The high end rental properties can be a different animal than your run of the mill $2,500 month rental both in terms of upkeep and demand.

I will assume somewhere in the lease it states that the tenant is responsible for a basic maintenance and upkeep of the property.

I have a wife and 3 kids and the weight of their futures on my back.

So you have to weight risk to reward.. and sometimes we have to eat one that we bought it happens..

@Eric Andersen definitely put weight into what @Michael Baum wrote and do your own research on the city regulation/zoning.

@MIchael McCUe   I get it, it feels like an incredible weight that you could easily lift with bankruptcy.

We do the land up keep and figured in the long run if we can use the other half of our plot for events it will offset any land keeping expense (do not mean anything by this just sharing , faith and movies always say helping others brings good luck.

It does however give you a degree of independence to choose what you want to do.As your portfolio grows you'll also feel the weight of future capex responsibility more, which ironically points you to growing more cash flow through more real estate.The other issue is that you are chasing a moving goalpost.

But, it is ocean front so the upkeep will be higher than normal. 4)I'm open to anything but brother A wants to take the easier route possible (likely meaning selling it).

For example, you could say, “I’ve noticed the property seems vacant and might require some upkeep.