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 Pleasant Avenue. 2500 sq ft. Completed by our Northbrook team.

2500 Sq Ft Cleaning $170
Service Gutter Cleaning
Location Highland Park, IL
Home Type 2-Story House
Sq Ft 2500 Sq Ft
Service Type Cleaning
Project Price $170
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 gutters take a beating through the fall. The tree canopy that makes this part of the North Shore feel tucked away from everything also means the troughs collect layer after layer of leaf debris, seed casings, and compacted grit by the time the season turns. This two-story house, sitting on a footprint of roughly 2,500 square feet, had reached the point where the gutters needed a proper clear-out before winter freeze cycles could do any real damage.

Our crew worked the roofline systematically, moving section by section around the full perimeter of the house. On a two-story, that means working carefully and methodically — debris cleared from the troughs, downspouts checked and flushed to confirm flow was moving through clean. A 2,500-square-foot footprint carries a meaningful run of gutter, and we made sure every stretch was addressed before calling it done. Invoice went out once the job was wrapped.

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 2500 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

Related Projects

Served by Our Northbrook Office

2970 Maria Ave Suite 229, Northbrook IL 60062

Gutter Cleaning in Nearby Cities

Our Northbrook crew also serves these areas.

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 around 2,500 sq ft in Highland Park, gutter cleaning typically runs $150–$200, and this project came in at $170. Pricing depends on linear footage of gutters, roof pitch, and how much debris has built up since the last cleaning.

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

A 2,500 sq ft two-story home like this one generally takes a crew about 1.5 to 2.5 hours to complete. Heavier debris loads or hard-to-access rooflines can add some time, but most single-visit cleanings wrap up in a half-day or less.

What does a gutter cleaning service actually include?

We clear out all debris from the gutters and flush the downspouts to confirm water is moving through freely. On this job that meant removing compacted leaves and buildup from all runs on the home, then checking that each downspout discharged properly at ground level.

How often should gutters be cleaned on a house in the Chicago suburbs?

Most homes in the Chicago area benefit from cleaning twice a year — once in late spring after seed and pollen season, and once in late fall after the leaves have dropped. Homes with overhanging trees may need a third visit to prevent clogs that can cause water damage to fascia and foundations. 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

Book Online (847) 297-4492
Call Now Book Online