., pay off their existing loan, closing costs, and/ or put some cash in their pocket, etc)There are 2 "legs" of the transaction.

A year ago, Memorial weekend - as well as all of June, was completely booked at a minimum of $299 per night.  

On the land deals are you paying interest?  

I will of course comply with any required laws here, but am I required to pay for specifically her chosen wall anchors?

Also, how much money do you think you'll lose if you pay their price of $98k?

•I plan to put 20% down on this new property, which means I’ll be left with about $80,000 in cash after the purchase.Given this scenario, I’m trying to decide whether to pay cash for the second property or continue with the 20% down strategy .

Renting by the rooms and having other people pay the mortgage.

They accept financing so all cash is not necessary and we are asking them to paying for closing costs. 

The proper way to approach this appraisal problem is (summarized below):* find reasonably similar comps - find relatively recent duplex sales in the Subject's market area and adjust for differences, based on market response (i.e. how much more/less buyers would typically pay for certain characteristics like size of units and lot, location, quality/condition, etc).* In the absence of similar comps - go back in time to find any similar comps, no matter how long ago and adjust for market trend differences (appreciation, etc), as well as other adjustments as typical (size, bed/bath, condition/quality, location, etc).* Go to nearby market areas/neighborhoods and find reasonably similar duplex sales and adjust for market area/neighborhood differences as required - along with the other adjustments.* Find reasonable 3 or 4 unit (not more than 4, and they can use sfr's, but those are typically not as good for comparison.

(Biggerpockets has an agent finder also) You can also do a forum search for the area and see who has the most activity, they can help or set you up with someone who helps.I would hold off on paying for a program until you are further along because most of them are going to center on scaling from small landlord to large, repositioning, flips, etc..