5421 N Ashland AVE, Chicago, IL 60640
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5421 N Ashland AVE, Chicago, IL 60640
5421 N Ashland AVE, Chicago, IL 60640
5421 N Ashland AVE, Chicago, IL 60640
5421 N Ashland AVE, Chicago, IL 60640
Tiffany Tolbert
Tiffany Tolbert

Agent | License ID: 475.212020

+1(630) 303-3440

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Listed by Santiago Valdezof Compass
Bought with Gamaliel Marin of Smart Home Realty

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Est. payment /mo
Sold on 06/22/2026

5421 N Ashland AVE Chicago, IL 60640

4 Beds

1.5 Baths

2,446 SqFt

UPDATED:

Key Details

Sold Price -

Property Type Single Family Home

Sub Type Detached Single

Listing Status Sold

Purchase Type For Sale

Square Footage 2,446 sqft

MLS Listing ID 12593879

Sold Date 06/22/26

Style American 4-Sq.

Bedrooms 4

Full Baths 1

Half Baths 1

Year Built 1888

Annual Tax Amount $1,418

Tax Year 2024

Lot Dimensions 30 x 127

Property Sub-Type Detached Single

Property Description

*Best and Highst Monday at 11 am* In the heart of Andersonville, this stunning single-family home in an oversized 30 wide lot offers a fabulous opportunity to build value. Handyman special, this is an estate sale from long time owners. The main level welcomes you with an expansive open floor plan featuring high ceilings, hardwood flooring, and abundant natural light. The kitchen can easily be opened to connect and flow seamlessly into the inviting living and dining areas, bringing it to today's ideal for entertaining. The second level features 4 bedrooms; this space can easily accommodate adding a 2nd bathroom on the second floor to meet today's convenience needs. The finished lower level offers versatile space with an interior staircase and also exterior access and great ceiling height. Fabulous potential for an airbnb. Step outside to discover the huge amount of land, currently housing a deck, oversized yard and a 2 car garage. Located just steps away from the historic and vibrant Andersonville shops, renowned restaurants, and multiple attractions of Clark Street. Steps to the lakefront and easy access to public transit. This property is a rare find in one of Chicago's most sought-after neighborhoods. Great potential for an owner-occupant or an investor.

Location

State IL

County Cook

Rooms

Basement Partially Finished, Full

Interior

Heating Steam, Radiator(s)

Cooling Window Unit(s)

Fireplace N

Exterior

Garage Spaces 2.0

View Y/N true

Building

Story 2 Stories

Sewer Public Sewer

Water Lake Michigan

Structure Type Aluminum Siding

New Construction false

Schools

School District 299, 299, 299

Others

HOA Fee Include None

Ownership Fee Simple

Special Listing Condition Probate Listing, Court Approval Required

Midwest Real Estate Data (MRED) VOW
© 2026 Listings courtesy of MRED as distributed by MLS GRID. All Rights Reserved.
Tiffany Tolbert

Tiffany Tolbert

Agent | License ID: 475.212020

+1(630) 303-3440

GET MORE INFORMATION

Name
Phone*
Message

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5421 N Ashland AVE

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