$1,400,000
5811 N WINTHROP Avenue
Chicago, IL, 60660
Exceptional oversized 3-unit building on a rare extra-wide Chicago lot in a prime Edgewater location. Each expansive unit offers approximately 2,000 square feet of living space with 3 bedrooms and 2 full baths, featuring gracious room sizes, abundant natural light, and highly functional layouts that feel more like single-family homes. The partially finished basement presents a massive value-add opportunity by duplexing down creating an incredible owner’s unit or by potentially converting into a fourth unit (buyer to verify zoning and compliance). Outdoor living is unmatched with a massive rear deck plus a difficult-to-find 3-car garage. The current owner has done extensive updates that a new owner can now simply enjoy. This property offers exceptional scale, flexibility, and long-term upside-ideal for an owner-occupant seeking rental income or an investor looking for a trophy multi-unit in one of the city’s most vibrant neighborhoods.
Property Details
Price:
$1,400,000
MLS #:
MRD12580170
Status:
Active Under Contract
Beds:
9
Baths:
6
Type:
Multi Family
Subdivision:
Andersonville
Neighborhood:
chiedgewater
Listed Date:
Mar 1, 2026
Year Built:
1910
Schools
School District:
299
Elementary School:
Swift Elementary School Specialt
Middle School:
Swift Elementary School Specialt
High School:
Senn High School
Interior
Heating
Natural Gas, Forced Air, Indv Controls
Exterior
Community Features
Park, Curbs, Gated, Sidewalks, Street Lights, Street Paved
Construction Materials
Brick, Limestone
Other Structures
Garage(s)
Parking Features
Garage Door Opener, Yes, Garage Owned, Detached, Garage
Parking Spots
3
Roof
Rubber
Financial
Tax Year
2023
Taxes
$21,310
Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.
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Current real estate data for Multi Family in Chicago as of Mar 24, 2026
1,323
Multi Family Listed
82
Avg DOM
$493,058
Avg List Price
Community
- Address5811 N WINTHROP Avenue Chicago IL
- SubdivisionAndersonville
- CityChicago
- CountyCook
- Zip Code60660
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Property Summary
- Located in the Andersonville subdivision, 5811 N WINTHROP Avenue Chicago IL is a Multi Family for sale in Chicago, IL, 60660. It is listed for $1,400,000 To schedule a showing of MLS#mrd12580170 at 5811 N WINTHROP Avenue in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.

Copyright 2026. All rights reserved.
5811 N WINTHROP Avenue
Chicago, IL





