Buyer Guide

First-Time Flipper Checklist for Chicago Fixer-Uppers

The first flip is won before closing. Use this checklist to keep the deal grounded in repair scope, title risk, proof of funds, contractor timing, refinance math, and resale evidence.

1. Prove the ARV

Use closed comparable sales, not asking prices. Match school feeder, subdivision, square footage, basement, garage, bath count, and renovation level.

2. Bound the rehab

Separate cosmetic work from roof, structural, electrical, plumbing, HVAC, mold, and water issues. A cheap property can become expensive fast.

3. Confirm the paper

Review title, tax status, payoff liens, seller authority, assignment rights, and whether a court case or tax buyer notice changes timing.

4. Price your hold

Budget taxes, utilities, insurance, loan costs, permits, carrying time, cleanup, staging, buyer concessions, and resale commission.

5. Control access

Before going hard on money, get contractor access, measurements, photos, scope notes, and enough time to confirm the big-ticket items.

6. Know the exit

Decide whether you are retailing, renting, refinancing, or assigning. Each path needs different lender, title, and possession terms.