“With rent to owns, you can lock in the sales price and terms upfront, allowing you to purchase the house at a below-market price in a few years”
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Enter your information HERE to gain access to GREAT rent to own houses in the Chicago area. Get email alerts when new Chicago rent to own homes are available.

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If you’re tired of renting, and you want to own a home in Chicago but your credit, lack of down payment, or income hold you back from qualifying for a normal bank loan… a “rent to own”, often called “lease option” or “lease purchase” may be a great fit for you.
We specialize in helping Chicago residents earn the satisfaction of being a homeowner through our Chicago Rent To Own Home Program.
Pineapple offers great rent-to-own houses and apartments in and around Chicago… in conjunction with our help to get your credit up so you can purchase the home in as short of a timeline as possible.
Want to know when the best properties hit the market?

We acquire houses every month from homeowners who need to sell for one reason or another. Often times we remodel the homes to bring them up to date and up to insanely great shape for a new rent-to-own tenant/buyer like yourself to move into.
The types of houses we tend to offer on our Chicago Rent To Own Home Program include…
Each rent-to-own house is different, so there’s definitely the perfect rent-to-own house out there for you.
Have questions? Check out our Frequently Asked Questions Page →
A rent-to-own (also known as a lease/option) agreement might be right for you!
It’s easier than you think – and we can help.
The rent-to-own process is really pretty straightforward.
Step 1: Submit your info on this website to create a FREE account and let us know the type of house you’re looking for.
Step 2: We’ll look at your situation, and the type of property you’re looking for, and show you your rent-to-own options here.
Step 3: View the local homes that fit what you’re looking for.
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Plus, as we acquire new properties each month, as long as you’re on our Rent To Own / Lease Option List, you’ll get email alerts with the latest properties available.

Click here to learn more about how we help people like you become homeowners in Chicago ››
“With rent to owns, you can lock in the sales price and terms upfront, allowing you to purchase the house at a below-market price in a few years”
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