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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 10+ datapoints.

Chicago, IL Long-Term Rental Investment Snapshot

Based on 10+ long-term rental datapoints

Median Cap Rate

3.6%

Avg Cash on Cash

-9.9%

Median Cashflow

-$684/mo

Avg Rent Estimate

$2,907/mo

Price Range

$226,000 - $874,400

Positive Cashflow

20%

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 10+ analyzed properties, the median monthly cashflow in Chicago, IL is -$684 with average rents of $2,907/month. Properties range from $226,000 to $874,400, offering entry points across multiple investment budgets.

2049 N Kildare Ave, Chicago, IL 60639

Price

$350,000

Rent

$1,920

CachFlow

-$802

CoC

-13.09

Full Analysis

5229 W Carmen Ave, Chicago, IL 60630

Price

$485,000

Rent

$2,330

CachFlow

-$1,427

CoC

-16.81

Full Analysis

1412 W Fuller St, Chicago, IL 60608

Price

$568,500

Rent

$2,230

CachFlow

-$2,207

CoC

-22.18

Full Analysis

2110 N Marmora Ave, Chicago, IL 60639

Price

$315,000

Rent

$2,290

CachFlow

-$314

CoC

-5.7

Full Analysis

11340 S Union Ave, Chicago, IL 60628

Price

$319,000

Rent

$2,300

CachFlow

-$150

CoC

-2.69

Full Analysis

Chicago, IL Rental Market Insights

  • Median cashflow is -$684/month — careful deal selection is essential here
  • 3.6% median cap rate is typical of appreciation-focused markets
  • At 20% positive cashflow rate, Chicago, IL requires selective property picks
  • Premium market with properties from $226,000 to $874,400
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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