If you invest in Chicago, IL real estate, you already know the best deals never make it to the MLS. Here are 3 fresh off market properties under $200K, all from verified wholesalers on Offa. fresh listings every week — this list refreshes every week.
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Last updated June 01, 2026. Inventory refreshes weekly.
3 Off Market Properties in Chicago, IL
These properties are sourced from verified wholesalers and updated weekly. Click any listing to see the full address, ARV breakdown, additional photos, and to contact the seller directly on Offa.



Why Invest in Chicago?
Chicago attracts investors for one reason: the numbers work. With 7 active off market deals on Offa today and a median price around $299K, this is a market where you can deploy capital without overpaying. Illinois's landlord-friendly laws and steady population growth round out the case.
How to Buy Off Market in Chicago
Off market deals close fast — most go from offer to closing in 2-4 weeks. Here's the playbook:
- Browse Offa — see live deals in Chicago with photos, pricing, and ARV estimates.
- Run your numbers — apply the 70% rule, factor in rehab and holding costs, confirm comps.
- Contact the seller directly — every Offa listing has direct seller contact, no agents in the middle.
- Line up financing — Offa's lending partners offer up to 100% financing on qualified deals.
- Close in weeks, not months — wholesalers want speed. So do you.
Frequently Asked Questions
How do I find off market properties in Chicago, IL?
The fastest way is to use a marketplace built for off market deals. Offa aggregates listings from verified wholesalers across Chicago and the rest of Illinois, with real photos, pricing, and ARV estimates. Other approaches include joining local REI groups, building wholesaler relationships, and running direct mail campaigns to motivated sellers.
What's the average price of an off market property in Chicago?
On Offa, the median asking price for off market deals in Chicago is around $299K. Off market properties typically trade 69% below comparable retail listings, which is the equity spread investors target.
Are wholesale properties in Chicago a good investment?
Yes — when the numbers work. The Chicago market currently shows an average ARV spread of 69%, meaning the After Repair Value runs that much higher than the asking price on a typical deal. That's the equity cushion you have for renovation costs, holding expenses, and profit. Always run your own comps and rehab estimates before committing.
How fast do off market deals in Chicago sell?
Off market deals move quickly — most close in 2-4 weeks. Wholesalers want speed and certainty, and investors who can move fast win the best deals. Sign up free on Offa to get notified when new Chicago inventory hits.
Off market deals move fast. The properties above are live as of this post, but inventory turns over weekly. Sign up free on Offa to see every active deal in Chicago and get notified the moment new ones hit.
🏠 Browse Off Market Deals on Offa
Thousands of verified wholesale properties posted daily. See exact addresses, full ARV breakdowns, and contact sellers directly.
Create Free Account →Related Roundups
- Off Market Deals in Chicago, IL — 3 Properties Under $200K
- Off Market Deals in Chicago, IL — 6 Properties Under $500K
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