I currently own a 2 bed/2 bath condo in downtown Huntington Beach worth somewhere in the 450k ballpark.

We estimate an ARV of $250k when he is done and its located Downtown SA.

They are both fairly close to downtown (8 min or so)Property A is probably worth around $350kBoth sides rented = $2225 (which is actually decently high for the home and area)Property B is hopefully worth around $500k once the rehab is complete (we bought for $332 in abysmal condition, I don't know how we passed FHA inspection  .... :) )Property B would rent for probably $3500 total ($1650 for the smaller side $1850 for the larger side)Neither will ever come close to earning $1k of rent per $100k of home value so seems to make sense to try and take that equity and spread it out into properties where it can earn more rent, even if those properties aren't appreciating like these two seem to be.

We currently have a 15-year mortgage from Wells Fargo on this 3-bedroom, 2-bathroom SFR in downtown Raleigh. 

You could add some photos of the nearby destination: -High Point Regional Hospital-IHFC/Furniture Market-High Point University-Piedmont Triad International Airport-downtown Greensboro

We currently have a 15-year mortgage from Wells Fargo on this 3-bedroom, 2-bathroom SFR in downtown Raleigh.

The Ferries run both directions so your wife can catch a ferry to downtown and a bus to the UW if necessary if you live in Bremerton.If you insist on living in Seattle you are better off living in Magnolia or Queen Anne since traffic can be nasty in the rain and traffic gets snarled which makes it hard to get to the ferry.

UTC will be the next hub/downtown of San Diego without the transient & homeless population that is tarnishing downtown SD.

Some markets only have SFH and I know many investors who are VERY successful in those markets (near downtown areas typically).

This 5unit... is it down town?