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Best gutter cleaning pros near Oakland, IL

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

Avatar for LeafFilter Gutter Protection
LeafFilter Gutter Protection
3.9(
2,583
)
Gutters & Downspouts - Clean

Serving Oakland, IL and surrounding areas

Approved (Corporate)

In business since 2005

Free estimates

Warranties offered

"LeafFilter doesn't clean gutters, they sell and install their LeafFilter Gutter products and only clean the gutters if you buy their product. I can't even begin to afford their product so I wasn't able to get my gutter cleaned by them."
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

11127 neighbors recently requested a quote
Recommended by81%of homeowners
Avatar for Pro Paint Work
Pro Paint Work
4.8(
6
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Oakland, IL and surrounding areas

In business since 2023

Free estimates

Emergency services offered

Pro Paint Work is about providing a good service to our customers and community. We specialize in home remodels, and painting inside or outside we get the job done! We guarantee your satisfaction, and we won’t leave until the job is done right. We pride ourselves on the quality of work we provide, while delivering great customer service! Check out all the services we offer below and call -or- click to schedule a free estimate today!

Painting - Exterior Project
Painting - Exterior Project
Painting - Exterior Project
Painting - Exterior Project
Painting - Interior Project

+19

Recommended by100%of homeowners
Avatar for Captain Clean - Home  Facebook
Captain Clean - Home Facebook
5.0(
2
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Oakland, IL and surrounding areas

In business since 2020

Free estimates

Warranties offered

Captain Clean provides a variety of Residential and Commercial Pressure Washing, Gutter Cleaning, House, Deck, and Driveway Power Washing services. 100% Veteran Owned and Operated. We are a locally owned and operated company that values honesty and integrity, and stands behind our work.

Captain Clean
Captain Clean
Captain Clean
Captain Clean
Captain Clean

+1

Response time8 hrs
Response rate93%
Recommended by100%of homeowners
Avatar for Griffin Handyman and Construction
Griffin Handyman and Construction
4.9(
9
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Oakland, IL and surrounding areas

In business since 2018

Free estimates

Thank you for choosing Griffin Handyman and Construction. We are a locally owned and operated full service home improvement company. We promise prompt, personal and professional services and customer satisfaction is our main goal. From large to small, we do it all. Call for a consultation and free estimate today.

christmas
Response time5 hrs
Response rate91%
Recommended by100%of homeowners
Agape Construction & Improvement
4.0(
60
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Oakland, IL and surrounding areas

In business since 2009

Free estimates

Emergency services offered

"On 12/6/13, I purchased gutter cleaning, roof debris removal and gutter tune-up (for which I had a coupon from Angie's list).  Promptly the very next day, Agape representatives came out to clean the gutters even though it was very cold out.  For a minimal fee, even though it was unplanned, they also replaced some shingles that had fallen off.   I was very, very pleased with their quick response and willingness to do extra work.  I will definitely use their services again.
"
Additional Photos
Additional Photos
Additional Photos
the home owners are very happy!
all done!!

+1

Recommended by90%of homeowners
Gutter Cleaning Services
New to Angi
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Oakland, IL and surrounding areas

In business since 2019

Free estimates

Credit card accepted

Gutter Cleaning Services is a locally owned and operated company that values honesty and integrity in all aspects of our business. Our dedicated team of professionals have years of hands on experience, to provide innovative ideas and suggestions tailored to your projects. Our services are customized to your individual needs, paying close attention to the details of each project that we are involved with. Please feel free to contact us today!

Response time2 days
Response rate100%
Avatar for Green Earth Enterprises Inc
Green Earth Enterprises Inc
4.7(
7
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Oakland, IL and surrounding areas

In business since 2009

Free estimates

Emergency services offered

"I hired the company to do a make ready [clean up & prep] on a single apartment in a building which I own in the  town where I live. I needed the property to be cleaned up so I could rent it again.  I have been a landlord for over 20 years & hadn't found a vacated property in such a mess in all my years. They did the complete interior clean-up which took about five hours. And, the complete prep of the property. they took out all the trash & junk, and cleaned up all debris left in the yard. They did such a great job with that I decided to use them for the yard maintenance also. They cleaned all my flowerbeds & got them ready for spring, placed mulch & trimmed the shrubs and flowering trees. On the inside they made everything look brand new! Cleaning the walls, painting, cleaned the carpets & stripped & polished the wood floors...making them look brand new. The appliances that stayed were cleaned inside & out. They even remembered to get all the light fixtures clean for me. Dusted all window seals & doorways. Shine mopped all they tile floors. To top it all off they even gave the bathrooms a fresh clean look by putting a new caulk seal around the tubs, sinks & shower...which gave the bathrooms a fresh face. All in all I found it to be a very stress free pleasant experience. And, I will definitely call on them for the next project because if they could do so well with a nightmare like that I'm sure the less difficult will be equally affordable and easily handled. Everything just looked so nice when they were finished. Thanks, Green Earth
"
Recommended by71%of homeowners
Avatar for Watson Outdoor Solutions LLC
Watson Outdoor Solutions LLC
5.0(
7
)
Gutters & Downspouts - Clean

Serving Oakland, IL and surrounding areas

In business since 2025

Free estimates

Credit card accepted

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 the start to the 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.

Chatham Deck Stain
Chatham Deck Stain
Before
Before
Before

+3

Response time1 day
Avatar for American Custom Homes
American Custom Homes
5.0(
3
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Oakland, IL and surrounding areas

In business since 2000

Emergency services offered

Credit card accepted

Welcome!\n \nAt American Custom Homes, our goal is not only help you design and build your dream bathroom, kitchen, basement or even add you a new room addition, but also making the process easy and enjoyable for you. We are a full-service design/build company with a wide range of experience. We can help you with all phases of a new bathroom or kitchen or basement or even complete remodeling. Build in steam showers, custom tile design, custom paints, and custom floors and so on... \nOur excellent reputation and long list of satisfied clients attest to our superior craftsmanship, attention to detail, clear communication, honesty and integrity. Just ask for our client reference list.\n \nLet's discuss your ideas! Your free consultation is just a phone call away.

Stone Travertine
12x6 Travertine hand cut
Complete Steamer
Recommended by100%of homeowners
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Gutter Cleaning FAQs, answered by experts

There’s more to gutter cleaning services than simply scooping out fallen leaves and debris. You should consult your gutter professional about which services they’ll provide during your appointment to ensure you receive the best value for your investment.

Gutter cleaning usually consists of some basic services, including:

  • Removing debris such as leaves, twigs, pests, moss, algae, and pollen

  • Uninstall and reinstall gutter guards

  • Flush the gutter with a hose

  • Inspection for any damage or leaks

  • Recommendations for repairs

It’s best to schedule regular gutter cleanings before there’s a major issue, but sometimes life gets in the way. Luckily, a few telltale signs will let you know when to clean your gutters ASAP:

  • You notice built-up debris in your gutters.

  • Your gutters overflow with water when it rains.

  • Water doesn’t readily flow from your downspouts.

  • Your gutters are damaged or visibly leaking.

  • You notice evidence of leaking along your roof, siding, yard, or pavement.

  • Your gutters have pulled away from your roofing or exterior walls.

  • You see water damage on your soffits or fascia.

  • You have weeds growing in your gutters.

  • You start to see ants or other insects around your gutters or in your home.

  • You suddenly have issues with leaks in your crawl space or basement.

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

There are several ways to tell if your gutter downspout drain is backed up. The most obvious sign is when you see water flowing over your gutter edges. This can occur during everything from light rain to a rainstorm. Additional signs can include peeling paint around your downspout, visible dirt around your downspout, and moisture on the side of the house. If you're having ongoing problems with clogs caused by a poorly designed or worn-out gutter system, consider getting a quote for gutter replacement cost.

Water overflow, foundation damage, and mold growth are risks.

The Oakland, IL homeowners’ guide to gutter cleaning services

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