1539 W Addison St

Chicago, IL 60657

$875,000
Price
6
Beds
—Sq. Ft.
— / Sq. Ft.
—
Sq. Ft.
—
per Sq. Ft.
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Listed By CompassContingent
Listed By CompassContingent

Description

Exceptional two-flat in Southport Corridor that exudes pride of ownership. This Chicago classic sits on an oversized lot and features two large 3 bedroom / 1 bath units with central air and 2 car garage parking. Located within walking distance of the best of Southport Corridor and Roscoe Village, these two units offer the ability to hold the property as a rental or owner-occupy. You'll enter this all-brick building through a side entrance with a vestibule bedecked with a classic mosaic tiling floor....Exceptional two-flat in Southport Corridor that exudes pride of ownership. This Chicago classic sits on an oversized lot and features two large 3 bedroom / 1 bath units with central air and 2 car garage parking. Located within walking distance of the best of Southport Corridor and Roscoe Village, these two units offer the ability to hold the property as a rental or owner-occupy. You'll enter this all-brick building through a side entrance with a vestibule bedecked with a classic mosaic tiling floor. The first floor unit offers beautiful original built-ins surrounding a wood fireplace, wood flooring throughout and a front sun porch. This unit also features 3 large bedrooms, one offering flexibility as a den / bedroom / office, complete with ample closet space and a bath. A very large dining room is capped off by a thoughtful kitchen with a large walk in pantry and built in eating area. The top floor offers a similar floor plan with the same built-ins and wood flooring throughout. However, this former owner's unit comes with in-unit laundry, 2 closets in the primary, an air tub in the bath as well as a heated towel rack. Additionally, the top floor unit's kitchen has been opened up to create a bright, light-filled kitchen and dining space. A walk in pantry off the kitchen is where the in-unit stackable laundry resides. An unfinished basement with laundry for the first floor unit offers extensive storage and the opportunity to duplex down the first floor unit in the future. Capping off this home is a large backyard space with grass and garden beds. Both units also come with garage parking in the detached garage off of the backyard. Ideally located in the Southport Corridor, this home offers easy access to public transit, the bars and restaurants in the area as well as the best of city living.

Listing Agents

  1. Jeff Lowe

    Jeff Lowe

    Listing Agent

    Compass

    jeff.lowe@compass.com

    P: (312)-339-1133

    CallTextEmail
  2. Bill Dwyer

    Bill Dwyer

    Alternative Listing Agent

    Compass

    bill.dwyer@compass.com

    P: (312)-515-8868

    CallTextEmail

Property Details for 1539 West Addison Street

Area
CHI - Lake View
Township
Lake View
Ownership
Fee Simple
Num Of Garage Spaces
2.0
Num Of Parking Spaces
2.0
Heat/Fuel
Forced Air
Pets Allowed
Yes
Architectural Style
Brownstone
LISTING UPDATED: 04/20/2026 02:37 PM

Property Details for 1539 West Addison Street

StatusContingent
MLS #12617239
Days on Market6
Taxes$16,015 / year
HOA Fees-
Condo/Co-op Fees-
Property TypeMulti Family
MLS TypeTwo to Four Units / 2 Flat
Year Built1920
Lot Size0.08 AC / 3,350 SF
CountyCook County
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Location

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Building Information for 1539 West Addison Street

Stories-Residences2Year Built1920Building Size-Lot Size0.08 AC / 3,350 SF

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$5,741 per month

30 year fixed, 6.46% Interest

Principal and Interest

$4,406

Property Taxes

$1,335

HOA Dues

$0

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Property Information for 1539 West Addison Street

General Information
School Information
  • Elementary School District: 299
  • Elementary School: Hamilton Elementary School
  • Jr High Middle School: Hamilton Elementary School
  • High School District: 299
  • High School: Lake View High School
  • Middle Or Junior School District: 299
Addtl Parking Information
  • Parking Details: Yes, Garage Owned, Detached, Garage
Pet Information
  • Pet Information: Cats OK, Dogs OK
Property Information
Interior Features
  • Interior Property Features: Built-In Features, Hardwood Floors
  • Num Of Rooms: 12
  • Bedrooms Total: 6
  • Bedrooms (Below Grade): 0
  • Basement Type: Unfinished, Full, Daylight
  • Bedrooms Possible: 6
  • Air Conditioning: Central Air
  • # Full Baths in Building: 2
  • # Half Baths in Building: 0
  • Num of Baths: 2.0
Utilities / Equipment
  • Sewer: Sewer-Public
  • Water: Lake Michigan
  • Appliances: All Stainless Steel Kitchen Appliances, Dishwasher, Refrigerator
Property/Lot Information
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: No
  • Built Before 1978: Yes
  • Age: 100+ Years
  • Lot Size: 3350.0
  • Lot Dimensions: 25X134
  • Total # Units in Building: 2.0
  • Waterfront: No
  • Exterior Building Type: Brick
  • Construction: Brick
  • General Information: None
  • North Coordinate: 3600
  • South Coordinate: 0
  • East Coordinate: 0
  • West Coordinate: 1539
  • 3 Br Un In Bldg: Yes
Property and Assessments
  • Public Document Count: 5
  • Document Date: 2026-04-14T16:53:09
  • Photos Count: 40
  • OpenHouse Count: 1
Virtual Tour/Additional Media
  • Virtual Tour: None
  • Virtual Tour YN: No
Room Information
Master Bedroom Information
  • Master Bedroom Level: Not Applicable
  • Master Bedroom Bath: None
Multi Family
Unit 1
  • Unit Type Actual Rent: $2,400.00
  • Unit Type Baths Total: 1
  • Unit Type Beds Total: 3
  • Unit Type Type: Unit 1
  • Lease Expiration Date: 05/26
Unit 2
  • Unit Type Actual Rent: $2,700.00
  • Unit Type Baths Total: 1
  • Unit Type Beds Total: 3
  • Unit Type Type: Unit 2
  • Lease Expiration Date: 04/27

Property History for 1539 West Addison Street

DateEvent & SourcePriceAppreciation
Apr 19, 2026

Contingent

MRED #12617239

—
Apr 15, 2026

Listed (Active)

MRED #12617239

$875,000—
Jan 31, 2012

Cancelled

MRED #07901060

$599,000—
DateEvent & SourcePrice
04/19/2026

Contingent

MRED #12617239

—
04/15/2026

Listed (Active)

MRED #12617239

$875,000
01/31/2012

Cancelled

MRED #07901060

$599,000

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

Schools near 1539 West Addison Street

This home is within Chicago Public Schools.
Rating
School
Type
Grades
Distance
Hamilton Elementary School
Public - PK to 8
Lake View High School
Public - 9 to 12
CICS Lloyd Bond
Charter - K to 6
Carver Military Academy High School
Public - 9 to 12
Rating
School
Distance
Hamilton Elementary School
PublicPK to 8

Lake View High School
Public9 to 12

CICS Lloyd Bond
CharterK to 6

Carver Military Academy High School
Public9 to 12

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.

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 04/20/2026 02:37 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.