Selling one and buying several is fine. 

Quote from @Chris Core: Hello all.

Engage an investor-focused realtor/broker in your preferred market (this is not a residential realtor) and start 'tire kicking' the market and properties that fit your criteria.

BUT, if one could solve some tough problems….Look, I hear what posters are saying - and it might NOT be a fit for real estate.  

Investors should fully understand that Section 8 is not a cure-all for Class C & D tenant challenges, it's just trading one set of problems for another.We see too many investors not doing enough research to fully understand all this and making naïve investing decisions.

And here's a tip...When you think you are all done; stay in your new STR for 24-48 hours and keep a list of each thing that you were reaching for that wasn't there. 

I currently own one rental property in Danbury, CT.

I have recommendations for all 3 and I will send you a request to connect so I can send those your way. 

If there's one thing to be aware of, expect the unexpected.

As one thinketh, so shall it be.