7529 N Winchester Avenue Chicago, IL ^$ 600,000

7529 N Winchester Avenue

^$ 600,000

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Recently Listed

Open House 6/27 12pm - 2pm

7529 N Winchester Avenue

Chicago, IL, 60626

^$ 600,000

Bedrooms5 Baths3.0

Monthly Estimate*

^$ 3,788

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Multi-Family Home for sale in Chicago, IL

for $600,000 with 5 bedrooms and 3 full baths. This home was built in 1911 on a lot size of 0.12.

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).

Open House

6/27/2026 12:00 PM - 2:00 PM

7529 N Winchester Avenue Chicago, IL

* Some states or local ordinances may prohibit Open Houses at this time, please confirm with your Weichert agent or local rep to confirm

Multi-Family Active

Price

^$ 600,000

Bedrooms

Full Bath

Property Type

Multi-Family

Taxes

^$ 7,648

Style

Lot Size

0.12

Year Built

1911

Town/City

Chicago

County/Region

Cook

MLS | Web ID

12683557

Features

General

Sewer Public Sewer

Heating Natural Gas Steam Radiator(s)

Possession Closing

Zoning MULTI

Garage Spaces 3

Construction Materials Vinyl Siding Brick

Year Built 1911

Township Rogers Park

Tax Year 2024

Ownership Fee Simple

Community Features Park Curbs Sidewalks Street Lights Street Paved

County Cook

New Construction N

Property Type Residential Income Two to Four Units

Other Structures Shed(s)

Total Rooms 14

Status New

Directions Rogers Ave to Winchester Ave - North to property

City Chicago

High School District 299

MLS Area CHI - Rogers Park

Tax Annual Amount 7648.82

Virtual Tour https://my.matterport.com/show/?m=McasgcCsi55&brand=0

Standard Status Active

Middle/Junior School District 299

Elementary School District 299

Interior

Basement Finished Full

Total Bedrooms 5

Total Baths 3

Bedrooms Possible 5

Full Baths Building 3

Half Baths Building 0

Total Number of Units 2

Exterior

Parking Features Garage Door Opener Yes Garage Owned Detached Garage

Water Source Public

Total Parking 3

Lot Dimensions 35x150

Lot Size Acres 0.12

Waterfront Y/N N

Other Equipment Ceiling Fan(s)

* Excluded Features

List By

Redfin Corporation

Broker

kathy.schrage@redfin.com

Affordability Calculator

$4,426

Per Month

Monthly Principal & Interest: $3,788
Monthly Property Taxes: $637
Monthly Home Insurance: --

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Loan Term

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Yearly Home Insurance

Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

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Nearby

Trends
Schools

Multi-family listings in Chicago, IL

Average List Price ^$623,952

Percent of Sale Price 4%

About Chicago, IL

2,755,380 Population

-4% Since 2002

^$53,088 Median Income

36.07 Median Age

25% Households with Children

View more area information

Trends Information provided by ATTOM Data Solutions.

566059 Elementary School

566846 Middle School

Unknown High School High School

See complete school information

Pricing History

Date	Price	Price Change	Description
6/25/2026	$600,000		Listed Price

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7529 N Winchester Avenue, Chicago, IL, 60626 is a Multi-Family Home for sale at $600,000 with a lot size of 0.12. 7529 N Winchester Avenue has 5 bedrooms, 3.0 baths, and was built in 1911. The property's zip code is 60626 which is in Chicago, IL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.49% with 20% down. The estimated payment is offered for convenience and is not an offer of credit. Due to market fluctuations, interest rates are subject to change at any time and without notice. Your individual rate may vary. Rates may differ for FHA, VA or jumbo loans.

The data relating to real estate for sale on this website comes in part from the Broker Reciprocity program of Midwest Real Estate Data LLC. Real Estate listings held by brokerage firms other than Weichert Realtors are marked with the Broker Reciprocity logo or the Broker Reciprocity thumbnail logo (a little black house) and detailed information about them includes the names of the listing brokers. Some properties which appear for sale on this website may subsequently have sold and may no longer be available. The information being provided is for consumers' personal, non-commercial use and may not be used for any purpose other than to identify prospective properties consumers may be interested in purchasing.

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Many homes contain recording devices, and buyers should be aware they may be recorded during a showing.

Data is updated as of 6/25/2026.

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7529 N Winchester Avenue

Multi-Family Home for sale in Chicago, IL

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