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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 30+ datapoints.

Chicago, IL Long-Term Rental Investment Snapshot

Based on 30+ long-term rental datapoints

Median Cap Rate

3.6%

Avg Cash on Cash

-9.4%

Median Cashflow

-$565/mo

Avg Rent Estimate

$2,683/mo

Avg Price

$407,431

Price Range

$157,300 - $874,400

Rent to Price

0.66%

low ratio

Positive Cashflow

26%

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 3.6%, typical of premium markets where property value growth complements rental income. Investors here build equity through appreciation while rental income covers holding costs.

Based on 30+ analyzed properties, the median monthly cashflow in Chicago, IL is -$565 with average rents of $2,683/month. Properties range from $157,300 to $874,400, offering entry points across multiple investment budgets.

1934 N Bissell St, Chicago, IL 60614

Price

$1,799,900

Rent

$6,740

CachFlow

-$6,780

CoC

-21.53

Full Analysis

3648 W 68th Pl, Chicago, IL 60629

Price

$269,000

Rent

$1,970

CachFlow

-$352

CoC

-7.48

Full Analysis

2030 W Shakespeare Ave, Chicago, IL 60647

Price

$850,000

Rent

$3,810

CachFlow

-$2,756

CoC

-18.53

Full Analysis

968 W Cuyler Ave, Chicago, IL 60613

Price

$1,050,000

Rent

$4,180

CachFlow

-$3,763

CoC

-20.48

Full Analysis

1937 W Melrose St, Chicago, IL 60657

Price

$1,599,000

Rent

$4,410

CachFlow

-$7,542

CoC

-26.95

Full Analysis

Chicago, IL Rental Market Insights

  • Median cashflow is -$565/month — careful deal selection is essential here
  • 3.6% median cap rate is typical of appreciation-focused markets
  • At 26% positive cashflow rate, Chicago, IL requires selective property picks
  • Premium market with properties from $157,300 to $874,400
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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