Rental Property Underwriting in Chicago, IL

Cash-flow-viable but tax and regulation are dominant risks.

Typical SFR price
$280,000 – $400,000
3-bed rent (monthly)
$1,900 – $2,600
Effective property-tax rate
2.00% – 2.80%
Insurance (annual, ~$300k SFR)
$1,200 – $1,900
Gross rent-to-price (monthly)
0.55% – 0.75%
Landlord-tenant climate
tenant-friendly

Ranges compiled from Zillow, Redfin, and county assessor public data. Last reviewed 2025-10. Use as directional inputs, not appraisals.

What makes underwriting in Chicago different

Quick worked example

Mid-range Chicago deal: $340,000 purchase, $2,250/mo rent → gross yield 7.94%. Whether that cash-flows depends on your rate, down payment, taxes at post-sale assessment, and insurance quote — not the metro average.

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Educational content only, not investment or legal advice. Verify all numbers with local professionals before making an offer.