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  1. Commercial Properties
  2. IL
  3. Chicago
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For Sale

WEST LOOP REDEVELOPMENT OPPORTUNITY

565 West Randolph Street, Chicago, IL 60661

565 W. Randolph St offers investors a unique opportunity to acquire a prime asset in Chicago’s West Loop, a neighborhood celebrated for its dynamic blend of commercial and residential growth. This ±59,981 SF Class C office building, constructed in 1872, combines historical charm with modern functionality, featuring both a passenger elevator and a freight elevator. At $250 per SF with a purchase price of $14,995,000, this asset provides immediate stable cash flow along with significant value-add potential through a strategic conversion plan.

 

The property is currently 98% occupied, with nine tenants, including ground-floor anchors Proxi and Sepia—two Michelin-starred dining establishments that recently renewed their leases for another five years with additional renewal options. This established retail presence ensures strong income stability for investors.

 

Key Conversion Opportunity: Office to Multifamily Apartments

This asset presents a compelling opportunity for an office-to-residential conversion, allowing investors to capitalize on the increasing demand for multifamily units in the West Loop. The property offers a phased approach to conversion:

  • 43,624 SF (72.8% of the building) can become available by the end of December 2024, providing the majority of the building for potential apartment conversion immediately after acquisition.
  • An additional 1,642 SF (2.7% of the building) will become available between March and November 2026 as leases expire, offering further flexibility for phased redevelopment.
  • The final 5,550 SF (9.2% of the building) will become available between January and April 2029 upon lease expirations, enabling investors to continue generating income from office leases while gradually converting spaces to residential use.

Strategic Investment Potential

This asset allows for a phased redevelopment strategy, maximizing cash flow while taking advantage of conversion opportunities as leases roll over. The property's prime location offers proximity to top-tier transportation, shopping, dining, and green spaces, making it highly attractive to prospective residential tenants. By converting the office floors to apartments, investors can tap into the strong rental market in the West Loop, while still benefiting from the stable income of long-term retail tenants. With strategic upgrades and a phased conversion plan, investors can elevate rental rates, attract premium residential tenants, and significantly enhance the property's value. The unique combination of historical architecture, Michelin-starred retail tenants, and conversion flexibility positions 565 W. Randolph St as a standout investment in one of Chicago’s most sought-after neighborhoods.

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Reach out to the broker for more info on lease terms and amenities

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Contacts

broker
Anthony Hardy

Keller Williams ONEChicago

broker
Travis Montgomery

Keller Williams ONEChicago

Building Details

  • For Sale $14,995,000
  • Property Type Other
  • Lot Size 0.21 Acre
  • # of Floors 6
  • Property Tenancy Multi-Tenant
  • Building Class C
  • Date Updated May 19, 2026

Getting Around

  • Walk Score ®

    Walker's Paradise (98)
  • Transit Score ®

    Rider's Paradise (100)
  • Bike Score ®

    Very Bikeable (86)
Powered by Walk Score ®

Location

  • City Chicago, IL
  • Neighborhood West Loop
  • Zip Code 60661
  • Market Chicago
  • Map
  • Street

Points of Interest

Morgan

0.47 miles

Merchandise Mart

0.53 miles

Grand

0.56 miles

Quincy

0.60 miles

UIC-Halsted (Halsted Street)

0.66 miles

UIC-Halsted (Peoria Street)

0.71 miles

Lake

0.76 miles

State/Lake

0.76 miles

UIC-Halsted (Morgan Street)

0.77 miles

Volta

0.36 miles

Shell

0.69 miles

ChargePoint

0.75 miles

Blink ParkChip Garage - 1035 Van Buren

0.76 miles

BP

0.83 miles

Electrify America

0.84 miles

Marathon

0.98 miles

Citgo

1.04 miles

Tesla Supercharger

1.06 miles

Park 1

0.26 miles

Mart Center Self-Park

0.33 miles

191 N Wacker

0.33 miles

CME Parking

0.33 miles

Franklin-Lake Self Park

0.36 miles

Washington Franklin Self Park

0.40 miles

225 Wacker Self Park

0.40 miles

Standard Parking Garage

0.43 miles

217 West Washington

0.43 miles

Hertz

0.47 miles

Alamo

0.58 miles

Enterprise

0.94 miles

DS Luxury

2.04 miles

Grand Oakley Car Wash

2.21 miles

Mobil

2.65 miles

Glitz Car Wash

2.71 miles

White Glove Car Wash

2.75 miles

Hand Car Wash & Detail

2.89 miles

Alla Vita

0.02 miles

Sepia

0.03 miles

Jinsei Motto

0.03 miles

avec

0.04 miles

Wishbone

0.06 miles

JIAN

0.08 miles

The French Lunchbox

0.08 miles

Frietkoten Belgian Fries & Beer

0.08 miles

Taqueria Mexicana

0.09 miles

Whole Foods Market

0.26 miles

Metro Spice Mart

0.30 miles

Jewel-Osco

0.32 miles

Mariano's Fresh Market

0.36 miles

Wild Fork

0.38 miles

The Merchandise Mart

0.47 miles

H Mart

0.48 miles

Block 37 Shops

0.70 miles

Saks Off 5th

0.77 miles

Family Planning Associates

0.15 miles

Physicians Immediate Care

0.34 miles

RUSH

0.37 miles

Walgreens

0.38 miles

Amtrak Police Department

0.43 miles

Midwest Express Clinic - West Loop

0.43 miles

Chicago Fire Department Engine Company 5

0.50 miles

Passport Health Chicago Travel Clinic

0.59 miles

Passport Health Fulton Market

0.60 miles

565 West Randolph Street Listing Summary

  • What is the asking price at WEST LOOP REDEVELOPMENT OPPORTUNITY?

    WEST LOOP REDEVELOPMENT OPPORTUNITY is currently listed for sale at Contact for pricing.

  • What is the total size of WEST LOOP REDEVELOPMENT OPPORTUNITY?

    WEST LOOP REDEVELOPMENT OPPORTUNITY has a total of 59,981 square feet.

Contact WEST LOOP REDEVELOPMENT OPPORTUNITY
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