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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

4.6%

Avg Cash on Cash

-5.3%

Median Cashflow

-$508/mo

Avg Rent Estimate

$2,579/mo

Avg Price

$377,630

Price Range

$70,000 - $940,000

Rent to Price

0.68%

low ratio

Positive Cashflow

32%

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 4.6%, 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 100+ analyzed properties, the median monthly cashflow in Chicago, IL is -$508 with average rents of $2,579/month. Properties range from $70,000 to $940,000, offering entry points across multiple investment budgets.

3221 N Pioneer Ave, Chicago, IL 60634

Price

$399,900

Rent

$2,338

CachFlow

-$781

CoC

-11.16

Full Analysis

6700 N Odell Ave, Chicago, IL 60631

Price

$492,200

Rent

$2,964

CachFlow

-$1,035

CoC

-12.02

Full Analysis

6755 N Washtenaw Ave, Chicago, IL 60645

Price

$585,200

Rent

$3,301

CachFlow

-$1,371

CoC

-13.39

Full Analysis

2654 W Catalpa Ave, Chicago, IL 60625

Price

$585,600

Rent

$2,171

CachFlow

-$2,080

CoC

-20.3

Full Analysis

8852 S Michigan Ave, Chicago, IL 60619

Price

$135,900

Rent

$2,002

CachFlow

$581

CoC

24.43

Full Analysis
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Chicago, IL Rental Market Insights

  • Median cashflow is -$508/month — careful deal selection is essential here
  • 4.6% median cap rate is typical of appreciation-focused markets
  • At 32% positive cashflow rate, Chicago, IL requires selective property picks
  • Premium market with properties from $70,000 to $940,000
  • Consider this market if your strategy favors equity growth with rental income covering holding costs

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