Chicago Real Estate Education

Master the fundamentals of investing in the Windy City.

1. How to Analyze a Chicago Fix-and-Flip

Analyzing a deal in Chicago isn't just about price per square foot. You need to account for specific local variables.

The 70% Rule (With a Chicago Twist)

The standard rule is: (ARV x 70%) - Rehab Costs = Max Offer. However, in competitive neighborhoods like Logan Square or Pilsen, investors often push to 75% or even 80% if the data supports it.

Account for Carrying Costs

  • Property Taxes: Cook County taxes are paid in arrears and can be high. Always check the Assessor's website.
  • Utilities: Winters are cold. Heating a gut rehab project in January can cost hundreds per month.
  • Permit Delays: Add a 2-month buffer for standard plan reviews if you're moving walls.

2. Typical Rehab Scopes & Costs

Chicago housing stock is old. You will encounter lath and plaster, knob and tube wiring, and lead pipes. Here are some rough ballpark costs (for estimation only):

  • Cosmetic Flip (Paint, Flooring, Fixtures): $25 - $40 per sq ft.
  • Standard Rehab (Kitchen, Bath, Systems update): $50 - $75 per sq ft.
  • Full Gut / De-conversion: $100 - $150+ per sq ft.

3. key Risk Factors

Crime & Block-by-Block Variance

In neighborhoods like Humboldt Park or Woodlawn, one block can be totally renovated while the next is still transitioning. Drive the block at different times of day.

Zoning & Compliance

Illegal garden units are common. Never assume a basement apartment is legal unless you see a Certificate of Zoning Compliance or verify strictly with code.

4. Financing Your Deal

Successful investors use leverage to scale. Jaken Finance Group specializes in Chicago-area loans.

  • Fix & Flip / Bridge: Short-term (12 months), interest-only, funds up to 100% of rehab.
  • DSCR (Rental) Loans: 30-year fixed rates based on the property's rental income, not your personal DTI.
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