I'm paying a little out of pocket budget-wise to cover costs in return for appreciation and equity built mostly from other sources.

Ideally this would be a multi-family property that I can live in and rent out the other units.

My properties also look a lot better than the other homes. 

LLCs are ineligible for FHA loans and other government-sponsored mortgage programs

Other things.

What other investment strategies are you looking into? 

Build strong partnerships with agents, wholesalers, and investors who understand off-market deal flow and can bring you opportunities others never see.

You can use this property to hedge any others that you add that may only cover themselves, or require supplement until they are paid off.HOWEVER, if you have decided that your goal is to use Real Estate as a stepping stone to build wealth by upgrading the property you hold each time (condo to house, house to 4-plex, 4-plex to 8 unit, etc) then I think you are right to sell now while you think the property is at the top of it's appreciation.It will be hard for anyone on BP to tell you what to do as we don't know your goal.You are right. 

Going live as a STR in 2 weeks Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?

City Hall want to keep small town small, does nothing to promote town Did you work with any real estate professionals (agents, lenders, etc.) that you'd recommend to others?