One of the things Dan Ariely discusses in Predictably Irrational  is that when the two norms of Market Norms and Relational Norms are blended, some very odd things happen.  

You can still find a nice blend here in the Greater Seattle area/Western Washington market.

Very frequently these kinds of properties are bought in a syndicate or a blend of partners and institutional financing.  90/10 and 80/20 are pretty common scenarios.  

Then I'd make something that conforms with the downtown to blend it in, but with modern amenities (two or three story brick rowhouses work well in many downtown areas). 

Robert, here are my thoughts which are blended from my Investor experience and my Agent experience:Tenant insurance should always be required. 

Unless you have a 2k a night rental, people aren't going to complain about a few wrinkles on the sheets.They key is the blend.

I think the options listed will give me a nice blend of what I need.

HI Adam,If it were mine, I'd:Replace the blue color with a trendy (light) avocado-ish green (the lawn is green and the bricks look good with that).Replace the all of the white including the garage door with a darker color to contrast (or blend) with the green (experiment a little).Move the house numbers down one board to make the house seem bigger.

Vineyard valuation models from appraisers are typically a blended market value/discounted cashflow blend, unless the operation is generating boatloads of cashflow above and beyond market value, then they will typically switch to DCF only.

2) You seem to want to make moral equivalence between the two... saying neither work in their purest forms... so let's blend them together.