@Tom Rairdon If you’ve owned your short-term rental (STR) for over a year, it likely qualifies for long-term capital gains (LTCG) treatment, taxed at lower rates (0%-20%) compared to your 33% ordinary income bracket.

I held each until a change in either market price or net asset value resulted in the REIT stock discount being lowered by 30%.  

Lower Repair CostsHiring licensed contractors for minor fixes can be costly.

LTRs with long term conventional financing and standard management aren't really cash flowing anywhere right now. sure, there are lower cost markets that look better on paper, but there are costs associated with those supposedly cheap markets as well - deferred maintenance, more challenging tenant base, higher cost turnovers as a percentage of the rent.2. i wouldn't pick a random market thousands of miles away based solely on statistics or numbers. 

Most people who are affected by rent tend to be on lower socioeconomic rungs anyway and thus have less political heft to swing around.

The next gentrifying neighborhoods in Chicago are: Lower West Side; Humboldt Park, Gage Park, Ashburn, South deering, Hegewisch, Garfield Ridge & West Elsdon.  

Research landlord-friendly states with lower property prices and strong rental demand, like Texas or the Midwest.

For an absentee landlord, it would seem that a condo could have less maintenance headaches than a SFH and lower risk in general. 

However, many DSCR lenders have a minimum loan amount of $100K, which can make it challenging for investors to secure financing for lower-priced properties. 

Which you want to lower?