5835 N Winthrop Avenue, Chicago, IL 60660
Local realty services provided by:Better Homes and Gardens Real Estate Connections
5835 N Winthrop Avenue,Chicago, IL 60660
$1,100,000
- 9 Beds
- 5 Baths
- - sq. ft.
- Multi-family
- Pending
Listed by: tedi smola
Office: @properties christie's international real estate
MLS#:12769232
Source:MLSNI
Price summary
- Price:$1,100,000
About this home
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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Home facts
- Year built:1903
- Listing ID #:12769232
- Updated:November 13, 2026 at 10:02 AM
Rooms and interior
- Bedrooms:9
- Total bathrooms:5
- Full bathrooms:5
- Rooms Total:22
- Basement Description:Finished, Full
Heating and cooling
- Heating:Gas
Structure and exterior
- Year built:1903
- Architectural Style:Greystone
Utilities
- Water:Public
- Sewer:Public Sewer
Finances and disclosures
- Price:$1,100,000
- Tax amount:$15,336 (2025)
Parking
- Total parking spaces:3
- Parking description:Detached Garage, Garage, Off Alley
- Garage:Yes
- Garage spaces:2
Copyright 2026 Midwest Real Estate Data LLC. All rights reserved. The data relating to real estate for sale on this web site comes in part from the Broker Reciprocity Program of the Midwest Real Estate Data LLC. Listing information is deemed reliable but not guaranteed.New listings near 5835 N Winthrop Avenue
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