@Iani Piha house hack, referring to you buying a multi unit property or single family and renting units or rooms.

But if you are handling this as a flip, just putting it in a list...Upgrades to the house since its purchase on August 2018:  paint living room, paint master bathroom, new kitchen counter, terracing yard with retaining walls, planting XX bushes and plants, adding drains to basement and yard, replacing living room lights, …The idea is to honestly market the house, identify the work, but do not focus on it. 

The townhouse unit I like has 3 bedrooms, bonus room on first floor and also a rooftop deck facing camelback.

The zestimate is currently at 114.6k but as you can see the purchase price is currently at only 69,000), bringing my mortgage payments to 5,034 per year.If I am able to keep the tenant upstairs, I don't plan on getting PM for as long as they are there (while I still lived there).Also accounting for them to stay I have a 0% vacancy rate for the first year or two while I lived there.For the one unit my GOI is at 7,800 per year with expenses such as GM at one months rent for the year (650), grounds keeping at 45 per year, property taxes at 2,000 per year, and HOI at 924 per year, bring my grand total for expenses to 3,619 per year.

Repairs can absolutely go longer than expected, however it sounds like you certainly have some wiggle room with regards to your sales price.

The zestimate is currently at 114.6k but as you can see the purchase price is currently at only 69,000), bringing my mortgage payments to 5,034 per year.If I am able to keep the tenant upstairs, I don't plan on getting PM for as long as they are there (while I still lived there).Also accounting for them to stay I have a 0% vacancy rate for the first year or two while I lived there.For the one unit my GOI is at 7,800 per year with expenses such as GM at one months rent for the year (650), grounds keeping at 45 per year, property taxes at 2,000 per year, and HOI at 924 per year, bring my grand total for expenses to 3,619 per year.

STL is a great market with room to grow even with the softening market trends [which of course are cyclical]

It would be ideal to have a multifamily but another house hacking strategy that lends itself to the Baltimore area is buying one of the SFH's in the area you are permitted and renting out rooms. 

Features:3/2 with flex room (4th bedroom possible with frame out closet in large flex room)Large open concept living/kitchenNew roof (architectural shingles, 2017)A/C 7 years old (manufactured 2010)Front and back wooden deckSmall neighborhood, 7 minutes to uptownAcross the street from Elementary SchoolVaulted CeilingsOriginal Hardwoods in living areas and hallwaysFenced in yardStainless steel range and dishwasherWHAT IT NEEDSMaster bath remodel (there is a very accessibly crawl space, so this should be easy according to the contractors I've spoken with)Reconditioning of hardwoodsNew CarpetPaintRefrigeratorNew interior doorsMinor landscaping (one tree removal)ARV: $220,000Repairs: $20,000LIST: $175,000 What made you interested in investing in this type of deal?

I didn't quite follow this.)Amortized Yrs: 30INCOMETotal Monthly Rent: $1500 (this is a 2 bedroom property, figured I could get $750 each room or the whole place for this amount.