Professional Window, Gutter and Pressure Cleaning Chicago

The professionals at Initial Service Cleaning are Chicago’s trusted experts in exterior cleaning and maintenance. We take pride in meticulous preparation and using the best tools and techniques to ensure spotless, long-lasting results. Whether you’re a homeowner looking for crystal-clear windows, a condo association needing pressure washing and gutter cleaning, or a property manager with a multi-story building requiring professional care, Initial Service Cleaning delivers quality service you can rely on.

Property Managers

Property and facility managers across Chicago trust Initial Service Cleaning for consistent, professional exterior maintenance. From high-rise window cleaning to routine gutter clearing and power washing, we’re a go-to partner for reliable, efficient service.

  • Flexible Scheduling, Including Off-Hour Availability
  • Customizable Maintenance Plans to meet property demands
  • Dependable, Professional Crews
The Initial Service Difference

Residential

We offer free consultations and tailored exterior cleaning solutions designed around your association’s needs and budget. From multi-story window cleaning to pressure washing of common areas and thorough gutter maintenance, we help protect and beautify your property.

  • Transparent, project-specific pricing
  • Clean, organized worsites
  • Accurate Scheduling
  • Licensed and insured

Commercial

Whether it’s pressure washing a commercial facade, cleaning multi-story office windows, or clearing gutters on a warehouse, Initial Service Cleaning delivers the results your business needs—safely, efficiently, and professionally.

  • OSHA-Compliant, Safety-Focused
  • Retail, Office, and Industrial
  • VETTED, Uniformed Crews
  • High-REACH / Complex Layouts
Why Businesses Choose Initial Service

Our Reputation

When it comes to exterior cleaning for multi-unit properties, credibility matters—and our satisfied clients speak for us. Over 90% of our work comes from condo associations and property managers, professionals who must meet the high expectations of boards, owners, and residents. Their consistent positive feedback is a strong indicator of our reliability, professionalism, and results-driven service. From coordinating with multiple stakeholders to delivering spotless windows, clean gutters, and revitalized surfaces, we’ve built a reputation for dependable performance and long-term value.

Year-Round Exterior Cleaning Services

Get your estimate by contacting us today.

Windows

Professional window cleaning for homes and buildings up to 7 stories

Gutters

Thorough gutter cleaning to prevent clogs, protect your property, and keep water flowing smoothly

Pressure Washing

Powerful pressure washing that removes dirt, grime, and stains from driveways, siding, decks, and more

Decks & Balconies

Expert cleaning for decks and balconies to remove buildup, enhance appearance, and preserve surface integrity

What We Do

Contact us today to kickstart your next project.

Window Cleaning
Interior and exterior cleaning up to 7 stories, including frames, sills, screens, and tracks
Gutter Cleaning
Debris removal and downspout flushing to ensure proper drainage and prevent damage
Pressure Washing
High-powered cleaning for siding, concrete, brick, and other exterior surfaces
Deck & Balcony Cleaning
Surface-safe washing for wood, composite, and concrete decks and balconies
Multi-Unit Building Services
Exterior cleaning for condos, apartments, and common areas with minimal disruption
Common Area Washing
Pressure washing for shared walkways, entrances, and patios in residential complexes
Commercial Property Cleaning
Exterior maintenance for retail centers, offices, and industrial buildings
Post-Construction Window Cleaning
Removal of dust, stickers, paint, and debris from newly installed windows
Maintenance Plans
Customizable recurring services to keep your property looking its best year-round

Testimonials

Wow! What great service!

I was in a last minute pinch and needed to get my windows cleaned. Matthew called me back within minutes to schedule an appointment the next day! Not only was he professional, kind, and very accommodating, the Windows looked so clean and clear.
Kendall W.
Oakland, CA

Great Company!

They quoted me low on a job which ended up being a bit bigger than they initially expected, and refused to take more money when I offered!
Adam C.
Chicago

I was very impressed!

They were exceptionally communicative, arrived on time, did a fantastic job of window cleaning and power washing and were well priced. I plan to have them out again should the need arise. They are very professional, dependable and very nice. Excellent business and I highly recommend!
Franklin B.
Chicago