All articles about Illinois Investment Property Guide.
Illinois conforms to federal 1031 exchange rules with no state clawback. Here's how to defer the 4.95% flat tax and federal capital gains on Illinois property sales.
Chicago's ADU ordinance expanded citywide in April 2026. Here's what investors need to know about permits, zoning rules, and the pacing restrictions that limit speed.
BiggerPockets is national — useful for fundamentals, dangerous for Illinois-specific advice. Here's what forum regulars routinely get wrong about Cook County law.
First-time landlords in Cook County face the steepest learning curve in US real estate. Here's what you actually need before your first tenant moves in.
Chicago's Shared Housing Ordinance restricts STRs through density caps, licensing fees, and a Prohibited Buildings List. Know the rules before you buy.
Chicago's Fair Notice Ordinance requires up to 120 days notice for rent increases and non-renewals. Here's how it affects investor timelines and value-add strategies.
Chicago investment property offers strong appreciation and rental income—but the regulatory environment, property taxes, and financing rules require a jurisdiction-specific approach.
The Chicago RLTO's security deposit rules, late fee limits, and tenant remedies explained for landlords—and how to avoid the triple-damages trap in 2026.
Step-by-step guide to appealing your Cook County property tax assessment—from the Assessor's office to the Board of Review and what the equalization factor means.
The Cook County RTLO extends sweeping tenant protections to suburban rentals. Here's what suburban Cook County landlords must comply with in 2026.
The defining strategic choice for Illinois investors: Cook County's RLTO, 150-day evictions, and appreciation vs DuPage/Will/Lake's faster evictions and lower regulatory burden.
Step-by-step walkthrough of buying investment property in Chicago — from regulatory jurisdiction to attorney-driven closing, with Cook County's specific traps mapped.
The guide teaches you what to know before you spend $300/hr with an attorney. They're complements, not substitutes — here's how to use both.