I live in Harlem but work downtown so if I have to go to the building it is not too bad after work.

A lot of the popular areas in Charleston proper that are not licensed under the old laws now require the owner to live on the premises to obtain an STR license.

My name is Wes and I live about an hour north of Toronto, Ontario, Canada.Looking to get into real-estate investing with long term rentals, BRRR, and House hacking.Currently looking to also find other other local people to chat to about real-estate and how to get started in our currently price inflated Ontario market.Let me know if you're in my area!!

I own 3 SFR in Columbia MO (I live in KCMO) and was using property mgmt, but due to similar difficulties you faced, I opted to self manage and stopped using my mgmt company.

The best market is likely a "Good" cash flow market that you have some ties to, in some way shape or form, or one that is a reasonable drive from where you live, if practical/possible. 

Is this a home that you are currently living in?

Similarly, the sale ($575K) minus your adjusted basis determines your capital gain.You may qualify for the primary residence exclusion (up to $250K single/$500K married) if you lived there 2 of the last 5 years.

The property would be in Florida as that is where I live. 

I live in Phoenix AZ, where we take our pool safety very seriously, as kids die every year in pools because it's warm and they swim much of the year. 

Ive owned a 3 family in Fitchburg MA for 4 years that has done exceptionally well with it, living for free in one unit for a while and constantly upgrading the property over the years.