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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 50+ datapoints.

Chicago, IL Long-Term Rental Investment Snapshot

Based on 50+ long-term rental datapoints

Median Cap Rate

4.4%

Avg Cash on Cash

-3.9%

Median Cashflow

-$400/mo

Avg Rent Estimate

$2,607/mo

Avg Price

$348,920

Price Range

$70,000 - $850,000

Rent to Price

0.75%

okay 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 4.4%, 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 50+ analyzed properties, the median monthly cashflow in Chicago, IL is -$400 with average rents of $2,607/month. Properties range from $70,000 to $850,000, offering entry points across multiple investment budgets.

5742 S Rutherford Ave, Chicago, IL 60638

Price

$465,000

Rent

$2,725

CachFlow

-$902

CoC

-11.08

Full Analysis

2854 N Natchez Ave, Chicago, IL 60634

Price

$473,300

Rent

$3,290

CachFlow

-$449

CoC

-5.42

Full Analysis

1502 W Edgewater Ave, Chicago, IL 60660

Price

$1,113,700

Rent

$3,498

CachFlow

-$4,268

CoC

-21.9

Full Analysis

7219 S Wood St, Chicago, IL 60636

Price

$190,800

Rent

$2,490

CachFlow

$718

CoC

21.5

Full Analysis

11427 S Longwood Dr, Chicago, IL 60643

Price

$290,000

Rent

$2,917

CachFlow

$522

CoC

10.29

Full Analysis
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Chicago, IL Rental Market Insights

  • Median cashflow is -$400/month — careful deal selection is essential here
  • 4.4% 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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