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.
Active
Price cut: $100K (10/16)
$1,250,000
1461 W Winona St, Chicago, IL 60640
6beds
--sqft
Multi Family
Built in 1914
-- sqft lot
$1,230,300 Zestimate®
$--/sqft
$-- HOA
What's special
Spacious kitchensNewer kitchens and bathsBeautiful backyard with patioSeparate dining roomsHardwood floors throughout
- 40 days
- 1,072
- 43
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Eric Bjorkman info@windycityrealty.com,
Windy City Realty Corp.
Source: MRED as distributed by MLS GRID,MLS#: 12774861
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 6
- Bathrooms: 3
- Full bathrooms: 3
Heating
- Steam, Radiator(s)
Features
- Basement: Unfinished,Full
Property
Parking
- Total spaces: 2
- Parking features: Garage Door Opener, Yes, Garage Owned, Detached, Garage
- Garage spaces: 2
- Has uncovered spaces: Yes
Lot
- Size: 3,868 Square Feet
Details
- Parcel number: 14083040080000
- Special conditions: None
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Brick
Condition
- New construction: No
- Year built: 1914
Utilities & green energy
- Sewer: Public Sewer
- Water: Lake Michigan
Community & HOA
Location
- Region: Chicago
Financial & listing details
- Tax assessed value: $900,010
- Annual tax amount: $18,260
- Date on market: 10/4/2026
- Ownership: Fee Simple
Estimated market value
$1,230,300
$1.17M - $1.29M
$3,743/mo
Price history
| Date | Event | Price |
|---|---|---|
| 10/16/2026 | Price change | $1,250,000-7.4% |
Source:  MRED as distributed by MLS GRID #12774861 Report a problem | ||
| 10/4/2026 | Listed for sale | $1,350,000+64.1% |
Source: MRED as distributed by MLS GRID #12774861 Report a problem | ||
| 8/31/2021 | Sold | $822,500-3.2% |
Source: MRED as distributed by MLS GRID #11138729 Report a problem | ||
| 7/2/2021 | Pending sale | $850,000 |
Source: BHHS Chicago #11138729 Report a problem | ||
| 6/28/2021 | Listed for sale | $850,000+108.8% |
Source: BHHS Chicago #11138729 Report a problem | ||
| 2/23/2015 | Listing removed | $1,600 |
Source: Apartment People Report a problem | ||
| 1/11/2015 | Listed for rent | $1,600 |
Source: Apartment people Report a problem | ||
| 12/14/2001 | Sold | $407,000 |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | $17,668 +26.9% | $90,001 +36.4% |
| 2023 | $13,925 +2.6% | $66,000 |
| 2022 | $13,575 +2.3% | $66,000 |
| 2021 | $13,272 +7.3% | $66,000 +18.9% |
| 2020 | $12,370 -1.3% | $55,528 -11% |
| 2019 | $12,535 +1.7% | $62,392 |
| 2018 | $12,325 +12.9% | $62,392 +23% |
| 2017 | $10,917 +7.5% | $50,714 |
| 2016 | $10,157 +9.3% | $50,714 |
| 2015 | $9,293 +0.4% | $50,714 +1.7% |
| 2014 | $9,256 +2% | $49,888 |
| 2013 | $9,073 +1.4% | $49,888 |
| 2012 | $8,952 -16.7% | $49,888 -24.8% |
| 2011 | $10,749 -0.4% | $66,330 |
| 2010 | $10,793 +4.4% | $66,330 |
| 2009 | $10,343 +15% | $66,330 +5.8% |
| 2008 | $8,995 +1% | $62,702 |
| 2007 | $8,905 -1.1% | $62,702 |
| 2006 | $9,001 +25.3% | $62,702 +42.7% |
| 2005 | $7,181 +1% | $43,948 |
| 2004 | $7,109 +2.2% | $43,948 |
| 2003 | $6,954 +9.3% | $43,948 +24% |
| 2002 | $6,365 +10% | $35,428 |
| 2001 | $5,784 +58.2% | $35,428 |
| 2000 | $3,657 +0% | $35,428 +68.4% |
| 1999 | $3,657 | $21,038 |
Find assessor info on the county website
Monthly payment
Est. payment
Payment breakdown
Explore the cost of this home by adjusting the details. Changes won't be saved.Climate risks
Neighborhood: Uptown
Nearby schools
Schools provided by the listing agent
- Elementary: Mccutcheon Elementary School
- High: Senn High School
- District: 299
Source: MRED as distributed by MLS GRID. This data may not be complete. We recommend contacting the local school district to confirm school assignments for this home.
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