Chicago, Illinois — top rental deal at 28.2% ROI

We analyze 3,126 active listings in Chicago and surface the strongest rental-return candidates below, each with its cap rate, cash flow, and estimated rent.

3,126 Active listings whole market
6.33% Median ROI investment-grade deals
7.57% Median cap rate investment-grade deals
$1600-2500 Typical rent investment-grade deals
95.07% Rentable share whole market
Top ROI

11720 S Wentworth Avenue Chicago IL 60628

March 16th, 2026

  • 4 Beds
  • 2 Baths
  • 0 Sq Ft
ROI 28.2%
Cap Rate 13.03%
Cash Flow $676
Est. Rent: $1545-2095
Listing Price $114,999
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6739 S Prairie Avenue Chicago IL 60637

October 13th, 2026

  • 3 Beds
  • 1 Baths
  • 1114 Sq Ft
ROI 27.46%
Cap Rate 12.85%
Cash Flow $566
Est. Rent: $1450-1750
Listing Price $99,000
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7145 S Seeley Avenue Chicago IL 60636

October 29th, 2026

  • 2 Beds
  • 1.1 Baths
  • 3175 Sq Ft
ROI 27.36%
Cap Rate 12.82%
Cash Flow $570
Est. Rent: $1250-1900
Listing Price $100,000
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7343 S Prairie Avenue Chicago IL 60619

October 19th, 2026

  • 4 Beds
  • 2 Baths
  • 1700 Sq Ft
ROI 26.97%
Cap Rate 12.73%
Cash Flow $694
Est. Rent: $1700-3000
Listing Price $123,500
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6415 S Eberhart Avenue Chicago IL 60637

November 16th, 2025

  • 3 Beds
  • 1 Baths
  • 714 Sq Ft
ROI 26.8%
Cap Rate 12.68%
Cash Flow $531
Est. Rent: $1250-2200
Listing Price $95,000
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7302 S Dorchester Avenue Chicago IL 60619

May 27th, 2026

  • 2 Beds
  • 1 Baths
  • 960 Sq Ft
ROI 26.44%
Cap Rate 12.59%
Cash Flow $435
Est. Rent: $1050-1506
Listing Price $79,000
View Details
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The data relating to real estate for sale on this website comes in part from the Broker Reciprocity℠ Program of Midwest Real Estate Data. Real estate listings held by brokerage firms other than Panda Nook Realty are marked with the Broker Reciprocity℠ logo or the Broker Reciprocity℠ thumbnail logo (a little black house) and detailed information about them includes the name of the listing brokers.

Based on information submitted to the MLS GRID for MRED as of 11/6/2026. 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. IDX information is 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. Data is deemed reliable but is not guaranteed by MTP or MRED. The use of the MRED Data may be subject to an end-user license agreement prescribed by the Member Participant's applicable MLS if any and as amended from time to time.

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Data is refreshed every 15 minutes. Listing last updated 8:45 PM CT on 11/6/2026.