4339 W Monroe St

Chicago, IL 60624

$375,000
Price
7
Beds
3,174 Sq. Ft.
$118 / Sq. Ft.
3,174
Sq. Ft.
$118
per Sq. Ft.
Contingent
Contingent
a front view of a house
a view of an empty room with a window and wooden floor
a view of an empty room with glass door
a view of an empty room with wooden floor
a view of an empty room with wooden floor
a view of a kitchen with wooden floor and electronic appliances
a view of an empty room with wooden floor and a window
a view of an empty room with wooden floor and a window
a kitchen with a refrigerator and a stove top oven
a kitchen with granite countertop a stove and a refrigerator
a kitchen with stainless steel appliances granite countertop a stove a sink and white cabinets
a kitchen with stainless steel appliances granite countertop a stove a sink and white cabinets
a kitchen with granite countertop white cabinets and white appliances
a kitchen with cabinets stainless steel appliances and wooden floor
a view of a room with rack on the wall
a view of an empty room with wooden floor and a window
a room with a window
a view of an empty room with wooden floor and a window
an empty room with wooden floor and closet
a view of an empty room with wooden floor
an empty room with wooden floor and windows
an empty room with wooden floor and windows
an empty room with wooden floor and windows
an empty room with wooden floor and windows
a view of an empty room and window with wooden floor
an empty room with wooden floor and windows
a view of a garage
a kitchen with a stove a sink and a refrigerator
a view of a room
a view of an empty room
a kitchen with cabinets stainless steel appliances and sink
a view of an empty room with wooden floor and a window
a view of an empty room with wooden floor and a window
a view of empty room with window
a view of empty room with window
a bathroom with a tub and shower
a bathroom with a bathtub a washer and dryer
a view of a room with gym equipment
a view of an empty room with a window
a view of a small space with wooden floor and a window
a view of a small space with wooden floor and a window
a view of a entryway door
a bathroom with a bathtub and a shower
a view of an empty room with a garage
a bathroom with a sink toilet and shower
a view of a house with a street
a backyard of a house with plants and outdoor seating
a view of a brick building next to a yard
a front view of a house with a iron gate

Description

Classic Chicago Greystone two-flat in fast-rising West Garfield Park with RT-4 zoning and potential ADU eligibility-an exceptional, high-upside opportunity delivered with full architectural plans, drawings, and permits. Major improvements are already complete, including a newer roof with an added protective layer, all-new plumbing (city-passed), and all-new electrical (awaiting final approval). Each oversized unit-4BR/2BA up and 3BR/2BA down-offers approximately 1,600 sq ft with soaring ceilings,...Classic Chicago Greystone two-flat in fast-rising West Garfield Park with RT-4 zoning and potential ADU eligibility-an exceptional, high-upside opportunity delivered with full architectural plans, drawings, and permits. Major improvements are already complete, including a newer roof with an added protective layer, all-new plumbing (city-passed), and all-new electrical (awaiting final approval). Each oversized unit-4BR/2BA up and 3BR/2BA down-offers approximately 1,600 sq ft with soaring ceilings, brand-new hardwood floors, updated bathrooms, and washer/dryer hookups in every unit, including the basement. The walkout basement (~2,100 sq ft with 7.5-ft ceilings and a full bath) is primed to become either a duplex-down, a fully legal third unit under existing RT-4 zoning (no upzoning required), or a potential ADU conversion unit for an owner-occupant. ARV is estimated at $456,000 as a two-flat and $505,000 as a three-unit, with strong rental comps showing demand for ~$2,350/month for 4BR/2BA units and ~$1,892/month for 3BR/2BA units. The home requires only minimal finishing work-with kitchen cabinets for Unit 1, bathroom tile, and drywall materials included on-site to complete the remaining finishes-and also features a two-car garage, convenient access to I-290 and CTA, and proximity to the rapidly expanding United Center redevelopment. The seller, a professional remodeling contractor, is not distressed and is offering a $10,000 closing credit, making this a rare, near-turnkey Greystone with tremendous equity and income potential for both investors and house hackers.
  1. Listed by Michael Applegate • Straight-A Realty, LLC
    P: (708)-743-0043 C: (708)-743-0043 m.applegate@straightarealty.com
  2. Listed by Brittany Jones • Straight-A Realty, LLC
    P: (630)-288-2446 C: (708)-574-1218 b.jones@straightarealty.com

Property Details for 4339 West Monroe Street

Area
CHI - West Garfield Park
Township
West Chicago
Ownership
Fee Simple
Num Of Garage Spaces
2.0
Num Of Parking Spaces
2.0
Parking Included in Price
Yes
Heat/Fuel
Natural Gas, Forced Air
Architectural Style
Greystone
LISTING UPDATED: 12/31/2025 04:15 PM

Property Details for 4339 West Monroe Street

StatusContingent
MLS #12507038
Days on Market64
Taxes$2,117 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeTwo to Four Units / 2 Flat
Year Built1903
Lot Size0.08 AC / 3,475 SF
CountyCook County

Location

Listing Courtesy of Straight-A Realty, LLC
Add your commute

Building Information for 4339 West Monroe Street

Stories-Residences2Year Built1903Building Size-Lot Size0.08 AC / 3,475 SF

Payment Calculator

$2,029 per month

30 year fixed, 6.28% Interest

Principal and Interest

$1,853

Property Taxes

$176

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 4339 West Monroe Street

General Information
School Information
  • Elementary School District: 299
  • High School District: 299
  • Middle Or Junior School District: 299
Addtl Parking Information
  • Parking Details: Garage Door Opener, Yes, Garage Owned, Detached, Garage
Property Information
Interior Features
  • Num Of Rooms: 15
  • Bedrooms Total: 7
  • Bedrooms (Below Grade): 0
  • Basement Type: Unfinished, Full, Walk-Out Access
  • Bedrooms Possible: 7
  • # Full Baths in Building: 5
  • # Half Baths in Building: 0
  • Num of Baths: 5.0
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Lake Michigan, Public
Property/Lot Information
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: Yes
  • Rehab Year: 2025
  • Built Before 1978: Yes
  • Age: 100+ Years
  • Lot Size: Less Than .25 Acre
  • Lot Dimensions: 25 x 139
  • Total # Units in Building: 2.0
  • Waterfront: No
  • Construction: Brick, Stone
  • General Information: Interstate Access
  • North Coordinate: 0
  • South Coordinate: 100
  • East Coordinate: 0
  • West Coordinate: 4339
  • 3 Br Un In Bldg: Yes
Property and Assessments
  • Buyer Financing: Conventional, FHA, VA
  • Public Document Count: 10
  • Document Date: 2025-12-08T14:45:28
  • Photos Count: 56
  • OpenHouse Count: 10
Virtual Tour/Additional Media
  • Virtual Tour: None
  • Virtual Tour YN: No
Multi Family
Unit 1
  • Unit Type Baths Total: 2
  • Unit Type Beds Total: 3
  • Unit Type Type: Unit 1
  • Lease Expiration Date: N/A
Unit 2
  • Unit Type Baths Total: 2
  • Unit Type Beds Total: 4
  • Unit Type Type: Unit 2
  • Lease Expiration Date: N/A

Property History for 4339 West Monroe Street

DateEvent & SourcePriceAppreciation
Nov 26, 2025

Contingent

MRED #12507038

—
Oct 29, 2025

Listed (Active)

MRED #12507038

$375,000—
Oct 27, 2025

Cancelled

MRED #12451898

$375,000—
Sep 23, 2025

Listed (Active)

MRED #12451898

$375,000—
Sep 2, 2025

Contingent

MRED #12451898

—
Aug 21, 2025

Listed (Active)

MRED #12451898

$375,000—
Mar 29, 2023

Sold

MRED #11731287

$160,000—
Mar 11, 2023

Pending

MRED #11731287

—
Mar 4, 2023

Listed (Active)

MRED #11731287

$145,000—
Mar 3, 2023

Cancelled

MRED #11385809

$155,000—
Nov 4, 2022

Pending

MRED #11385809

—
Oct 5, 2022

Listed (Active)

MRED #11385809

$155,000—
Sep 30, 2022

Expired

MRED #11385809

$155,000—
Sep 1, 2022

Listed (Active)

MRED #11385809

$155,000—
May 25, 2022

Pending

MRED #11385809

—
Apr 26, 2022

Listed (Active)

MRED #11385809

$155,000—
DateEvent & SourcePrice
11/26/2025

Contingent

MRED #12507038

—
10/29/2025

Listed (Active)

MRED #12507038

$375,000
10/27/2025

Cancelled

MRED #12451898

$375,000
09/23/2025

Listed (Active)

MRED #12451898

$375,000
09/02/2025

Contingent

MRED #12451898

—
08/21/2025

Listed (Active)

MRED #12451898

$375,000
03/29/2023

Sold

MRED #11731287

$160,000
03/11/2023

Pending

MRED #11731287

—
03/04/2023

Listed (Active)

MRED #11731287

$145,000
03/03/2023

Cancelled

MRED #11385809

$155,000
11/04/2022

Pending

MRED #11385809

—
10/05/2022

Listed (Active)

MRED #11385809

$155,000
09/30/2022

Expired

MRED #11385809

$155,000
09/01/2022

Listed (Active)

MRED #11385809

$155,000
05/25/2022

Pending

MRED #11385809

—
04/26/2022

Listed (Active)

MRED #11385809

$155,000

For completeness, Compass often displays two records for one sale: the MLS record and the public record.

Schools near 4339 West Monroe Street

This home is within Chicago Public Schools.
Rating
School
Type
Grades
Distance
Hefferan Elementary School
Public - PK to 8
Marshall Metropolitan High School
Public - 9 to 12
Legal Prep Academy High School
Charter - 9 to 12
Ericson Elementary Scholastic Academy
Public - PK to 8
Rating
School
Distance
Hefferan Elementary School
PublicPK to 8

Marshall Metropolitan High School
Public9 to 12

Legal Prep Academy High School
Charter9 to 12

Ericson Elementary Scholastic Academy
PublicPK to 8

School ratings and boundaries are provided by GreatSchools.org and Pitney Bowes. This information should only be used as a reference. Proximity or boundaries shown here are not a guarantee of enrollment. Please reach out to schools directly to verify all information and enrollment eligibility.

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No guarantee, warranty or representation of any kind is made regarding the completeness or accuracy of descriptions or measurements (including square footage measurements and property condition), such should be independently verified, and Compass, Inc., its subsidiaries, affiliates and their agents and associated third parties expressly disclaims any liability in connection therewith. Photos may be virtually staged or digitally enhanced and may not reflect actual property conditions. Offers of compensation are subject to change at the discretion of the seller. No financial or legal advice provided. Equal Housing Opportunity.

Listing Courtesy of Straight-A Realty, LLC

Based on information from one of the following Multiple Listing Services: Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS. Information being provided is for the visitor’s personal, noncommercial use and may not be used for any purpose other than to identify prospective properties visitor may be interested in purchasing. The data contained herein is copyrighted by Midwest Real Estate Data LLC (\"MRED\"), MRED PLN GRID, Northwest Indiana REALTORS® Association and NorthWest Illinois Alliance of REALTORS is protected by all applicable copyright laws. Any dissemination of this information is in violation of copyright laws and is strictly prohibited. Property information referenced on this web site comes from the Internet Data Exchange (IDX) program of the MLS. This web site may reference real estate listing(s) held by a brokerage firm other than the broker and/or agent who owns this web site. For the avoidance of doubt, the accuracy of all information, regardless of source, is deemed reliable but not guaranteed and should be personally verified through personal inspection by and/or with the appropriate professionals. Properties displayed may be listed or sold by various participants in the MLS. Based on information submitted to the MLS GRID as of 12/31/2025 04:15 PM. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.