I have a tenant who has given notice to move out on June 30, 2024.

Welcome to the area.We moved here from CA when my father started his fight with cancer in 2020, which he lost in less than a year. 

It’s possible but requires the right team on the ground.

It's actually been kind of nice having both because I can "move up" my one bed tenants to two beds when they want/need more room.

If you're moving to a new location that's a good reason to sell.

I am also nervous about my move to the DC area wont work out and I will have this house as an option in case I want to return to the bay area and will never be able purchase a similar home if I sell it.

You can absolutely look into purchasing another property, but I would also work with your CPA to explore other tax strategies around retirement for you and your team (ex.

Just don't worry about it--do the right things at the right times and you'll likely be fine.Keep investing and moving forward!

I work with a team of millenials, they are not buying because of limited inventory and the feeling most of what is on the market is overpriced, and we are still awaiting a bigger correction in housing prices. 

I'm currently renting it to a family member under the agreement that he moves out in time for us to sell it within the 5 year window so my husband and I will have lived in it as a primary residence for 2 of the last 5 years (we moved up to WA a year and a half ago).