One of the main reasons I've chosen go to a different state is for affordability. 

Per @Ryan Kenneth's suggestion, here is the link to Manitoba's property assessment portal:https://www.gov.mb.ca/mao/publ...It appears to be live year-round and shows recent sales history for properties in your chosen neighbourhood

I'm not familiar with your chosen area to invest in, but with that kind of seed money, there are a number of areas I am familiar with where you should be able to get where you want to get within a 5 year window.Just don't spend any of that money...use it to infinity, but NEVER spend your seed money.

Basing everything on appreciation is speculation ie gambling.

4- I got a lot that Baltimore -my chosen market- isn’t an easy place to start investing.

@Mason Blake - I'm a new investor that's chosen KC.

To me it would only make sense to keep your current property if you believe there will be more price appreciation on this property than another one you could buy with more cash flow, but that's a gamble.

I would also strongly advocate  that you go to your chosen market and stay there for a few weeks to get the lay of the land. 

Appraisers bid on the job and eventually someone will be chosen.

On this forum, you'll find people that specialize in MF, downtown Toronto condos, second tier cities, flips, etc. and I guarantee you that they are still active in their chosen niche.