$1,649,900
1933 N WINCHESTER Street
Chicago, IL, 60622
Perfectly positioned in the heart of Bucktown, this five-unit, all-brick vintage gem combines unbeatable location, standout curb appeal, and a proven rental track record with over $140,000 yearly income. Featuring front and rear 1-bedroom/1-bath units on the first two floors, plus a spacious 2-bedroom/1-bath penthouse. Every unit has been fully rehabbed with today’s most sought-after finishes-sleek white high-gloss kitchen cabinetry, quartz countertops, stainless steel appliances, and hardwood flooring throughout. In-unit washers and dryers add everyday convenience, while separately metered gas and electric, individual HVAC systems, and dedicated hot water heaters keep expenses streamlined. Some oversized laundry rooms offer exceptional bonus space-perfect for a home office, additional storage, or a dream walk-in closet. A generous common rear deck provides inviting outdoor space for tenants and two garage parking spots create additional income. With strong rental history and modern upgrades, this is a true turn-key investment – ready to generate reliable cash flow for its next long-term owner. Broker owned
Property Details
Price:
$1,649,900
MLS #:
MRD12685963
Status:
Active Under Contract
Beds:
3
Baths:
3
Type:
Commercial
Neighborhood:
chilogansquare
Listed Date:
Jul 6, 2026
Year Built:
1920
Schools
Interior
Cooling
Central Air
Exterior
Construction Materials
Brick
Roof
Composition
Stories
3
Financial
Tax Year
2024
Taxes
$18,426
Debra Dobbs is one of Chicago’s top realtors with more than 41 years in the real estate business.
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Map
Current real estate data for Commercial in Chicago as of Jul 19, 2026
927
Commercial Listed
181
Avg DOM
$1,011,358
Avg List Price
Community
- Address1933 N WINCHESTER Street Chicago IL
- CityChicago
- CountyCook
- Zip Code60622
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Property Summary
- 1933 N WINCHESTER Street Chicago IL is a Commercial for sale in Chicago, IL, 60622. It is listed for $1,649,900 To schedule a showing of MLS#mrd12685963 at 1933 N WINCHESTER Street in Chicago, IL, contact your Compass | Debra Dobbs | The Dobbs Group agent at 3123074909.

Copyright 2026. All rights reserved.
1933 N WINCHESTER Street
Chicago, IL





