These 4 things are relatively cheap/free and aren't restricted by your age!  

There's plenty of 3BD+ SFH in the sub $500k range that are perfect for an owner-occupant with 2 roommates and ADU potential (there's . a very informative PDF on the City of Oakland's website about ADU restrictions).

All those might be interested  in any restrictions that may be needed to know and/or City Inspection required. 

I was able to close the sale on 3/31/20 just as the COVID-19 restrictions were starting to hit.

I don’t care to deal with the over restricted landlord tenant laws in Seattle proper and the pricing makes me scratch my head sometimes.

Something that comes to mind in the latter case, there could be rental restrictions as part of an HOA. 

You would just need to be diligent in asking whether each property has subleasing restrictions and what are their requirements. you will find that some condos/co-op require you to live for a minimum of 2 years before you can sublease; or some may not allow you to sublease at all; or some may have a limit for the time frame in which you can sublease. it all depends. 

There will be DTI  and down payment restrictions  due to overlays of lenders on lower credit score. 

The ideal market is one that has restrictions on housing stock growth, combined with market growth. 

Often, voucher recipients have income restrictions placed upon them, so it might be almost impossible to locate a S8 applicant who has a voucher for $1K and a w2 income of $2K.