Properties

Features
: Natural Gas
: Full , Finished
: Fenced
: Off Alley , Garage Owned , Garage , Detached , Owned , No Garage , Yes
: Public Sewer
: Greystone
Address Map
US
IL
Cook
Chicago
60660
WINTHROP
5835
Avenue
W88° 20' 31.8''
N41° 59' 18''
Sheridan Road to Thorndale West to Winthrop South to property
CHI - Edgewater
CHI - Edgewater
N
N
MULTI
Neighborhood
299
299
299
Additional Information
: Gated
: Brick , Stone
2
37 X 151
: Public
@properties Christie's International Real Estate
Tedi Smola
Financial
15336
Listing Information
44649
4420
MRED
: None
Listing Information
Contingent
2026-10-02T14:02:03Z
2026-10-02T14:01:16Z
Property Description

Stunning classic Greystone offering incredible character, spacious floor plans, and strong income potential in the heart of Edgewater. This legal 3-unit building also features a 1-bedroom, 1-bath in-law suite on the lower level, providing additional flexibility and income. The first and second floors each offer expansive 3-bedroom, 1-bath layouts with soaring ceilings, beautiful vintage details, generous room sizes, great natural light, and outdoor space. Much of the original woodwork and architectural character has been preserved while the building has been updated for modern living with forced-air heat, central air conditioning, dishwashers, and other improvements. The top-floor unit is an impressive 2-bedroom, 2-bath residence featuring vaulted ceilings, an updated kitchen and baths, in-unit laundry, a gas fireplace, and a bright, open feel. Current rent roll includes the lower-level 1-bedroom in-law suite at $900/month with a long-term month-to-month tenant; the first-floor 3-bedroom is currently vacant; the second-floor 3-bedroom rents for $1,900/month with a long-term month-to-month tenant; and the top-floor 2-bedroom, 2-bath rents for $2,600/month and is leased through August 2027. The property offers an excellent opportunity for a new owner to make improvements over time and further enhance an already beautiful vintage building. Several of the current rents reflect long-term tenancies and are below current market levels, offering additional income potential as units are updated and rents are brought closer to market. The vacant first-floor unit provides an immediate opportunity to make it your own, establish market rent, or owner-occupy while collecting income from the other units. A rare opportunity to own a beautiful Chicago Greystone combining vintage character, modern conveniences, existing rental income, and future upside. Out of respect for tenant privacy, only floor plans of the occupied units are included in the listing, but a full virtual tour is available. The vacant first-floor unit is available for showings at any time. All other units are available to be shown with a minimum of 48 hours’ notice.

Residential Income For Sale

5835 N Winthrop Avenue, Chicago, Illinois 60660

  • Bedrooms : 9
  • Bathrooms : 5
$1,100,000
Listing ID#12769232
QR Code
Basic Details
Property Type : Residential Income
Listing Type : For Sale
Listing ID : 12769232
Price : $1,100,000
Bedrooms : 9
Rooms : 22
Bathrooms : 5
Year Built : 1903
Listing Status : Active Under Contract
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