and commercial property maintenance, we are well aware the problems property owners in central Illinois face. We are your go to for nearly everything from the foundation to the roof and anything in between with a specialty in HVAC. We would love an opportunity to help you find a solution for all of your property needs.

The Gutter Guru's
5.0(
3
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Winchester, IL and surrounding areas

In business since 2004

Free estimates

Emergency services offered

Seamless gutter business specializing in the Exterior of your home. We offer services in roofing,siding, doors and windows, soffit and fascia. We have over 60 colors of metal to choose from to guarantee the right color for you. Contractors welcome. We run a different promotion every month. Cash, check and credit cards are accepted.

Recommended by100%of homeowners
Avatar for L&R Junk Removal
L&R Junk Removal
5.0(
7
)
Gutters & Downspouts - Clean

Serving Winchester, IL and surrounding areas

In business since 2013

Free estimates

Emergency services offered

L&R Junk Removal is committed to excellence in every aspect of our business. We uphold a standard of integrity bound by fairness, honesty, and personal responsibility. Our distinction is the quality of service we bring to our customers. Accurate knowledge of our trade combined with ability is what makes us true professionals. Above all, we are watchful of our customers' interests, and make their concerns the basis of our business. \nWe are Professional, polite, respectful, punctual & and like to get the Job done in a Timely manner. We want our Customers to be 100% satisfied. A Happy Customer

Side of building
Side of building after
Front of building
Front of building
Yard debris

+5

Response time10 mins
Response rate94%
Recommended by100%of homeowners
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Gutter Cleaning FAQs, answered by experts

Usually 1-2 hours, depending on gutter length and condition.

Ensures thorough cleaning, preventing blockages and potential water damage.

If you want to avoid burying your downspouts, several alternatives can help direct water away from your home's foundation. One option is to connect a rain barrel to your downspout. During a storm, the barrel collects water that you can later use for irrigating your lawn or garden. Another common solution is to install an above-ground downspout extension. This can be done in a couple of ways:

  • Splash Guards: Placing a splash guard, available at most hardware stores, under your downspout can act as a simple funnel to direct water away from the house.

  • Downspout Extensions: You can add an extension to the end of the downspout's elbow to carry water further into your yard. Some extensions are flexible, allowing you to maneuver them around landscaping.

These above-ground solutions are particularly useful if your home has a slab foundation that you cannot dig up. However, they have limitations. An extension may not move water as far from your home as an underground system. More importantly, if your yard slopes back toward your house, these methods will be ineffective, and burying your downspouts remains the best option to prevent potential flooding and water damage.

At least twice a year, or more if surrounded by trees.

Underground downspouts refer to the sections of downspout extensions that lead away from your home and gutter system. While they cost more than traditional extensions, they can provide several benefits, such as less frequent damage and no need to move them for lawn care tasks. Whether they're worth it or not depends on your budget at installation time and how much convenience they'll add to your situation.

The Winchester, IL homeowners’ guide to gutter cleaning services

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