Basically I am looking to sell a Property in Washington and buy 3 properties that are being built now in the South.Other question is this. 

I have one I have drafted up but would love to compare against others.What are some items you always included in your MTR rental agreements?

I haven't filed a claim all these years but insurance is for the what-if and to be used for the high-ticker items, but chances of damages exceeding the 5% is low.  

Another struggle i have with STR is replacing small items continually which ties back to pricing.

Small (1700 sqft or less) medium (1701 -1999 sqft) and large (2000 sqft or more)Cost benefit analysis Estimates IF 300+ homes are built over 10 yearsAlot of technical information to say that:- When I start development, i will be going into uncharted territory. - New construction will be comped against other new construction - Start out with enough comps to justify the price point- keep the area tight to consolidate the risk vs building one or two in different parts of the same neighborhood. 

You can also see what is being built in the area.

The property taxes will be on his Schedule A during the time the property was his primary residence, assuming he itemizes.

You make the payments to the lender.Oh, and just in case, there are more items to know about when considering a "sub to" transaction but this is just a comment on the payment aspect. 

it will be a corporate/wellness retreat/short term rental destinationI need land that is close to the Action, but not too close, and preferably comes with two single family doors already built, so I can take advantage of Fannie Mae owner occupied loan and develop the rest of the land on my own and with private funding.Is Columbus a good market for this strategy?

I'm not sure if that would bring in enough money but it would certainly make things easier financially speaking while you built up your real estate portfolio.