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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 75+ datapoints.

Chicago, IL Long-Term Rental Investment Snapshot

Based on 75+ long-term rental datapoints

Median Cap Rate

4.3%

Avg Cash on Cash

-5.1%

Median Cashflow

-$477/mo

Avg Rent Estimate

$2,579/mo

Avg Price

$354,125

Price Range

$70,000 - $850,000

Rent to Price

0.73%

low ratio

Positive Cashflow

36%

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 4.3%, 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 75+ analyzed properties, the median monthly cashflow in Chicago, IL is -$477 with average rents of $2,579/month. Properties range from $70,000 to $850,000, offering entry points across multiple investment budgets.

10939 S Avenue F, Chicago, IL 60617

Price

$211,800

Rent

$2,159

CachFlow

$240

CoC

6.48

Full Analysis

5425 N Bernard St, Chicago, IL 60625

Price

$580,600

Rent

$2,613

CachFlow

-$1,766

CoC

-17.38

Full Analysis

2324 W McLean Ave, Chicago, IL 60647

Price

$1,518,000

Rent

$4,597

CachFlow

-$6,311

CoC

-23.76

Full Analysis

5227 S Neenah Ave, Chicago, IL 60638

Price

$393,100

Rent

$2,518

CachFlow

-$698

CoC

-10.15

Full Analysis

6418 S May St, Chicago, IL 60621

Price

$259,900

Rent

$2,490

CachFlow

$333

CoC

7.32

Full Analysis
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Chicago, IL Rental Market Insights

  • Median cashflow is -$477/month — careful deal selection is essential here
  • 4.3% median cap rate is typical of appreciation-focused markets
  • At 36% positive cashflow rate, Chicago, IL requires selective property picks
  • Mid-to-upper tier market with properties from $70,000 to $850,000
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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