Schedule Tour
$335,000

5514 Winchester Ave

Chicago, IL
Active
7
Bedrooms
0.8
Lot Size (acres)
1910
Year Built
116
Days On Market

This is a 2 Flat Apartment Building. The first floor has 6 rooms with 1 bath and the second floor has 7 rooms with 1 bath with a new High efficient 16 seer central air conditioner. also there are 3 furnaces- one on each level. the 2nd floor is enclosed with insulation for low heating and cooling bills. Each apartment has it's own electrical panel on each floor. The basement has 4 rooms and bath studded out with most mechanicals done.

Listing Information

Listing Updated
13 days ago
Listed By
Henry Torn · ListWithFreedom.com, 8554564945
MLS#
12702013
Source
Midwest Real Estate Data (MRED)
Status
Active

Facts & Features

Location

Community Information

Address
5514 S Winchester Ave, Chicago, IL 60636
City
Chicago
County
Cook
Zip Code
60636

Architecture

Bedrooms
7
Year Built
1910
Style
Traditional
Construction Materials
Brick
Roof
Rubber
Garage Spaces
0

Features & Amenities

Heating
Forced Air

Property Features

Lot Size
0.8 Acres
Water
Public
Sewer
Public Sewer

Tax & Financial Information

List Price
$335,000
Annual Taxes
$1,500

Schools

100/100
Horizon Sci Academy - Southwest Charter
7th & Above · Grades KG–12 · 0.5 mi
City
Chicago
Students
665
Student body
65% Hispanic / Latino · 34% Black · 1% White
Free/reduced lunch
97%
Phone
(773) 498-3355
100/100
Carson Elementary School
Elementary · Grades PK–08 · 0.8 mi
City
Chicago
Students
1,082
Student body
96% Hispanic / Latino · 3% Black · 0% American Indian / Alaska Native
Free/reduced lunch
97%
Phone
(773) 535-9222
80/100
Lindblom Math & Science Academy High School
High · Grades 07–12 · 0.8 mi
City
Chicago
Students
1,316
Student–teacher
15.4
Parent reviews
5.0★ avg · 2 reviews
Student body
66% Black · 30% Hispanic / Latino · 3% White
Free/reduced lunch
58%
Phone
(773) 535-9300
56/100
Libby Elementary School
Elementary · Grades PK–08 · 0.7 mi
City
Chicago
Students
305
Student body
65% Black · 33% Hispanic / Latino · 1% White
Phone
(773) 535-9050
55/100
CICS - Basil Campus
Elementary · Grades KG–08 · 0.2 mi
City
Chicago
Students
592
Student body
79% Black · 19% Hispanic / Latino · 1% Two or More Races
Free/reduced lunch
94%
Phone
(773) 778-9455
55/100
Peace and Education Coalition High School
High · Grades 10–12 · 0.8 mi
City
Chicago
Students
125
Student body
67% Hispanic / Latino · 32% Black · 1% White
Free/reduced lunch
98%
Phone
(773) 535-9212
54/100
Fulton Elementary School
Elementary · Grades PK–08 · 0.4 mi
City
Chicago
Students
321
Student body
79% Hispanic / Latino · 19% Black · 1% White
Free/reduced lunch
98%
Phone
(773) 535-9000
54/100
Earle Elementary School
Elementary · Grades PK–08 · 0.8 mi
City
Chicago
Students
286
Student body
68% Black · 30% Hispanic / Latino · 2% Two or More Races
Free/reduced lunch
98%
Phone
(773) 535-9130

School ratings are provided for informational purposes only and are subject to change. Attendance boundaries are for reference only — contact the school or district directly to verify enrollment eligibility.

Historical Data

Price History

DateEventPrice
09/08/2026Price change$335,000
07/10/2026Listed for sale$339,000

Listed by Henry Torn · ListWithFreedom.com · 8554564945

Listing information provided exclusively 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. Information deemed reliable but not guaranteed by the MLS. Copyright 2026, Midwest Real Estate Data (MRED). All rights reserved.

Last Updated: October 20, 2026 at 8:04 AM | Source: Midwest Real Estate Data (MRED) | MLS#: 12702013

Let's work together

Start Your Real Estate Journey

Whether you have questions about this listing, want to schedule a showing, or just want to talk through your options, Shawn Strach is here to help. Reach out and expect a response within one business day.

How can I help?

Shawn Strach is here to help. Reach out and expect a response within one business day.

Lending calculator

Make A Plan For Your Purchase

Know what you can afford before you start shopping — then run the numbers on any home you have in mind.

How much house can I afford?

$500,000
You can afford
$0
Monthly payment
  • Principal & interest
  • Property taxes
  • Homeowner's insurance
  • HOA dues

Enter your income, debts, and down payment to see how much home you may qualify for. Estimates only — not a lending decision.

Want to know more?

Matt Brua is here to help. Reach out and expect a response within one business day.

Mortgage pre-approval

Your Next Chapter Starts With Just A Few Steps

Before you fall in love with a home, know what you can afford. Fill out a quick pre-approval so you're ready to make your move — on your timeline.

Matt Brua
Fairway Independent Mortgage Corporation
Matt Brua
LO NMLS: #326044

Pre-approval made easy

We're here to help you find the best option, not to help the best option find you. Trust that your information will not be shared with many different lenders like so many platforms do.