Mortgage 15/1 arm at $3.375% with max 4% interest increase due 15 years from July 2015 (Aug 1, 2030).Current condo monthly maintenance fee : $1036 includes water, amenities (pool, tennis court, concierge, gym, sauna, community room with pool and ping pong, maintenance)Current monthly mortgage payment: $499 interest, $504 principal Monthly taxes and insurance: $459 monthly contents insurance: $38Past Assessments: $11k for building HVAC upgrades $8k for building updates and building reservescurrent market value $400k - $425kcurrent  monthly rental median: $3100-$3200monthly landlord insurance: $45I'm also trying to decide if I should rent or sell and invest elsewhere.Appreciate all insights.

What market's do you invest in? 

Staying in the Wilmington area makes the most sense, as we really know that market, but I also have a soft spot for the western part of NC!  

A hosting business involves marketing (LTR only markets when there is a vacancy), cleaning/turnover, check-in/check-out procedures, and a concierge communication.The analogy to Walmart is absurd.

Time in market is the biggest benefit on your side, so the sooner you buy, the longer you'll have that property (and also, the sooner you can buy #2). 

I've never marketed it to groups larger than 8, so I don't get as much rent as I could.  

Indiana has a good rental market! 

What are the market rents for the property and do you have $15000 for the down and $8000 for all the closing/title/settlement/new impounds?

We have found that finding an investor-savvy agent to buy property on market and a solid wholesaler to buy off market properties is the perfect marriage to find deals. 

Broadly speaking, I would say network with developers in your market that are doing what you want to do.