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ESTABLISH A SIGNATURE PRESENCE IN THE HEART OF CHICAGO'S PREMIER WEST LOOP DISTRICT WITH THIS ONE-OF-A-KIND BUILDING. A truly irreplaceable opportunity to secure a flagship location on coveted Madison Street. This exceptional, ADA-compliant steel-frame mixed-use asset offers approximately 4,000 square feet of customizable commercial space with dramatic 17.5-foot ceilings, complemented by an extraordinary 4,000-square-foot luxury penthouse "flex space" residence above. Situated on a rare double lot, the property offers an exceptional combination of visibility, flexibility and accessibility, featuring a 4,000-square-foot lower level, private courtyard/patio and nine secured on-site parking spaces, an increasingly rare amenity in the West Loop. Strategically positioned within one of Chicago's most dynamic and rapidly growing commercial corridors, the property benefits from outstanding transportation connectivity, strong pedestrian traffic, and immediate proximity to the neighborhood's renowned restaurants, retailers, offices, and residential developments. The first level is ideally suited for a corporate headquarters, flagship showroom, medical or wellness practice, family office, creative studio, experiential retail concept, or other distinguished professional use. Designed with flexibility in mind, the first-floor space can be fully customized to align with a tenant's operational needs, brand identity and long-term vision, offering a rare opportunity to create a truly bespoke environment tailored to your business. Your vision, brought to life your way. Accessible via a private elevator, the never-occupied penthouse residence delivers a level of luxury seldom found in an integrated live-work environment. The residence features three bedrooms, three-and-a-half baths, soaring 17.5-foot ceilings, premium designer finishes, advanced smart-home technology and an expansive open-concept great room anchored by a dramatic floor-to-ceiling book-matched marble fireplace. Additional highlights include a chef's kitchen with an oversized Taj Mahal quartzite island, a spa-inspired primary suite with radiant heated flooring and a substantial private terrace designed for sophisticated entertaining. Whether used for business or housing it is a showstopper. This is a rare opportunity to combine executive living and professional operations within one architecturally distinctive asset, offering a unique blend of prestige, functionality and lifestyle in one of Chicago's most sought-after neighborhoods.

Highlights

  • Commercial Sale
  • Mixed Use
  • Built in 2004
  • 145 days on Market

  • Year Built
    2004
  • Stories
    2.0
  • Construction Materials
    Brick, Steel Siding
  • Flooring
    Concrete, Wood
  • Cooling
    Central Air


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Frequently Asked Questions

How do I schedule a tour of 1219 W Madison St?

We can make that happen quickly. Click Tour This Home and we'll connect you directly with our vetted local partner to schedule your visit to 1219 W Madison St.

They know commercial sales in the area well and can give you the guidance you need to buy with confidence.

How do I get more information about 1219 W Madison St?

Click Ask a Question to talk with our team. You already know it is a N/A bed, N/A bath, listed for $4,950,000. We can talk through recent upgrades, potential seller motivation, how this mixed use compares to others in Chicago, and can even get you in to see the property quickly.

How much is the monthly mortgage payment for 1219 W Madison St?

With a 20% down payment and a 30-year fixed loan at an illustrative 7.25% rate, the ez Mortgage Calculator estimates the monthly payment for 1219 W Madison St at around $33,983. This includes estimated property taxes and insurance.

Want to see how this changes with different down payments or interest rates? Jump to the calculator to run the numbers and fine-tune your plan.

How do I get pre-approved to buy 1219 W Madison St?

Stand out in a competitive market by getting pre-approved today. Our quick and private pre-approval process helps you understand your true buying power—no credit pull required to explore all of your options.

Or, let us connect you with our preferred local lender in Cook County. They will give you all of your available financing options, based on your specific situation and what is available to you.

Can I negotiate the asking price for 1219 W Madison St?

In most cases, yes. Whether 1219 W Madison St is priced competitively or not, your best offer depends on your personal situation, the seller's timeline, and recent activity in Chicago's market. Our preferred local partner will help you craft a strategy—factoring in comparable properties that have sold, timing, and deal structure—to make a smart, strong offer. Click here to ask about negotiation opportunities.

How do I make an offer on 1219 W Madison St?

We can handle that for you. Our preferred local agent specializes in commercial sales in Chicago and can guide you through every step of the offer process.

You need an expert who is looking out for your best interests. From market valuation to contingencies and timing, they'll help you present a compelling offer that fits your goals. Click Ask a Question to get started today.

What is the price per square foot for this home?

This home is listed at $4,950,000 with 8,000 sqft of space—that comes out to approximately $619 per square foot.

How long has this property been on the market?

1219 W Madison St was listed on June 22, 2026, which means it's been on the market for 145 days.

Want to keep tabs on it? Click the ♥ to favorite this home and get notified of price drops or changes.

When was this house built?

This home was built in 2004, making it approximately 22 years old.

What are the property taxes for 1219 W Madison St?

The most recent public record shows annual property taxes for 1219 W Madison St were approximately $69,765. This may change with reassessment or exemptions. Our local partner can verify current tax amounts and help you estimate future costs based on your situation.

Is 1219 W Madison St still available for sale?

Yes, this home is still available! Click the ♥ to favorite it so you don't miss any changes—or ask our local expert to schedule a time to see it in person.

Source: ez Home Search, MLS Data

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Listing information provided exclusively for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Midwest Real Estate Data (MRED). All rights reserved.

Last Updated: November 14, 2026 at 09:37PM | Source: Midwest Real Estate Data (MRED) | MLS#: 12681237