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$1,100,000
10 Days On Site

5835 N WINTHROP Avenue
Chicago, IL 60660

For Sale|Multi Family|Active Under Contract
9
Beds
5
Total Baths
1903
Built
County:
Cook
Listing Courtesy of MRED as distributed by MLS Grid of @properties Christie's International Real Estate
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312-767-7744
5835 N WINTHROP Avenue5835 N WINTHROP Avenue5835 N WINTHROP Avenue5835 N WINTHROP Avenue
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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.

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Listing Snapshot
Price 
$1,100,000
Days On Site 
10 Days
Bedrooms 
9
Inside Area (SqFt) 
N/A
Total Baths 
5
Full Baths 
N/A
Partial Baths 
N/A
Lot Size 
N/A
Year Built 
1903
MLS® Number 
12769232
Status 
Active Under Contract
Property Tax 
$15,336
HOA/Condo/Coop Fees 
N/A
Sq Ft Source 
N/A
Friends & Family
Recent Activity
3 days agoListing updated with changes from the MLS®
3 days agoStatus changed to Active Under Contract
a week agoListing first seen on site
General Features
Garage 
Yes
Garage Spaces 
2
Parking 
No GarageDetachedGarage
Parking Spaces 
3
Property Sub Type 
Multi Family
Sewer 
Public Sewer
Style 
Greystone
Water Source 
Public
Zoning 
MULTI
Interior Features
Basement 
FinishedFull
Heating 
Natural Gas
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Exterior Features
Construction Details 
BrickStone
Fencing 
Fenced
Community Features
Community Features 
Gated
MLS Area 
CHI - Edgewater
School District 
299
Township 
Lake View
Schools
School District
299
Elementary School
Unknown
Middle School
Unknown
High School
Unknown
Listing Courtesy of MRED as distributed by MLS Grid of @properties Christie's International Real Estate



Based on information submitted to the MLS GRID as of 2026-10-05 11:19 AM UTC. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.
Last checked: 2026-10-05 11:19 AM UTC
MRED DMCA Copyright Information Copyright © 2026 Midwest Real Estate Data LLC. All rights reserved.

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