1443 W Fillmore St

Chicago, IL 60607

$900,000
Price
5
Beds
2,503 Sq. Ft.
$360 / Sq. Ft.
2,503
Sq. Ft.
$360
per Sq. Ft.
Compass Coming Soon
Compass Coming Soon

Description

Taylor Street / Medical District two-unit multifamily opportunity consisting of two legal condo units with separate PINs, sold together. Well suited for investors seeking in-place income with upside, or owner-occupants looking to offset housing costs. Unit 1 (First Floor) is tenant-occupied at $2,200/month, providing immediate cash flow. The unit features two large bedrooms, a Jack-and-Jill bath with double vanity, open living and dining area, hardwood floors, and a well-appointed kitchen with oversized...Taylor Street / Medical District two-unit multifamily opportunity consisting of two legal condo units with separate PINs, sold together. Well suited for investors seeking in-place income with upside, or owner-occupants looking to offset housing costs. Unit 1 (First Floor) is tenant-occupied at $2,200/month, providing immediate cash flow. The unit features two large bedrooms, a Jack-and-Jill bath with double vanity, open living and dining area, hardwood floors, and a well-appointed kitchen with oversized island and abundant cabinetry. Recent updates include a new stove (2025) and washer (2025). Unit 2 (Second Floor Duplex) is owner-occupied and spans three levels with three bedrooms and 2.5 baths, offering strong future rental potential. Highlights include a spacious living room with gas fireplace, separate dining area, updated kitchen with stainless steel appliances, large bedrooms with generous closet space, primary suite with jetted tub and double vanity, in-unit laundry, and two private decks. Appliance updates include refrigerator (2023), washer/dryer (2023), dishwasher (2025), and microwave (2025). Recent capital improvements include a new roof (2024) and AC (2023). Additional features include separate central HVAC systems, a large backyard, 2.5-car garage, and zoned street parking. Property may be operated as two separate condos or de-converted to a traditional two-unit building at buyer's discretion and expense. Located near Taylor Street with proximity to Rush University Medical Center, University of Illinois Chicago, Jesse Brown VA Medical Center, CTA Blue Line, major expressways, and neighborhood amenities-an ideal rental location with long-term demand drivers.

Listing Agent

  1. Mike Wolson

    Mike Wolson

    Listing Agent

    Compass

    wolson@compass.com

    P: (312)-388-8840

    CallTextEmail

Property Details for 1443 West Fillmore Street

Area
CHI - Near West Side
Township
West Chicago
Ownership
Condo
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
Contemporary
LISTING UPDATED: 02/10/2026 12:37 PM

Property Details for 1443 West Fillmore Street

StatusActive ( Private )
MLS #12565364
Days on Market-
Taxes$16,532 / year
HOA Fees-
Condo/Co-op Fees-
Compass TypeMulti Family
MLS TypeTwo to Four Units / 2 Flat
Year Built1997
Lot Size-
CountyCook County

Location

Add your commute

Building Information for 1443 West Fillmore Street

Stories-Residences2Year Built1997Building Size-Lot Size-

Payment Calculator

$5,764 per month

30 year fixed, 6.15% Interest

Principal and Interest

$4,386

Property Taxes

$1,378

HOA Dues

$0

The Payment Calculator is for illustrative purposes only.

Property Information for 1443 West Fillmore Street

General Information
School Information
  • Elementary School District: 299
  • Elementary School: Smyth Elementary School
  • Jr High Middle School: Smyth Elementary School
  • High School District: 299
  • High School: Wells Community Academy Senior H
  • Middle Or Junior School District: 299
Addtl Parking Information
  • Parking Details: Garage Door Opener, Yes, Garage Owned, Detached, Garage
Taxes and HOA Information
  • Additional Parcels: Yes
Property Information
Interior Features
  • Num Of Rooms: 11
  • Bedrooms Total: 5
  • Bedrooms (Below Grade): 0
  • Community Features: Curbs, Sidewalks, Street Lights, Street Paved
  • Bath Amenities: Double Sink,Soaking Tub
  • Basement Type: None
  • Bedrooms Possible: 5
  • Basement Bathrooms: No
  • # Full Baths in Building: 3
  • # Half Baths in Building: 1
  • Num of Baths: 3.1
Exterior Features
  • Fencing: Fenced
  • Patio And Porch Features: Deck, Patio
Utilities / Equipment
  • Sewer: Sewer-Public, Storm Sewer
  • Water: Lake Michigan
  • Other Equipment: TV-Cable, CO Detectors, Ceiling Fan(s), Multiple Water Heaters
  • Utilities: Cable Available
Property/Lot Information
  • Exterior Property Features: Roof Deck
  • New Construction YN: No
  • Rebuilt: No
  • Rehabilitated: No
  • Built Before 1978: No
  • Age: 26-30 Years
  • Lot Size: Standard Chicago Lot
  • Lot Dimensions: 24 X 106 X 21
  • Total # Units in Building: 2.0
  • Waterfront: No
  • Construction: Brick
  • Roof Type: Rubber
  • Foundation Details: Concrete Perimeter
  • General Information: Commuter Bus,Commuter Train,Interstate Access
  • North Coordinate: 0
  • South Coordinate: 1100
  • East Coordinate: 0
  • West Coordinate: 1443
  • 3 Br Un In Bldg: Yes
  • Conversion: N
Property and Assessments
  • Buyer Financing: Conventional
  • Public Document Count: 2
  • Document Date: 2026-02-10T18:07:54
  • Photos Count: 43
  • Deconversion: N
  • OpenHouse Count: 0
Virtual Tour/Additional Media
  • Virtual Tour: None
  • Virtual Tour YN: No
Multi Family
Unit 1
  • Unit Type Actual Rent: $.00
  • Unit Type Baths Total: 1
  • Unit Type Beds Total: 2
  • Unit Type Type: Unit 1
  • Lease Expiration Date: 99/99
Unit 2
  • Unit Type Actual Rent: $.00
  • Unit Type Baths Total: 3
  • Unit Type Beds Total: 3
  • Unit Type Type: Unit 2
  • Lease Expiration Date: 99/99

Property History for 1443 West Fillmore Street

DateEvent & SourcePriceAppreciation
Aug 8, 2022

Sold

MRED #11407657

$680,000—
Jul 5, 2022

Pending

MRED #11407657

—
Jul 5, 2022

Contingent

MRED #11407657

—
May 17, 2022

Listed (Active)

MRED #11407657

$769,000—
DateEvent & SourcePrice
08/08/2022

Sold

MRED #11407657

$680,000
07/05/2022

Pending

MRED #11407657

—
07/05/2022

Contingent

MRED #11407657

—
05/17/2022

Listed (Active)

MRED #11407657

$769,000

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

Schools near 1443 West Fillmore Street

This home is within Chicago Public Schools.
Rating
School
Type
Grades
Distance
Smyth J Elementary School
Public - PK to 8
Wells Community Academy High School
Public - 9 to 12
Art in Motion Charter School
Charter - 7 to 11
York Alternative High School
Public - 9 to 12
Rating
School
Distance
Smyth J Elementary School
PublicPK to 8

Wells Community Academy High School
Public9 to 12

Art in Motion Charter School
Charter7 to 11

York Alternative 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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More information about 1443 West Fillmore Street, Chicago, IL 60607

1443 West Fillmore Street is a multi-family home Coming Soon in Chicago, IL 60607. This property is currently priced at $900,000. This listing's school district is Chicago Public Schools. Nearby schools include Smyth J Elementary School, Wells Community Academy High School and Art in Motion Charter School. 1443 West Fillmore Street is a 5-bed, 4-bath, 2,503 sqft multi-family home built in 1997.

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 02/10/2026 12:37 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.