7529 N Winchester Avenue, Chicago, IL 60626 - Photo 1

1/1

$615,000

Sold
Closed
Multi-Family
5 Total Beds
3 Car Garage

1/1

Property Description

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).

Full Property Details

Full Property Details for 7529 N Winchester Ave

General

Sold For: $615,000
Taxes: $7,648 (2024)
Status: Closed
Type: Multi-Family
Source: MRED
MLS ID: 12683557
Added to Site: 109 day(s) ago

Rooms

Bathrooms

Total Bathrooms: 3

Bedrooms

Total Bedrooms: 5

Additional Information

Equipment: Ceiling Fan(s)
Other Features: Commuter Bus, Commuter Train

Parking

Garage: Yes
Garage Spaces: 3
Total Spaces: 3
Parking Features: Garage Door Opener, Yes, Garage Owned, Detached, Garage

Location

Area: CHI - Rogers Park
County: Cook
Driving Directions: Rogers Ave to Winchester Ave - North to property

School Information

School District: 299
Midd School District: 299

Heating & Cooling

Heating Type: Natural Gas, Steam, Radiator(s)

Utilities

Water: Public

Structural Information

Construction: Vinyl Siding, Brick
Exterior Const.: Vinyl Siding, Brick
Basement Desc.: Finished, Full
Windows: Screens
Year Built: 1911
Built Before 1978: Yes

Unit Information

Units in Building: 2

Additional Structures

Other Structures: Shed(s)

Lot Features

Lot Size (Acres): 0.12
Lot Size Range: Less than .25 Acre
Lot Dimensions: 35 x 150
Zoning: MULTI

Financial Considerations

Parking Included: Yes
Assessment Year: 1911
Tax Amount: $7,648.82
Tax Year: 2024

Disclosures and Reports

Ownership: Fee Simple
Property ID: 11304010070000

Listed by Redfin Corporation
Sold by Baird & Warner

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— 7529 N Winchester Ave —

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(312) 313-9229

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Schools

Schools serving 7529 N Winchester Ave

School District:Chicago Public School District 299

Name	Grades	Distance
Jordan Elementary Community School 7414 North Wolcott Avenue, Chicago, IL 60626	PK-8	0.1 mi
Sullivan High School, Chicago, IL 6631 North Bosworth Avenue, Chicago, IL 60626	9-12	1.2 mi

Disclaimer: School attendance boundaries provided by ATTOM Data Solutions and are for reference only. Contact the school directly to verify enrollment eligibility.

Price & Sales History for 7529 N Winchester Ave

Date

Details

Price

Change

Source

9/01/2026

Sold

$615,000

2.5%

MLS

6/25/2026

Listed

$600,000

—

MLS

Disclaimer: Historical sales information is derived from public records provided by the county offices. Information is not guaranteed and should be independently verified.

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7529 N Winchester Avenue, Chicago, IL 60626 (MLS# 12683557) is a Multi-Family property that was sold at $615,000 on September 01, 2026. Want to learn more about 7529 N Winchester Avenue? Do you have questions about finding other Multi-Family real estate for sale in Rogers Park? You can browse all Rogers Park real estate or contact a Coldwell Banker agent to request more information.

7529 N Winchester Ave Chicago, IL 60626