Adding value: This could be adding bedrooms by enclosing dining rooms or converting a garage to livable space (often referred as Accessory Dwelling Units). 3.

You buy and sell the property almost instantly, usually on the same day.You’ll find private lenders who specialize in transactional funding.

I turn on instant book and let the system do it's thing. 

Investment Info:

Single-family residence buy & hold investment.

Purchase price: $299,000

Cash invested: $70,000

Residential home, purchased approximately 15% under current market value. Property ...

Honestly neither are a problem, I get an email and app push notification instantly when the tenant submits a maintenance issue.

They shut down instantly.

If I can find some land on the same lake I could make a glamping site and put a dock in with a pontoon and i instantly have another source of income by investing in the lake property.

Zoning & ADU ConsiderationsChicago’s ADU Ordinance applies if you create an additional dwelling unit beyond the existing count.If you stay at 2 units total (just shifting one unit partially to the basement), you likely don’t trigger ADU rules—but confirm with zoning since each ward can interpret things differently.If you want to eventually rent the basement as its own apartment, you will need proper zoning, permits, and a second exit per Chicago code.3.

To bring it to that level, wanting all the instant equity.

If you only have a standard homeowner’s or dwelling policy, you may not actually have coverage for short-term rental activity unless there’s a specific endorsement.