Home will require a full HVAC upgrade this fall, but several other big items have already been replaced or were upgraded/replaced by the previous owner.

That sounds like a dream come true. 

Might sound harsh, but I dont need roommate drama as a landlord.

@Jason Smithey  Stop and realize what its for which it sounds like you are doing.  

The area maybe C or C+ but with those rents, it's sounds like you would be attracting D and F tenants.

Unless you wear a red suit, have a white beard and collect your rents in a sleigh, that doesn't sound like smart business to me.

It doesn't sound like you have any definite goals besides buying a new home so in the absence of that I'd lean toward selling.

If owner, then here is your decision tree:Buy with sub2, and then hold and rent, sell as a lease option, or sell on terms to someone else (you could also list it if you wanted to, but I doubt you'd have success when the owner didn't unless the agent is at fault).If collect one time assignment fee, then here is your decision tree:Put property under contract to buy (with this, you can put the property under contract as sub2 and assign sub2 deal to someone, or assignable contract for deed, or assignable lease option).If you have the option to go either way, and you're local to the area, then there are more advantages to buying with sub2 (or being on the deed via a mortgage wrap, because then you have equitable title and you're not assigning - no one can ever start an unlicensed broker investigation on you if you're on title).So which exit strategy sounds best to you?

Currently in search of a HVAC contractor as I need to replace central ac in one of my unit.

Buy and hold investments at the moment sound right up my ally and I would like to move towards multi family units.