Roughly 20k was invested into the entire facelift and now it is producing a high cash on cash return.

Greetings Fellow BPers,I have a few buy and holds and am in need of some advice on one that has nose dived. I have a condo that was cash flowing nicely up until about a few months ago ( $1250 Rent -$802.21 PITI & ...

The challenge is that the prices are so high now because they produce such great revenue.

If both properties produce positive cash flow (which you probably shouldn't buy unless they do), then your DTI should not be hurt by purchasing the condo.

So until you find something else that produces the results you need to keep the Money, Power and Control you need to keep hustling. 

I would personally choose B which allows you to leverage your cash position to the highest potential and then use OPM (other people's money) and pull out money to put into other income producing assets.

I was able to turn this single home into 3 very high producing rentals on one property that cashflows $4k a month over my PITI & operating expenses, and as soon as I move out and make the back house an Airbnb, it will cash flow over $8k a month with only a 3 year ROI.

I wouldn't necessarily say it's any more littered than than any form of passive syndication where OPM is used by someone who may or may not be actually skilled enough to produce. 

All proceeds have to go into the next property, must be income producing and you cannot live in it. 

I reside in Astoria, NY, but it seems there are a lot more affordable opportunities for cash flow producing properties in Rochester, NY, opposed to Queens, Manhattan, and anything around here.