1427 W Winona Street Chicago, IL ^$ 949,000

1427 W Winona Street

^$ 949,000

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1427 W Winona Street

Chicago, IL, 60640

^$ 949,000

Bedrooms8 Baths3.0

Monthly Estimate*

^$ 5,843

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Multi-Family Home for sale in Chicago, IL

for $949,000 with 8 bedrooms and 3 full baths. This home was built in 1905.

Turnkey, classic Andersonville greystone offering three legal units on a wide lot. All units feature open-concept kitchens and granite baths. Bright and sunny throughout with high ceilings, hardwood floors, and gas-forced air heat. Extensive capital improvements include 2022 renovation of garden unit (new flooring, appliances, paint, etc.) New windows in 1st and 2nd floor units, refreshed common areas and 2nd floor main living spaces. The property also offers a landscaped, private fenced yard. Located on a quiet, tree-lined street just steps from Andersonville's dining and shopping district, Foster Beach, the Red Line, and Metra. Great opportunity for an investor or live-in owner in a prime location.

Multi-Family Active

Price

^$ 949,000

Bedrooms

Full Bath

Property Type

Multi-Family

Taxes

^$ 16,273

Style

Year Built

1905

Town/City

Chicago

County/Region

Cook

MLS | Web ID

12602618

Features

General

Sewer Public Sewer

Heating Natural Gas Forced Air

Possession Closing

Zoning MULTI

Garage Spaces 2

Construction Materials Brick Stone

Year Built 1905

Township Lake View

Tax Year 2024

Ownership Fee Simple

County Cook

New Construction N

Property Type Residential Income Two to Four Units

Total Rooms 19

Status New

Directions Clark St to Winona (5150N) east to 1427 W Winona St

City Chicago

High School District 299

MLS Area CHI - Uptown

Tax Annual Amount 16273.74

Standard Status Active

Middle/Junior School District 299

Elementary School District 299

Interior

Basement Finished Partial

Total Bedrooms 8

Total Baths 3

Bedrooms Possible 8

Full Baths Building 3

Half Baths Building 0

Total Number of Units 3

Exterior

Parking Features Yes Garage Owned Detached Garage

Water Source Lake Michigan

Total Parking 2

Lot Dimensions 30X129

Waterfront Y/N N

* Excluded Features

List By

@Properties Christie's International Real Estate

Broker

juliecassin@atproperties.com

Affordability Calculator

$7,199

Per Month

Monthly Principal & Interest: $5,843
Monthly Property Taxes: $1,356
Monthly Home Insurance: --

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Default based on a 30-year fixed rate of 6.25% 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 ^$617,358

Percent of Sale Price 35%

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
4/13/2026	$949,000		Listed Price

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1427 W Winona Street, Chicago, IL, 60640 is a Multi-Family Home for sale at $949,000. 1427 W Winona Street has 8 bedrooms, 3.0 baths, and was built in 1905. The property's zip code is 60640 which is in Chicago, IL

*Information deemed reliable but not guaranteed.

Financial calculator disclaimer: Default based on a 30-year fixed rate of 6.25% 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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Data is updated as of 4/14/2026.

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1427 W Winona Street

Multi-Family Home for sale in Chicago, IL

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