$1,250,000
1461 W Winona Street
Chicago, IL, 60640
ANDERSONVILLE brick 3-flat – turnkey investment property! MOTIVATED SELLER! All three units are classic 2-bedroom, 1-bath layouts featuring spacious kitchens, separate dining rooms, enclosed 3-season sunrooms off the kitchens, and hardwood floors throughout. Newer kitchens and baths. Beautiful backyard with patio and brick 2-car garage. Well-maintained property with numerous updates. Recent improvements include tuckpointing and a new garage roof in 2023, plus a new boiler in 2024. Unfinished basement offers potential for a 1st-floor duplex or new garden apartment through Chicago’s ADU program. Don’t miss the opportunity to invest in one of Chicago’s hottest neighborhoods.
Property Details
Price:
$1,250,000
MLS #:
MRD12774861
Status:
Active
Beds:
6
Baths:
3
Type:
Multi Family
Neighborhood:
chiuptown
Listed Date:
Oct 4, 2026
Year Built:
1914
Schools
School District:
299
Elementary School:
Mccutcheon Elementary School
High School:
Senn High School
Interior
Heating
Steam, Radiator(s)
Exterior
Construction Materials
Brick
Garage Spaces
2
Parking Features
Garage Door Opener, Yes, Garage Owned, Detached, Garage
Parking Spots
2
Parking Total
2
Financial
Tax Year
2025
Taxes
$18,261
Debra Dobbs is one of Chicago’s top realtors with more than 42 years in the real estate business.
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Map
Current real estate data for Multi Family in Chicago as of Oct 29, 2026
1,368
Multi Family Listed
76
Avg DOM
$532,155
Avg List Price
Community
- Address1461 W Winona Street Chicago IL
- CityChicago
- CountyCook
- Zip Code60640
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Property Summary
- 1461 W Winona Street Chicago IL is a Multi Family for sale in Chicago, IL, 60640. It is listed for $1,250,000 To schedule a showing of MLS#mrd12774861 at 1461 W Winona Street in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.
Copyright 2026. All rights reserved.
1461 W Winona Street
Chicago, IL
