You will regret it in 10 years when the house has 300k in equity.Right now, the house probably does NOT have 190k in equity.

If you're doing a rate and term refinance, there's typically not a seasoning period but again it's common for lenders to require it be rented first.If you're doing a DSCR cash out refi, it may not need to be rented first but you're probably paying a higher rate.Your best option is to call a loan broker you trust and go through the options based on your current situation.

However, the stacking method of buying one at a time and scaling is probably much more risk adverse method. 

If you can stay closer to your current location, that is probably best because you know it.

Between carrying costs, having to potentially raise equity and/or utilizing debt during the pre-development period  had I settled plus associated time, I  probably would have spent a similar amount of money.

As many of you can probably relate, this book opened my eyes to the power of the dollar, and it got me interested in real-estate.

If I can some how absorb all these crazy repair costs and contractor challenges it will definitely appreciate in next day 5-10 years (already new built sfh and townhomes selling in this area around 400k-500k) then I can probably sell as I did most of the hard work already and brought up to good shape compared to what it was when I bought.Also I see big trees next to unit as seen in the attached photos which concerns me that if they fall on roof (which might be baseless fear).

Yes, my post probably wasn't clear.

It does have that unique look, but I would probably get rid of it because it is right in the middle of that space preventing you from using that space better.

A month later, you're probably right.