5835 N Winthrop Avenue, Chicago, IL 60660
Local realty services provided by:ERA Partners
5835 N Winthrop Avenue,Chicago, IL 60660
$1,100,000
- 9 Beds
- 5 Baths
- - sq. ft.
- Multi-family
- Active
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....
Contact an agent
Home facts
- Year built:1903
- Listing ID #:12769232
- Updated:September 26, 2026 at 11:34 AM
Rooms and interior
- Bedrooms:9
- Total bathrooms:5
- Full bathrooms:5
- Rooms Total:22
- Basement Description:Finished, Full
Heating and cooling
- Heating:Natural 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. MLSNI Member Broker: Frank ScibiorNew listings near 5835 N Winthrop Avenue
- New
$819,000Active2 beds 2 baths1,700 sq. ft.1212 N Lake Shore Drive #15BS, Chicago, IL 60610
MLS# 12769767Listed by: BAIRD & WARNER - New
$842,000Active2 beds 2 baths1,754 sq. ft.360 W Illinois Street #8A, Chicago, IL 60654
MLS# 12762186Listed by: JAMESON SOTHEBY'S INTL REALTY - New
$589,000Active3 beds 2 baths3,000 sq. ft.4427 S Oakenwald Avenue #4, Chicago, IL 60653
MLS# 12766107Listed by: COLDWELL BANKER REALTY - New
$345,000Active3 beds 1 baths2,239 sq. ft.5219 N Marmora Avenue, Chicago, IL 60630
MLS# 12767419Listed by: PARKVUE REALTY CORPORATION - New
$444,900Active3 beds 2 baths1,358 sq. ft.5037 N Newcastle Avenue, Chicago, IL 60656
MLS# 12767794Listed by: JOHN GREENE, REALTOR - New
$1,200,000Active9 beds 6 baths4623 S Prairie Avenue, Chicago, IL 60653
MLS# 12770130Listed by: VILLAGE REALTY, INC. - New
$899,900Active9 beds 6 baths1246 S Fairfield Avenue, Chicago, IL 60608
MLS# 12756675Listed by: NORTH CLYBOURN GROUP, INC. - New
$250,000Active1 beds 1 baths800 sq. ft.3627 S Damen Avenue, Chicago, IL 60609
MLS# 12769951Listed by: EXP REALTY - New
$372,900Active5 beds 3 baths2,090 sq. ft.4731 S Kostner Avenue, Chicago, IL 60632
MLS# 12770131Listed by: EPIQUE REALTY INC - New
$400,000Active4 beds 2 baths3450 S Leavitt Street, Chicago, IL 60608
MLS# 12770142Listed by: EXP REALTY
Protect your home and budget from life's surprises with an Assurant Home Warranty, backed by a partner that supports you through every step of homeownership. Explore Plans.
© 2023 - 2026 ERA Franchise Systems LLC. All rights reserved. ERA Franchise Systems LLC fully supports the principles of the Fair Housing Act and the Equal Opportunity Act. ERA, ERA Real Estate powered, and their respective logos are registered service marks of ERA Franchise Systems LLC. Each office is independently owned and operated.