This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/33
$1,499,900
This is a carousel with tiles that activate property listing cards. Use the previous and next buttons to navigate.
1/33
Property Description
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. 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
Full Property Details
Full Property Details for 1933 N Winchester St
General
- Price: $1,499,900
- Taxes: $18,426 (2024)
- Status: Active
- Type: Commercial
- Source: MRED
- MLS ID: 12567816
- Updated: 2/26/2026
- Added to Site: 7 day(s) ago
Location
- Area: CHI - Logan Square
- County: Cook
- Township: West Chicago
- Driving Directions: Winchester, south of Armitage, east of Damen
Heating & Cooling
- Cooling Type: Central Air Conditioning
- Heating Type: Central Heat/Individual Controls, Forced Air, Gas, Separate per Unit
Structural Information
- Construction: Brick
- Exterior Const.: Brick
- Roof: Composition
- Stories/Levels: 3
- Year Built: 1920
- Built Before 1978: Yes
Unit Information
- Units w/Refrigerators: 5
- Units w/Range/Oven: 5
- # Dryers: 5
Lot Features
- Lot Dimensions: 25 x 125
- Zoning: MULTI
Financial Considerations
- Insurance Fee: $4,488
- Operating Expenses: $26,396
- Assessment Year: 1920
- Tax Amount: $18,426
- Tax Year: 2024
- Tenant Pays: Air Conditioning, Electricity, Heat, Hot Water
- Pays Electric: 998
Disclosures and Reports
- Property ID: 14314010170000
Listed by @properties Christie's International Real Estate
Get Pre-Approved Today
Get a Great Insurance Rate
Schools
Schools serving 1933 N Winchester St
School District:Chicago Public School District 299
| Name | Grades | Distance |
|---|---|---|
Pulaski International School of Chicago 2230 West McLean Avenue, Chicago, IL 60647 | K-8 | 0.4 mi |
Wells Community Academy High School 936 North Ashland Avenue, Chicago, IL 60622 | 9-11 | 1.3 mi |
Disclaimer:
School attendance boundaries provided by Pitney Bowes and are for reference only. Contact the school directly to verify enrollment eligibility.
Price & Sales History for 1933 N Winchester St
Date
Details
Price
Change
Source
2/20/2026
Listed
$1,499,900
134.36%
MLS
9/10/2001
Sold
$640,000
—
Public Record
Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Tax History
Tax History for 1933 N Winchester St
Year
Property Taxes
Change
Tax Assessment
Change
2023
$18,496
3%
$87,352
—
2022
$18,028
2%
$87,352
—
2021
$17,623
28%
$87,352
42%
2020
$13,787
—
$61,666
-10%
2019
$13,816
-8%
$68,518
-10%
2018
$15,078
19%
$76,333
30%
2017
$12,664
7%
$58,829
—
2016
$11,783
3%
$58,829
-6%
2015
$11,435
29%
$62,402
31%
2014
$8,861
2%
$47,759
—
2013
$8,686
1%
$47,759
—
2012
$8,570
—
$47,759
—
Disclaimer: Historical tax information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.
Estimate the Cost
Estimate the Cost for 1933 N Winchester St
1933 N Winchester Street, Chicago, IL 60622 (MLS# 12567816) is a Commercial property. 1933 N Winchester Street is currently listed for $1,499,900 and was received on February 20, 2026. Want to learn more about 1933 N Winchester Street? Do you have questions about finding other Commercial real estate for sale in Logan Square? You can browse all Logan Square real estate or contact a Coldwell Banker agent to request more information.

