The purchase price is $20k and have ball parked 30-40k for complete rehab, new roof and repairs.

Located right off Main St and around the corner from Harbor park.

The main hurdles are having the sufficient capacity with utilities (water, sewer, electric) off-street parking, appropriate setbacks, and fire mitigation (if you have 3 units you are likely going to be required to have one of them sprinkled). 

The rehab was done in 2016 and 2017 and I paid cash to my contractor, no official receipt for the work, can I just report the capital gain without receipt of those expenses? 

Parking, sprinklers, utilities, egress etc. 

I have a 7 bed 4 bath renovated house in North Park of San Diego, CA.

Need to do a more detailed analysis here but I would expect relatively low cap-ex in the next 10 years.Home is in a good area (on a quiet street but still walkable to restaurants/bars/parks, schools are average to above average)Expected rent would be about $1500/m based on quick analysis of current listingsOur new location we're moving to will be about 10-15 mins awayI would like to manage this property myself but budget for property mgmt anywayIf I get into this and HATE being a landlord, or decide owning rentals isn't right for me, I have 2 years to figure that out and at that time could still sell the home and not pay any LTCG tax on the proceedsShort term goal: Since my personal situation will inhibit my time and ability to pursue scaling a rental property business in the short term (say 5-10 years), the goal of renting this property out will be to pay it off as quickly as possible and let it sit there providing good monthly cash flow, or possibly refi to lower monthly payment and increase cash flow if the payoff timetable isn't short enough.Long term goal: I would tentatively like to scale into owning maybe 10 or so rental properties at my time of retirement (say 20 years from now) to provide good cash flow in early retirement, and to keep me busy.

Top of the line finishes, ample parking and yard space allows for luxurious city living.

I am also seeing a lot of activity in the far northeast and southwest Philadelphia (Kingsessing and Elmwood park)2.)Best ways to find a good contractor would to be to connect with other investors and see if you can get a referral.

@John Warren I’m currently looking in the Irving park area, Portage Park, Schiller Park, and a few other areas.