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

Avatar for Old School Guttering, LLC
Old School Guttering, LLC
5.0(
26
)
Gutters & Downspouts - Clean

Serving Hennessey, OK and surrounding areas

Approved

In business since 2025

Free estimates

Offers commercial services

Back when things were built, they were built right. Craftsmanship mattered. Pride mattered. Work was done to last a lifetime not just until the warranty expired.\nToday, too many companies focus on how many jobs they can rush through, not the quality of the work they leave behind. Since the early 2000s, lifetime warranties have quietly disappeared, replaced by materials and workmanship designed to fail just outside a short warranty window.\nWe believe in preserving what you’ve already built and doing the job the right way—the old way. With Oklahoma’s unpredictable weather, we offer 1–2 free gutter inspections per year to catch problems early. We will:\n• Seal leaks\n• Correct and reinforce corners\n• Repair sagging or damaged sections\n• Ensure proper drainage and long-term performance\nNo shortcuts. No rushed jobs. Just solid work you can trust—done with pride, precision, and accountability.\nBecause some things should still be built to last. Built the Old Way. Done the Right Way.\n

Entry way Install
Entry way Install
Entry way Install
Entry way Install
Gutters and Gutter Guard

+29

28 neighbors recently requested a quote
Avatar for G-Man Services
G-Man Services
5.0(
3
)
Gutters & Downspouts - Clean

Serving Hennessey, OK and surrounding areas

Approved

Free estimates

Emergency services offered

Small jobs welcome

My name is Curtis i am a 56 year old family man who is devoted to his family and helping others. I pride myself in providing my customers with quality workmanship and materials in a timely and fast manner.

65" TV Mount
32 neighbors recently requested a quote
Avatar for Homestead Cleaning Group
Homestead Cleaning Group
New to Angi
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Hennessey, OK and surrounding areas

Approved

Small jobs welcome

Offers commercial services

Homestead Cleaning Group is a locally owned cleaning company serving the Oklahoma City metro with reliable, detail‑driven service. We specialize in apartment make‑readies, clean‑outs, and deep cleans that help property managers and homeowners keep their spaces move‑in ready. With clear communication, dependable scheduling, and consistent quality, we make every home feel cared for.

Avatar for Mosh-Crew Painting
Mosh-Crew Painting
New to Angi
Gutters & Downspouts - Clean

Serving Hennessey, OK and surrounding areas

Approved

Free estimates

Small jobs welcome

Hi! Mosh Crew painting here! We are looking to bring a stress free environment when painting your home. You can count on over 25 years combined experience, promptness and professionalism from us. We hope to hear from you so we can help you love looking at your home again!

Avatar for Air Roofing & Contracting LLC
Air Roofing & Contracting LLC
4.7(
220
)
Gutters & Downspouts - CleanGutters & Downspouts - Clean- For Business

Serving Hennessey, OK and surrounding areas

In business since 2006

Free estimates

Emergency services offered

"Simce they couldn’t come out immediately, they had someone come tarp the possibly exposed area for an extra fee. When inspecting the roof, they took a video of the entire thing so we could see that several other areas were loose and needed to be tacked down. This was easy to see that it needed to be done...very professional."
Additional Photos
Additional Photos
Additional Photos
Shingles installed on this project are Class 4 impact resistant shingles. This shingles typically will save the average homeowner 15% to as much as 50% off there homeowners insurance.
Shingles installed on this project are 25yr shingles commonly referred to as 3-tab shingles

+5

Recommended by94%of homeowners
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Gutter Cleaning FAQs, answered by experts

On a typical three-bedroom home, gutter cleaning takes about one hour. For larger homes, especially those with multiple stories, the job can take two to three hours. The time required may increase if the gutters need extensive cleaning, the roof is steep, the gutters are hard to reach, or if gutter guards need to be uninstalled and reinstalled.

Yes, it is okay to knock down icicles yourself. Just make sure to take the proper safety precautions. If you’re not comfortable doing it yourself, contact a roofing professional.

If you don't want to install gutter guards, the most common and inexpensive alternative is regular gutter cleaning, either annually, biannually, or as soon as they start to fill up. Using a leaf blower attachment can make this process easier. Other products designed to reduce cleanings include gutter screens (made of wire mesh, nylon, or foam), which are typically less expensive than a full gutter guard installation. You can also find guards and inserts designed specifically to protect your downspouts or opt for a whole gutter system like LeafGuard, which integrates the gutter and guard into a single product.

Downspouts channel water from your roof and gutters into the ground following a specific route so water doesn’t accumulate around your house’s foundation. Without a downspout, the standing water will wash away material and disrupt the soil, leading to foundation erosion. The standing water will also form ice around your house during cold weather, causing a safety hazard.

Water should not be dripping behind your gutters. Rain dripping between your gutters and the fascia might indicate that the gutters are misaligned with the fascia board or there are loose screws in the gutters, allowing water to pass through. Start by checking for these issues and make repairs ASAP.

The Hennessey, OK homeowners’ guide to gutter cleaning services

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