We've had an oversupply in housing the past 2 years or so and will probably continue for the next 1-2 years, but everything I'm seeing has shown next construction starts have dropped substantially in the past 1-2 years so good chance we have an undersupply again in about 2-4 years once everything still being completed does finish and gets leased up.

I have a 4/2 1550sqft rental (1945 build) that I’m considering selling to potentially build two 2/1 ~700-800sqft houses.

Hey there @Nilusha Jayasinghe - Awesome to hear you looking to do all the right things, especially being a housing provider in Chicago!

This assumes the market rent for the unit I will be moving into.My goals from entering real estate are 1. add diversification in my investments (right now heavily invested in stocks) and 2. house hack, so that tenants pay part of the mortgageIn my current market, I have two options: a. buy older houses, renovate, bring the rent to market --> this will cashflow, but needs a lot of time investment which I don't haveb. buy turnkey properties: --> renovated and already occupied by tenants but may not be cash flow positive.I found a property that's type B.

Happy House Hunting!  

There are lenders doing loans outside of Fannie and Freddie. 

Its lower cost of living has generated strong housing demand due to its proximity to northern Virginia/DC.

All the loans are in different LLCs.

Good rental market* ( BP won’t allow me to edit my post title. )Hello,I'm looking to invest in a property for house hacking or to live in for 1-2 years before converting to a rental.

If we are considering listing on the market, it's usually a house that is not in terrible condition.