1461 W Winona Street

Property feature image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Property gallery image
Address: 1461 W Winona St, Chicago, IL 60640, USA
Chicago & Midwest + Apartment Buildings
Created date: October 6, 2026
Date last updated: November 5, 2026
Price: $1,250,000Investment Analyzer NEW!

Property Description

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.

Key Property Information

Listing Status: Available
Listing Type: Call for offers
Property Types: Apartment Buildings
Price: $1,250,000
Year Built: 1914
Opportunity Zone: No
Property Website Click Here
Number of Bedrooms: 6
Number of Bathrooms: 3
Address: 1461 W Winona Street, Chicago, IL 60640, USA
Provided by:

Investment Analyzer

Step 1Financing Calculation

$
$
%
$
%
$
$

Step 2Gross Rent Analysis

Please enter annual amounts.

$
$
%
$
%
$
%
$
%
$
%
$
%
$
%
$
$

Step 3Cap Rate Calculation

%
$
%

Step 4Final Deal Analysis

$
$
%
%
$
$

Similar Properties in the Area

8524 Youth Ranch Road

Mulberry, Arkansas
Chicago & Midwest + Apartment Buildings
Price: $5,900,000

707 Preble Street

Saint Paul, Minnesota
Chicago & Midwest + Apartment Buildings
Price: $199,900

815 N 4th Street

Mankato, Minnesota
Chicago & Midwest + Apartment Buildings
Price: $249,900

Brokers

View All

Lenders

View All