Classic Chicago charm meets an unbeatable Rogers Park location at 7529 N. Winchester. This handsome brick two-flat sits on an oversized lot and offers spacious layouts filled with vintage character, hardwood floors, and abundant natural light. A full basement provides additional living and storage space, while the detached garage and expansive backyard offer endless possibilities for entertaining, gardening, or relaxing outdoors. Nestled on a quiet tree-lined street, you'll enjoy easy access to parks, beaches, restaurants, shopping, and public transportation. Just minutes from Loyola University, downtown Evanston, and Lake Michigan, this is a fantastic opportunity for owner-occupants and investors alike. Experience the best of city living in one of Chicago's most vibrant and diverse neighborhoods. Roof (2021), Windows (2018), Back Porch Siding (2026), HWH (2022).
Contingent
$600,000
7529 N Winchester Ave, Chicago, IL 60626
4beds
--sqft
:
Get pre-qualified$4,557/mo
Multi Family
Built in 1911
-- sqft lot
$-- Zestimate®
$--/sqft
$-- HOA
What's special
Handsome brick two-flatSpacious layoutsQuiet tree-lined streetAbundant natural lightDetached garageVintage characterExpansive backyard
- 28 days |
- 585 |
- 29 |
Likely to sell faster than
Zillow last checked:
Listing updated:
Listed by:
Kathryn Schrage (312)313-9229,
Redfin Corporation
Source: MRED as distributed by MLS GRID,MLS#: 12683557
Facts & features
Interior
Bedrooms & bathrooms
- Bedrooms: 4
- Bathrooms: 2
- Full bathrooms: 3
Heating
- Natural Gas, Steam, Radiator(s)
Features
- Windows: Screens
- Basement: Finished,Full
Property
Parking
- Total spaces: 3
- Parking features: Garage Door Opener, Yes, Garage Owned, Detached, Garage
- Garage spaces: 3
- Has uncovered spaces: Yes
Features
- Patio & porch: Patio, Porch, Screened
Lot
- Size: 5,227 Square Feet
- Dimensions: 35x150
Details
- Additional structures: Shed(s)
- Parcel number: 11304010070000
- Zoning: MULTI
- Special conditions: None
- Other equipment: Ceiling Fan(s)
Construction
Type & style
- Home type: MultiFamily
- Property subtype: Multi Family
Materials
- Vinyl Siding, Brick
Condition
- New construction: No
- Year built: 1911
Utilities & green energy
- Sewer: Public Sewer
- Water: Public
Community & HOA
Community
- Features: Park, Curbs, Sidewalks, Street Lights, Street Paved
Location
- Region: Chicago
Financial & listing details
- Tax assessed value: $440,010
- Annual tax amount: $7,648
- Date on market: 6/25/2026
- Ownership: Fee Simple
Estimated market value
Not available
Estimated sales range
Not available
Not available
Price history
| Date | Event | Price |
|---|---|---|
| 6/30/2026 | Contingent | $600,000 |
Source:  MRED as distributed by MLS GRID #12683557 Report a problem | ||
| 6/25/2026 | Listed for sale | $600,000+26.3% |
Source: MRED as distributed by MLS GRID #12683557 Report a problem | ||
| 3/2/2021 | Listing removed | -- |
Source: Owner Report a problem | ||
| 9/15/2019 | Listing removed | $950 |
Source: Owner Report a problem | ||
| 9/7/2019 | Listed for rent | $950 |
Source: Owner Report a problem | ||
| 9/20/2005 | Sold | $475,000 |
Source: Public Record Report a problem | ||
Public tax history
| Year | Property taxes | Tax assessment |
|---|---|---|
| 2024 | -- | $44,001 +33.3% |
| 2023 | $5,704 +3.3% | $33,000 |
| 2022 | $5,521 +1.7% | $33,000 |
| 2021 | $5,431 +2.2% | $33,000 +22.4% |
| 2020 | $5,313 -3.3% | $26,951 -12.4% |
| 2019 | $5,492 +1.7% | $30,766 |
| 2018 | $5,399 +11.5% | $30,766 +19% |
| 2017 | $4,840 +3.4% | $25,859 |
| 2016 | $4,679 +9.9% | $25,859 |
| 2015 | $4,258 +27.8% | $25,859 +26% |
| 2014 | $3,333 +2.4% | $20,530 |
| 2013 | $3,256 +11.6% | $20,530 |
| 2012 | $2,917 -43.7% | $20,530 -39.6% |
| 2011 | $5,180 +9.3% | $33,986 |
| 2010 | $4,741 +8.4% | $33,986 |
| 2009 | $4,374 +9.8% | $33,986 -1.4% |
| 2008 | $3,984 +3.6% | $34,486 |
| 2007 | $3,845 +0.8% | $34,486 -14.1% |
| 2006 | $3,815 -4.7% | $40,141 +52.4% |
| 2005 | $4,005 +33.3% | $26,340 |
| 2004 | $3,005 +4.3% | $26,340 |
| 2003 | $2,881 +3.7% | $26,340 +52.4% |
| 2002 | $2,778 +5.1% | $17,287 |
| 2001 | $2,643 +1.6% | $17,287 |
| 2000 | $2,603 -0.2% | $17,287 +11.2% |
| 1999 | $2,608 | $15,547 |
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: Rogers Park
Nearby schools
GreatSchools rating
- 5/10Jordan Elementary Community SchoolGrades: PK-8Distance: 0.1 mi
- 2/10Sullivan High SchoolGrades: 9-12Distance: 1.3 mi
Schools provided by the listing agent
- 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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A local agent can set up tours, give advice and negotiate with sellers.
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