Schedule Tour
$375,000

5315 Monroe St

Chicago, IL
Contingent
5
Bedrooms
1910
Year Built
60
Days On Market

With an inviting stucco facade, wide windows and sun-filled interiors, this two-flat feels bright and spacious from the moment you step inside. Hardwood floors run throughout generous living and dining spaces, with flexible layouts across both residences. The vacant first-floor unit offers 2 bedrooms and 1 bath, creating an easy opportunity for an owner-occupant or a new tenant. Upstairs, the 3-bedroom, 1-bath residence is currently rented month-to-month, providing immediate rental income. A full unfinished basement adds valuable additional space to expand, while rear decks, a yard and detached 2-car garage bring even more function to the property. Conveniently located near the Oak Park border with easy access to I-290, public transportation and nearby shopping, this two-flat offers a perfect balance of space, income and flexibility for its next owner. This property can be purchased as a package with nearby buildings 3344 W Fulton (MLS#12748759); 4319 W Jackson (MLS#12749441) or purchased separately.

Listing Information

Listing Updated
09/18/2026
Listed By
Jessica Teuthorn · Keller Williams ONEChicago, 3122162422
MLS#
12748904
Source
Midwest Real Estate Data (MRED)
Status
Contingent

Facts & Features

Location

Community Information

Address
5315 W Monroe St, Chicago, IL 60644
City
Chicago
County
Cook
Zip Code
60644

Architecture

Bedrooms
5
Year Built
1910
Style
Traditional
Construction Materials
Stucco
Foundation
Concrete Perimeter
Roof
Asphalt
Garage
Yes
Garage Spaces
2
Parking Features
Garage, Detached

Features & Amenities

Community Features
Gated, Sidewalks, Curbs, Street Lights
Heating
Forced Air, Natural Gas

Property Features

Water
Public
Sewer
Public Sewer

Tax & Financial Information

List Price
$375,000
Annual Taxes
$4,243

Schools

70/100
Austin Polytechnical Academy High School
Grades 09–12 · 0.4 mi
City
Chicago
Students
114
Student–teacher
10.3
Student body
97% Black · 2% Hispanic / Latino · 2% Two or More Races
Free/reduced lunch
100%
Phone
(773) 534-6300
62/100
Austin Bus & Entrepreneurship High School
Grades 09–12 · 0.5 mi
City
Chicago
Students
98
Student–teacher
14.0
Student body
97% Black · 2% Hispanic / Latino · 1% Two or More Races
Free/reduced lunch
97%
Phone
(773) 534-6316
55/100
Depriest Elementary School
Elementary · Grades PK–08 · 0.4 mi
City
Chicago
Students
474
Student body
90% Black · 10% Hispanic / Latino · 1% Two or More Races
Free/reduced lunch
92%
Phone
(773) 534-6800
54/100
Plato Learning Academy Elementary School
Elementary · Grades KG–08 · 0.5 mi
City
Chicago
Students
387
Student body
99% Black · 1% Hispanic / Latino
Free/reduced lunch
95%
Phone
(773) 413-3090
54/100
Clark Academy Prep Magnet High School
High · Grades 09–12 · 0.5 mi
City
Chicago
Students
516
Student body
97% Black · 3% Hispanic / Latino · 0% American Indian / Alaska Native
Free/reduced lunch
76%
Phone
(773) 534-6250
54/100
Leland Elementary School
Elementary · Grades PK–08 · 0.6 mi
City
Chicago
Students
376
Student body
97% Black · 3% Hispanic / Latino · 0% Native Hawaiian / Pacific Islander
Free/reduced lunch
95%
Phone
(773) 534-6340
54/100
Ellington Elementary School
Elementary · Grades PK–08 · 0.6 mi
City
Chicago
Students
402
Student body
96% Black · 4% Hispanic / Latino · 0% White
Free/reduced lunch
95%
Phone
(773) 534-6361
53/100
Moving Everest Charter School
Elementary · Grades KG–08 · 0.7 mi
City
Chicago
Students
362
Student body
96% Black · 3% Hispanic / Latino · 1% Two or More Races
Free/reduced lunch
93%
Phone
(312) 683-9695

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
09/03/2026Listed for sale$375,000

Listed by Jessica Teuthorn · Keller Williams ONEChicago · 3122162422

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: September 18, 2026 at 9:05 PM | Source: Midwest Real Estate Data (MRED) | MLS#: 12748904

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.