I will provide some thoughts on the San Diego purchase- virtually all high LTV mls purchases since rates started to hike have negative cash flow at purchase- historically great appreciation- historically great rent growth but recently flattening- prop 13 is great benefit for long holds- laws keep getting less LL friendly.

I highly suggest getting to some local meetup groups...here is BPs list:  https://www.biggerpockets.com/forums/521-real-estate-events-...I also have a full list of the chicago meetups that I can share with you too if that'd be helpful.

The reason for this is the university will likely want to expand & your street could have a high potential of being bought out by the university.

The current costs of construction are so high that you can just find more bang for your buck buying as opposed to building.

BiggerPockets also has a calculator to analyze deals, and I highly recommend you start this as soon as possible, even if you are not ready to buy.

BiggerPockets also has a calculator to analyze deals, and I highly recommend you start this as soon as possible, even if you are not ready to buy.

Section 8 is best used as a risk mitigation tool for properties in super low income, high crime areas.

BiggerPockets also has a calculator to analyze deals, and I highly recommend you start this as soon as possible, even if you are not ready to buy.

With rates high, I don't see much changing in the market as buyers struggle to afford a mortgage. 

Leveraging a property in todays environment of high interest rates will not get you cash flowing.