Option 1: invest in multi family housing Pro- semi reliable income- cuts cost on my living expenditures -recession proof (can be argued)Cons- high cost start (for me at least)- first time managingOption 2: Buy land and try to negotiate a development deal Pro-huge reward -can be fast- after deal is done right, I'm hands offCon-very risky especially for intro-no expertise in this field -finding a great deal in hardOption 3: wholesalePro-great return-can be fast-not long term Con-hard to find good deals especially with a full time job -can be a nightmare project-no expertise Please correct me if I have messed up with any of my pros/cons.

Also some damage may not be able to covered by security deposit. 2. more roofs = more capital expenditure. replacing fixtures like roofs/windows etc. costs the same size house, regardless of price of the house3. less able to utilize leverage4. higher turn around with these tenants. if you are using a property manager, this also means more replacement fee for the tenants.One other thing to note is if you can find a home that can be rented for $2000 a month for $200K, why would anyone want to rent that from you?

And what about capital expenditure (cap ex), over time?

From what I have read, however, competition for MF is getting pretty heated, so I guess you'll have to check your local market.We started with SF and that was nice because we could kind of gauge the maintenance, repairs, and capex expenditures from the beginning. 

What are you going to do on an underwater subject-to home with big capital expenditures pop up?

Remember, a refinance involves more finance costs as well.On cash flow projections, the CapEx and expenditures are low.

Net annual cashflow after cashing out equals x% of your acquisition cost plus capital expenditures. 

What I need help with is evaluating the property with regards to future expenditures - capital or otherwise and forced value.I have no experience in evaluating a house let alone an apartment complex. 

You need to take into account any future capital expenditures (capex) that it will need (roof/water heater/furnace). 

You can essentially "Save" rent you would pay anywhere else, and instead get money (in form of principal repayment) from the tenant. few other thing you need to consider though is vacancy rate, property tax, capital expenditures, and if you would need to use property management firms (unless you have the time to find new tenants, deal with their complaints, etc.).