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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

-5.9%

Median Cashflow

-$451/mo

Avg Rent Estimate

$2,503/mo

Avg Price

$366,010

Price Range

$64,900 - $757,900

Rent to Price

0.68%

low ratio

Positive Cashflow

33%

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 -$451 with average rents of $2,503/month. Properties range from $64,900 to $757,900, offering entry points across multiple investment budgets.

13227 S Escanaba Ave, Chicago, IL 60633

Price

$253,100

Rent

$2,477

CachFlow

$181

CoC

4.09

Full Analysis

3422 W 85th Pl, Chicago, IL 60652

Price

$405,500

Rent

$3,387

CachFlow

-$136

CoC

-1.92

Full Analysis

6506 S Keating Ave, Chicago, IL 60629

Price

$344,700

Rent

$1,758

CachFlow

-$922

CoC

-15.28

Full Analysis

9334 S Cregier Ave, Chicago, IL 60617

Price

$228,888

Rent

$2,139

CachFlow

$2

CoC

0.05

Full Analysis

3341 W Iowa St, Chicago, IL 60651

Price

$419,000

Rent

$2,352

CachFlow

-$824

CoC

-11.24

Full Analysis
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Chicago, IL Rental Market Insights

  • Median cashflow is -$451/month — careful deal selection is essential here
  • 4.8% median cap rate is typical of appreciation-focused markets
  • At 33% 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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