I also don't understand why you would want to tie up your cash so long without the benefits of owning the properties.The scenario of you buying a few now and the rest in a couple years seems to be the most appealing for you both, why are you adverse to that?

I'm from NH originally, but only made it as far up as ogunquit, so excuse the ingnorance.

An agent will significantly help you through the offer process.

The place is worth $700k on the market as is.

I found a seller who is motivated to sell his property at a pretty steep discount.My plan is to put the property in escrow on an executory contract/land contract with the condition that the title will transfer once the seller receives his funds.

Hands down one of the most efficient ways of learning the ins and outs of real estate investing without taking on to much at once. 

@Tom Rowethat makes me want to throw up.

I ended up changing my RA, and so now they're handling mail.

Generally, the further you get out of the urban center, the more likely you are to find cash flow.

Have some income coming in but not from a job.