So far, I’ve purchased $12,400 worth of wood (2X6X16 DRY, 2X10X14 DRY, 4x8x3/4 OSB T&G, 2X10X20 DRY, etc…)Looking at the labor costs my contractor is charging to stabilize the building, the financial figure is quite concerning.

Particularly South Miami Dade county, which is your neck of the woods.

I am looking for a painter to do the interior of a 3 level townhome as well as stain the all wood exterior.

If not, I recommend plastic when you do -- they don't soak up smell like wood -- even painted wood.

I have some relatives who have done this in northern Sask, it’s not extremely common but it is possible.For example, you can buy a quarter section for $120k that is wooded and have a logging company come and cut down the trees and pay you $80k.Bryan is correct in that most of the forests in Sask are crown(government owned) land, but there are definitely parcels that are privately owned on the “fringe” of the forests.

New wood floors throughout the house.

Some tenants have built wood carports in front of the homes and it doesn't look good. 

I would say no.I am getting 500$ cash flow from SFH.I also always avoided wood frames.

With laminate they had to laid down some wood.

@Roy Cleeves, thank you for the local input.