Rare redevelopment opportunity in the heart of Downtown Chicago. 314-316 S. Federal Street is a historic 1912 asset spanning 17,500 total square feet across seven 2,500-square-foot floors, plus a fully built-out, usable 2,500-square-foot lower level. Positioned steps from LaSalle Street in the Financial District and adjacent to Jackson and Dearborn CTA transit hubs (Blue, Brown, Orange, Pink, and Purple lines), this location offers unmatched regional connectivity with rapid access to I-290, I-90/94, and DuSable Lake Shore Drive. The property's versatile 2,500-square-foot floor plates present an exceptional baseline for a wide array of adaptive reuse concepts. Capitalizing on the historic character and proven success of boutique lodging in the Loop, the building is perfectly suited for transformation into an exclusive private members club, a boutique hotel, or a vibrant youth hostel. Creative enterprises can leverage the structured floor plans and subterranean space for high-end music recording studios or media production facilities. Alternatively, the building translates seamlessly into a modern corporate headquarters, creative office environment, or collaborative coworking space. A vertical mixed-use strategy offers endless possibilities for ultimate activation. The high-foot-traffic ground floor and lower level provide an ideal setting for a destination restaurant, flagship bar, or boutique retail storefront-building on the proven success of the long-running restaurant that previously occupied the space. Upper levels can be converted into high-end private residences or multi-family units, capped by exclusive top-floor owner's penthouse suites. Further enhancing its investment profile, the property carries DC-16 zoning, which allows for vertical expansion of up to nine additional stories. Convenience is maximized by direct adjacency to a large public parking garage along the building's south wall. Built in 1912, this historic asset is also a prime candidate for Chicago's Class L Property Tax Incentive, drastically reducing operating costs and maximizing long-term yields.
Details
MLS #
12746790
Listing Type
For Sale
Style
Mixed Use
Sub-Type
Resale
Status
Active
Year
1912
Days On Site
33
Listing Provided By
THE NAV AGENCY | Christopher Katsulis
Features
SQ Feet
17,500
Story(s)
7
Zoning
COMMR
Interior
Cooling
Central Individual
Fireplaces Total
3
Exterior
Construction Materials
Brick
Utilities
Electric
Separate Meters
Taxes
Tax Year
2025
Tax Annual Amount
103825.2
Area Information
State
IL
County
Cook
City
Chicago
Zip Code
60604
Area
CHI Loop
Listing VS Median (in 60604)
Price: $4,995,000
low | high
Med: $499,000
100% of Average
sqft: 17,500
low | high
Med: 1,350
100% of Average
$ / sqft: $285
low | high
Med: $370
20.500129759389% of Average
On site: 33
low | high
Med: 26
100% of Average
Sourced by Back At You
Market Activity 60604
Date
Sales
Avg $ Per SqFt
Min Sale Price
Max Sale Price
Med Sale Price
Date: Aug 2026
Sales: 1
Avg $ Per SqFt: $345.26
Min Sale Price: $415,000
Max Sale Price: $415,000
Med Sale Price: $415,000
Date: Jun 2026
Sales: 2
Avg $ Per SqFt: $362.4
Min Sale Price: $270,000
Max Sale Price: $515,000
Med Sale Price: $392,500
Date: Apr 2026
Sales: 2
Avg $ Per SqFt: $350.78
Min Sale Price: $450,000
Max Sale Price: $499,000
Med Sale Price: $474,500
Date: Mar 2026
Sales: 3
Avg $ Per SqFt: $326.71
Min Sale Price: $265,000
Max Sale Price: $565,000
Med Sale Price: $365,000
Date: Feb 2026
Sales: 1
Avg $ Per SqFt: $348.28
Min Sale Price: $505,000
Max Sale Price: $505,000
Med Sale Price: $505,000
Date: Jan 2026
Sales: 1
Avg $ Per SqFt: $366.67
Min Sale Price: $495,000
Max Sale Price: $495,000
Med Sale Price: $495,000
Date: Oct 2025
Sales: 1
Avg $ Per SqFt: $318.75
Min Sale Price: $510,000
Max Sale Price: $510,000
Med Sale Price: $510,000
Sourced by Back At You
Aug 2026
Sales:
1
Avg $ Per SqFt:
$345.26
Min Sale Price:
$415,000
Max Sale Price:
$415,000
Med Sale Price:
$415,000
Jun 2026
Sales:
2
Avg $ Per SqFt:
$362.4
Min Sale Price:
$270,000
Max Sale Price:
$515,000
Med Sale Price:
$392,500
Apr 2026
Sales:
2
Avg $ Per SqFt:
$350.78
Min Sale Price:
$450,000
Max Sale Price:
$499,000
Med Sale Price:
$474,500
Mar 2026
Sales:
3
Avg $ Per SqFt:
$326.71
Min Sale Price:
$265,000
Max Sale Price:
$565,000
Med Sale Price:
$365,000
Feb 2026
Sales:
1
Avg $ Per SqFt:
$348.28
Min Sale Price:
$505,000
Max Sale Price:
$505,000
Med Sale Price:
$505,000
Jan 2026
Sales:
1
Avg $ Per SqFt:
$366.67
Min Sale Price:
$495,000
Max Sale Price:
$495,000
Med Sale Price:
$495,000
Oct 2025
Sales:
1
Avg $ Per SqFt:
$318.75
Min Sale Price:
$510,000
Max Sale Price:
$510,000
Med Sale Price:
$510,000
MLS Number: 12746790
Christopher Katsulis – (847) 707-5286 – chris@thenavagency.com
THE NAV AGENCY – (650) 740-9437
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MLS Number: 12746790
Christopher Katsulis – (847) 707-5286 – chris@thenavagency.com