Gutter Cleaning at a 2-story house in Winnetka on Sunset Road. 3500 sq ft. Completed by our Northbrook team.
— Northbrook crew
Winnetka sits under a heavy canopy of mature oaks and maples, and by the time late fall settles in, that means gutters packed with layered debris — wet leaves pressed against dry ones, seed casings, and the fine grit that accumulates through a full season. This two-story house, at roughly 3,500 square feet of footprint, had a gutter run to match: enough linear footage to hold a serious load if the cleaning had been put off much past peak leaf fall.
Our crew worked through the full perimeter, blowing out all the leaves from every section of gutter. The approach was straightforward — move methodically around the house, clear each run completely, and make sure nothing was left behind to mat down and obstruct drainage over winter. On a home this size, that rhythm takes time done right, but by the end of the day the gutters were clear and ready to handle whatever the North Shore winter brings. Invoice went out after the crew wrapped up on site.
Crew on this job
Davey
Davey joined My Window Washing in 2025, but he brings more than 5 years of hands-on experience in window washing, gutter cleaning, and power washing. He’s cheerful, polite, professional, and always ready to help customers with a smile, good advice, and a can-do attitude. When he’s not making homes look cleaner and brighter, Davey enjoys creating content and checking out the latest gadgets. But honestly, who doesn’t love a good gadget these days?
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This property is served by our Northbrook office. Same-day and next-day appointments often available.
Call (847) 297-4492Showing the home's condition before our team arrived, and the result after the gutter cleaning was complete.
Before
After
Our Northbrook crew filmed this gutter cleaning on site at a 2-story house in Winnetka, IL.
You'll see the workflow across all 3500 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 YouTube2970 Maria Ave Suite 229, Northbrook IL 60062
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Common questions from Winnetka homeowners researching Gutter Cleaning.
This 3,500 sq ft two-story home in Winnetka came in at $202 for a full gutter cleaning. In the broader North Shore area, most single-family homes run between $150 and $300 depending on linear footage, roof height, and how clogged the gutters are.
A two-story home of this size typically takes a crew one to two hours to clean thoroughly. Factors like heavy debris buildup, multiple downspouts, or difficult roof access can add time to the job.
The service covers clearing debris from all gutter troughs and flushing the downspouts to confirm water flows freely. We check for obvious blockages at the downspout outlets and leave the gutters functional — not just surface-cleared.
Most two-story homes benefit from 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 North Shore area, may need a third visit to stay ahead of buildup. For a quote, call our Northbrook team at (847) 297-4492.
Served by our Northbrook office — same and next-day appointments often available
Professional window washing, gutter cleaning & power washing across Chicago and suburbs since 2003.
