Gutter Cleaning Highland Park, IL Hand-Cleared & Flushed November 2026

Gutter Cleaning in Highland Park, IL

Gutter Cleaning at a 2-story house in Highland Park on Hybernia Drive. 4400 sq ft. Completed by our Northbrook team.

4400 Sq Ft Cleaning $220
Service Gutter Cleaning
Location Highland Park, IL
Home Type 2-Story House
Sq Ft 4400 Sq Ft
Service Type Cleaning
Project Price $220
Completed November 2026
4.9 ★
from 2,600+ Google reviews
BBB A+
Better Business Bureau
Insured & Bonded
Full liability coverage
20+ Years
Serving Chicago since 2003

What We Did

Highland Park's mature tree canopy is one of the things that makes the neighborhood what it is — and one of the things that makes gutter maintenance a real seasonal obligation. By the time we arrived at this two-story house, the gutters on the 4,400-square-foot home had collected a full season's worth of leaf debris, the kind of dense, compacted buildup that accumulates under heavy oak and maple cover and doesn't flush out on its own.

We worked the roofline systematically, clearing the troughs by hand before testing each downspout for flow. At least one was fully clogged, packed tight enough that it needed direct attention to open up — we ran it through until water moved freely from top to bottom. Once the blockages were cleared, we flushed the entire system to confirm drainage was working as it should across all runs. The job moved steadily through the day, and the invoice went to the homeowner once the crew was done on-site.

Scope of Work

Sam

Crew on this job

Sam

Sam is a seasoned technician and the unofficial media star of My Window Washing. You may have seen him on social media explaining how we do things, sharing tips, or showing the work behind the clean. He is friendly, easy to talk to, and always happy to answer questions. If you have not seen him online yet, just ask him about it — he will probably be happy to tell you.

Want a quote for your home?

This property is served by our Northbrook office. Same-day and next-day appointments often available.

Call (847) 297-4492

The Results

Showing the home's condition before our team arrived, and the result after the gutter cleaning was complete.

Gutter Cleaning before — Highland Park IL 2-story house Before
2-Story House in Highland Park, IL before gutter cleaning — grime and buildup visible from typical seasonal exposure.
Gutter Cleaning after — Highland Park IL 2-story house After
2-Story House in Highland Park, IL after gutter cleaning — completed by our Northbrook team, no mess left behind.

More From This Job

See the Work

Our Northbrook crew filmed this gutter cleaning on site at a 2-story house in Highland Park, IL.

You'll see the workflow across all 4400 sq ft — interior and exterior approach, screen and frame detail, the rhythm of how we work through a property like this without leaving a mess.

Watch on YouTube

Served by Our Northbrook Office

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Frequently Asked Questions

Common questions from Highland Park homeowners researching Gutter Cleaning.

How much does gutter cleaning cost in Highland Park, IL?

For a 2-story house in Highland Park, expect to pay roughly $150–$280 depending on linear footage, story height, and how clogged things are. This 4,400 sq ft home came in at $220, which is right in the middle of the typical range for the area. Homes with heavy debris buildup or blocked downspouts may land toward the higher end.

How long does gutter cleaning take on a large 2-story house?

A 2-story home of this size generally takes a crew 1.5 to 3 hours to complete. On this job, clogged downspouts added some time since they required extra clearing to restore proper drainage. Overall, most homeowners can expect the work to be done in a single visit with no need to be home.

What's included in a gutter cleaning service for a 2-story home?

We clear all debris from the gutters, flush the troughs, and clear the downspouts to confirm water is flowing freely from top to bottom. On this Highland Park job, that meant working through packed downspout blockages in addition to the standard channel cleaning. We leave the gutters fully functional, not just surface-cleared.

How often should gutters be cleaned on a 2-story house?

Most 2-story homes need gutter cleaning twice a year — once in late spring and once in late fall after the leaves have dropped. Homes surrounded by mature trees, like many in the Highland Park area, can develop blockages faster and may benefit from a third visit mid-season. Skipping cleanings lets debris compact and leads to the kind of stubborn downspout clogs we cleared on this job. For a quote, call our Northbrook team at (847) 297-4492.

Ready to Schedule Your Gutter Cleaning?

Served by our Northbrook office — same and next-day appointments often available

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