Save Search
Filters Applied
EditEdit Filters
Price: $300K - 500K
Monthly Cash Flow: $1 - $3k+
Home Type: Single Family
Under $300K Investment Properties for Sale in Chicago, IL

Listed for sale today
$ 175,000
ROI
22.6
Cash Flow/m
139- 3 Bed
- 2 Bath
- - sft
7324 S Calumet Ave, Chicago, IL, 60619

Listed for sale today
$ 259,000
ROI
19.8
Cash Flow/m
6- 5 Bed
- 2 Bath
- 1080 sft
1402 E 76th St, Chicago, IL, 60619

Listed for sale today
$ 249,999
ROI
25.0
Cash Flow/m
367- 4 Bed
- 2 Bath
- 1950 sft
10122 S Wallace St, Chicago, IL, 60628

Listed for sale today
$ 187,000
ROI
22.3
Cash Flow/m
134- 3 Bed
- 3 Bath
- 1406 sft
10952 S Emerald Ave, Chicago, IL, 60628
Why Invest in Chicago, Illinois?
Chicago offers strong investment opportunities in properties under $300k, particularly in neighborhoods with high rental demand. Stable cap rates around 7-8% and rental yields of 6-9% make these affordable homes attractive for cash-flow focused investors. The city's diverse economy supports consistent tenant occupancy at 55% renter-occupied housing. Annual appreciation of 4-5% adds long-term value despite market fluctuations. Proximity to employment hubs enhances rental stability for under-$300k single-family homes and condos.
8.5%
Avg. ROI
7.2%
Rental Yield
7.8%
Cap Rate
$450/mo
Avg. Cash Flow
$1450/mo
Avg. Rent
4.5%
1Y Appreciation
Find Your Perfect Investment Property in Chicago, Illinois
Explore investment opportunities by strategy, performance, or property type
