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Chicago, IL Long-Term Rental Analysis

Analyze rental property cap rates, cash-on-cash returns, and cashflow for long-term rental investments in Chicago, IL. Based on 100+ datapoints.

Chicago, IL Long-Term Rental Investment Snapshot

Based on 100+ long-term rental datapoints

Median Cap Rate

4.8%

Avg Cash on Cash

-6.2%

Median Cashflow

-$452/mo

Avg Rent Estimate

$2,548/mo

Avg Price

$370,786

Price Range

$64,900 - $757,900

Rent to Price

0.69%

low ratio

Positive Cashflow

31%

of analyzed properties

Recent real estate investor listings analysed as long-term rental deals in Chicago, IL

Chicago, IL is primarily an appreciation-driven market for long-term rental investors. Cap rates average 4.8%, typical of mid-to-upper tier markets where property value growth complements rental income. Investors here build equity through appreciation while rental income covers holding costs.

Based on 100+ analyzed properties, the median monthly cashflow in Chicago, IL is -$452 with average rents of $2,548/month. Properties range from $64,900 to $757,900, offering entry points across multiple investment budgets.

5712 S Nashville Ave, Chicago, IL 60638

Price

$472,100

Rent

$2,900

CachFlow

-$1,044

CoC

-12.64

Full Analysis

105 S Waller Ave, Chicago, IL 60644

Price

$150,000

Rent

$2,648

CachFlow

$946

CoC

36.04

Full Analysis

539 W 44th St, Chicago, IL 60609

Price

$296,400

Rent

$2,532

CachFlow

-$104

CoC

-2.01

Full Analysis

9905 S Maplewood Ave, Chicago, IL 60655

Price

$406,900

Rent

$2,938

CachFlow

-$387

CoC

-5.43

Full Analysis

7324 S Calumet Ave, Chicago, IL 60619

Price

$175,000

Rent

$2,521

CachFlow

$624

CoC

20.38

Full Analysis
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Chicago, IL Rental Market Insights

  • Median cashflow is -$452/month — careful deal selection is essential here
  • 4.8% median cap rate is typical of appreciation-focused markets
  • At 31% positive cashflow rate, Chicago, IL requires selective property picks
  • Mid-to-upper tier market with properties from $64,900 to $757,900
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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